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The best family-friendly glamping near Winchester Center

·
97% (957)

Top-rated campgrounds

Misty morning peace.

1. Humble Farm with Simplicity

96%
(212)
44mi from Winchester Center · 10 sites · Tents, RVs, Lodging · Higganum, CT
Bring your family and friends to camp at our quiet and very earthy and modest small family farm. Located in backwoods horse pastures with chickens, a dog, and a few horses. The property is very spread out and there are 2 outhouses for all sites to use. Your pets are welcome too! Locally there are state parks with beaches, and state forest for trails and lakes, hiking and biking. Or you can just relax and enjoy the serenity! OUR ADDRESS IS #200 NOT #204 Two parallel driveways THE DRIVEWAY TO THE LEFT FROM THE STREET IS OURS. Other attractions include local farmers markets, Millers Pond, Hammonassette State Park Beach, Gilette's Castle, with the famous River Ferry crossing the Connecticut River with a vehicle across to East Haddam at end of Rt. 148... We offer an hot H2O outdoor shower here for the comfort of out clients. It is located on the back of main house in corner. Entrance through gate is marked. Also See map in photos. We cannot allow any wood for camp fires to be brought in form the outside for environmental reasons. It can be pre-purchased for $12 per bundle on this site, or $10.00 cash here at farm. Farm Fresh eggs daily when available for $5.00 per 1/2 dozen. Blankets and pillows only are provided, NO LINENS for cabin or trailer sites only. Garbage removal is available as well $5 per bag provided.
Pets
Potable water
Toilets
from 
$49
 / night
Woodland's Edge Glamping & Hot Tubs

2. Woodland's Edge Glamping & Hot Tubs

90%
(109)
46mi from Winchester Center · 3 sites · Lodging · Belchertown, MA
Choose between our extra large tent can hold a family/friend group of up to 8 comfortably, but is also cozy enough for a couple's getaway. Or our sweet-as-can-be tiny A-frame cabin. Our private site is in the middle of a mixed-wood forest. Deer roam free and you will surely hear the call of coyotes and owls at night. Centrally located within 10 minutes of downtown Amherst, 15 minutes to downtown Northampton, this tent is the perfect base camp to access all that this region has to offer. Flea markets and farmers markets on the weekends, malls, museums and numerous restaurants in the area should you decide to venture out for a bite to eat. Holland Glen, a popular hiking spot with waterfalls and swimming holes is a quick 3-minute drive to the trail head. It is an easy 1-mile ride to the start of the Norwotuck Rail Trail a paved bike path through wetlands and rolling farmland. Or simply stay put, unplug, and relax in one of the hammocks or enjoy our one of a kind wood-fired hot tubs! Our guests are welcome to wander around our little homestead have your coffee in the pollinator patch and watch the hummingbirds, butterflies and bees do their thing. Feed the chickens, then nibble your way through our berry patches, fruit trees and gardens and experience what it is like to live simply in New England. Cook a meal over the fire - we will provide the cast iron pans and dishes if needed. Learn more about this land: A private campsite on the edge of a woodland forest. Deer roam free and you will surely hear the coyotes call at night. Centrally located within minutes of Amherst and Northampton, this tent is the perfect base camp to this vibrant region. Relax in the hammock with a good book, play a rowdy game of corn hole, sip your coffee in our pollinator patch, tell stories by the campfire or rent our projector for the night for a fun in-tent movie!
Potable water
Toilets
Campfires
from 
$77
 / night
Upper Shire Campsites Hudson Valley

3. Upper Shire Campsites Hudson Valley

100%
(238)
29mi from Winchester Center · 7 sites · Tents, RVs, Lodging · Hillsdale, NY
The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)
Pets
Potable water
Toilets
from 
$90
 / night
Wyomanock Farm

4. Wyomanock Farm

97%
(844)
44mi from Winchester Center · 33 sites · Tents, RVs, Lodging · Stephentown, NY
Our 75 acres is a wonderful, diverse mix of habitat, harmoniously integrated with our small farm. This land was the homestead of the very first non native settler of the area, John Wiley, in 1787. Before that, it was the land of the Mahican native Americans. They named it "valley of the butternut trees", or Wyomanock. The Wyomanock Creek is the backbone of this little valley. Beaver have dammed the creek at several points to create ponds and other wetland features that support a diversity of wildlife including otter, moose and a myriad of birds, from osprey to herons. This sanctuary is host to many uncommon native plants and plant communities. We would love to share it with you! Your host, Thom, invites you to property to explore 75 acres of meadows, woods and water. Choose one of several sites either in the woods or open areas. You are also free to use our outdoor solar shower or take a dip in the cold pond or artesian spring fed pool. Our location is convenient to the Berkshire Mountains, state parks, hiking and other attractions, including Ramble Wild tree to tree adventures and Jiminy Peak. There are a few miles of rail trail access just down the road.
Pets
Potable water
Toilets
from 
$32
 / night
Maple Corner Farm

5. Maple Corner Farm

98%
(50)
18mi from Winchester Center · 4 sites · Tents, Lodging · Granville, MA
Eighth generation farm in continuous since 1812. 200 acres of open fields, forest and streams. We have many trails on the property as well as a waterfall. There is fishing, kayaking and the Appalachian trail all within 30 minutes. Farm store is open with maple syrup, maple products, beef, pork, eggs and specialty products.
Pets
Toilets
Campfires
from 
$40
 / night
Forest Treasure Island

6. Forest Treasure Island

93%
(41)
48mi from Winchester Center · 10 sites · Tents, Lodging · Wilton, CT
Welcome to Our Nature-Loving Farm Retreat in Connecticut Cold season? You will stay still warm in tent💡 Escape to our serene 7-acre where forest, field, low mountains and gentle animals create a peaceful haven just 15-20 min from the ocean in Westport Sherwood, Lake Mohegan in Fairfield + 8 min away local lake with fishing&kayaking Stay in one of our spacious glamping tents or find your own magic in our Freedom of the Forest camping area, or bring your own RV home (upon request) Wake each morning to birdsong and the scent of floral or mushroomy air around . This is amazing I bet you will remember it for long time 😍 Upon request, enjoy a nourishing breakfast brunch or dinner made with our homemade butter, sourdough bread, eggs, foie gras different kind of cheese, pancakes (GF or buckwheat) and seasonal delights ,extra fee applies, and each time menu is different, depending what do we have that day for ourselves. Wander through our organic garden, gather free-range eggs, sip fresh goat milk and forage for wild berries, nuts, figs, wild ramson (March/April) forest herbs in season. Children can play freely in our natural playland with organic sand, a treehouse, and adventure zones, while adults relax with a river stone foot bath and the aroma of cedar. A gentle creek is just a short walk away. Massage services available upon request Our land is shared with friendly goats, ducks, rabbits, goose chickens of rare breeds, peacocks, pigs, chickens, cats, and dogs One dog included next dogs is extra fee applies. Breakfast/brunch is optional and available by request (fee per person). All walking children (ages 2 –12) must be counted as guests; infants are free. Visiting guests to ours campers must be registered and paid for—please contact us in advance. firewood available to purchase We are a peaceful, loving family and kindly ask all guests to bring the same spirit. Aggressive or disrespectful behavior is not welcome, for the safety and well being of ours and other guests. We donate 50% of all proceeds to support children with cancer. If someone in your family is fighting cancer — you’re welcome to stay in our tents free of charge with love and care. 💛 Note: we have animals here you will hear the occasional sounds of peacocks, geese. XO
Pets
Potable water
Toilets
from 
$72
 / night
Hucklebuck Railway Campsites

7. Hucklebuck Railway Campsites

99%
(82)
33mi from Winchester Center · 2 sites · Lodging · Red Hook, NY
Welcome to our secluded forest getaways, nestled alongside the historic Huckleberry Railway bed and offering scenic views of the Roeliff Jansen Kill. This state-stocked trout stream provides an ideal setting for fishing and swimming. Immerse yourself in the natural beauty as you enjoy activities like swimming, tubing, kayaking in the river, and exploring miles of hiking trails. Abundant wildlife and birdlife enhance the tranquility of the surroundings. Our campsites offer proximity to a variety of attractions, including breweries, wineries, pick-your-own farms, farmer's markets, historical sites, restaurants, and shopping. For your convenience, the nearest supermarket is just eight miles away, and a general store is only four miles from the site. Come unwind in nature's embrace and experience the best of both seclusion and nearby amenities.
Pets
Potable water
Toilets
from 
$119
 / night
97% (957)

Top-rated campgrounds

Misty morning peace.

1. Humble Farm with Simplicity

96%
(212)
44mi from Winchester Center · 10 sites · Tents, RVs, Lodging · Higganum, CT
Bring your family and friends to camp at our quiet and very earthy and modest small family farm. Located in backwoods horse pastures with chickens, a dog, and a few horses. The property is very spread out and there are 2 outhouses for all sites to use. Your pets are welcome too! Locally there are state parks with beaches, and state forest for trails and lakes, hiking and biking. Or you can just relax and enjoy the serenity! OUR ADDRESS IS #200 NOT #204 Two parallel driveways THE DRIVEWAY TO THE LEFT FROM THE STREET IS OURS. Other attractions include local farmers markets, Millers Pond, Hammonassette State Park Beach, Gilette's Castle, with the famous River Ferry crossing the Connecticut River with a vehicle across to East Haddam at end of Rt. 148... We offer an hot H2O outdoor shower here for the comfort of out clients. It is located on the back of main house in corner. Entrance through gate is marked. Also See map in photos. We cannot allow any wood for camp fires to be brought in form the outside for environmental reasons. It can be pre-purchased for $12 per bundle on this site, or $10.00 cash here at farm. Farm Fresh eggs daily when available for $5.00 per 1/2 dozen. Blankets and pillows only are provided, NO LINENS for cabin or trailer sites only. Garbage removal is available as well $5 per bag provided.
Pets
Potable water
Toilets
from 
$49
 / night
Woodland's Edge Glamping & Hot Tubs

2. Woodland's Edge Glamping & Hot Tubs

90%
(109)
46mi from Winchester Center · 3 sites · Lodging · Belchertown, MA
Choose between our extra large tent can hold a family/friend group of up to 8 comfortably, but is also cozy enough for a couple's getaway. Or our sweet-as-can-be tiny A-frame cabin. Our private site is in the middle of a mixed-wood forest. Deer roam free and you will surely hear the call of coyotes and owls at night. Centrally located within 10 minutes of downtown Amherst, 15 minutes to downtown Northampton, this tent is the perfect base camp to access all that this region has to offer. Flea markets and farmers markets on the weekends, malls, museums and numerous restaurants in the area should you decide to venture out for a bite to eat. Holland Glen, a popular hiking spot with waterfalls and swimming holes is a quick 3-minute drive to the trail head. It is an easy 1-mile ride to the start of the Norwotuck Rail Trail a paved bike path through wetlands and rolling farmland. Or simply stay put, unplug, and relax in one of the hammocks or enjoy our one of a kind wood-fired hot tubs! Our guests are welcome to wander around our little homestead have your coffee in the pollinator patch and watch the hummingbirds, butterflies and bees do their thing. Feed the chickens, then nibble your way through our berry patches, fruit trees and gardens and experience what it is like to live simply in New England. Cook a meal over the fire - we will provide the cast iron pans and dishes if needed. Learn more about this land: A private campsite on the edge of a woodland forest. Deer roam free and you will surely hear the coyotes call at night. Centrally located within minutes of Amherst and Northampton, this tent is the perfect base camp to this vibrant region. Relax in the hammock with a good book, play a rowdy game of corn hole, sip your coffee in our pollinator patch, tell stories by the campfire or rent our projector for the night for a fun in-tent movie!
Potable water
Toilets
Campfires
from 
$77
 / night
Upper Shire Campsites Hudson Valley

3. Upper Shire Campsites Hudson Valley

100%
(238)
29mi from Winchester Center · 7 sites · Tents, RVs, Lodging · Hillsdale, NY
The Upper Shire Private Campsites in the Hudson Valley are on a gorgeous hill with a small pond surrounded by 22 acres of an old horse ranch. It is located in Columbia County near the Massachusetts and New York border. There are currently 5 unique camping areas located here. Each one is special due to its location on the hill. Check out our map and enjoy our spacious yet secluded campsites and our new off-grid double shower shack with hot and cold water on demand. This place has a relaxed atmosphere and is located near Catamount Ski Resort, Bash Bish Falls, Taconic State Park, Hudson NY, and Great Barrington, MA. If you plan on bringing a pet please be sure to add that fee to your booking under "extras" ($25) If you have additional guest(s) that would like to join you that fee is ($25 a night per person) and you will need to message us about how to arrange that. We have extra easy pop-up two-person tents available to rent ($15 for two nights) you can also find that option under "extras" along with bundles of firewood ($15)
Pets
Potable water
Toilets
from 
$90
 / night
Wyomanock Farm

4. Wyomanock Farm

97%
(844)
44mi from Winchester Center · 33 sites · Tents, RVs, Lodging · Stephentown, NY
Our 75 acres is a wonderful, diverse mix of habitat, harmoniously integrated with our small farm. This land was the homestead of the very first non native settler of the area, John Wiley, in 1787. Before that, it was the land of the Mahican native Americans. They named it "valley of the butternut trees", or Wyomanock. The Wyomanock Creek is the backbone of this little valley. Beaver have dammed the creek at several points to create ponds and other wetland features that support a diversity of wildlife including otter, moose and a myriad of birds, from osprey to herons. This sanctuary is host to many uncommon native plants and plant communities. We would love to share it with you! Your host, Thom, invites you to property to explore 75 acres of meadows, woods and water. Choose one of several sites either in the woods or open areas. You are also free to use our outdoor solar shower or take a dip in the cold pond or artesian spring fed pool. Our location is convenient to the Berkshire Mountains, state parks, hiking and other attractions, including Ramble Wild tree to tree adventures and Jiminy Peak. There are a few miles of rail trail access just down the road.
Pets
Potable water
Toilets
from 
$32
 / night
Maple Corner Farm

5. Maple Corner Farm

98%
(50)
18mi from Winchester Center · 4 sites · Tents, Lodging · Granville, MA
Eighth generation farm in continuous since 1812. 200 acres of open fields, forest and streams. We have many trails on the property as well as a waterfall. There is fishing, kayaking and the Appalachian trail all within 30 minutes. Farm store is open with maple syrup, maple products, beef, pork, eggs and specialty products.
Pets
Toilets
Campfires
from 
$40
 / night
Forest Treasure Island

6. Forest Treasure Island

93%
(41)
48mi from Winchester Center · 10 sites · Tents, Lodging · Wilton, CT
Welcome to Our Nature-Loving Farm Retreat in Connecticut Cold season? You will stay still warm in tent💡 Escape to our serene 7-acre where forest, field, low mountains and gentle animals create a peaceful haven just 15-20 min from the ocean in Westport Sherwood, Lake Mohegan in Fairfield + 8 min away local lake with fishing&kayaking Stay in one of our spacious glamping tents or find your own magic in our Freedom of the Forest camping area, or bring your own RV home (upon request) Wake each morning to birdsong and the scent of floral or mushroomy air around . This is amazing I bet you will remember it for long time 😍 Upon request, enjoy a nourishing breakfast brunch or dinner made with our homemade butter, sourdough bread, eggs, foie gras different kind of cheese, pancakes (GF or buckwheat) and seasonal delights ,extra fee applies, and each time menu is different, depending what do we have that day for ourselves. Wander through our organic garden, gather free-range eggs, sip fresh goat milk and forage for wild berries, nuts, figs, wild ramson (March/April) forest herbs in season. Children can play freely in our natural playland with organic sand, a treehouse, and adventure zones, while adults relax with a river stone foot bath and the aroma of cedar. A gentle creek is just a short walk away. Massage services available upon request Our land is shared with friendly goats, ducks, rabbits, goose chickens of rare breeds, peacocks, pigs, chickens, cats, and dogs One dog included next dogs is extra fee applies. Breakfast/brunch is optional and available by request (fee per person). All walking children (ages 2 –12) must be counted as guests; infants are free. Visiting guests to ours campers must be registered and paid for—please contact us in advance. firewood available to purchase We are a peaceful, loving family and kindly ask all guests to bring the same spirit. Aggressive or disrespectful behavior is not welcome, for the safety and well being of ours and other guests. We donate 50% of all proceeds to support children with cancer. If someone in your family is fighting cancer — you’re welcome to stay in our tents free of charge with love and care. 💛 Note: we have animals here you will hear the occasional sounds of peacocks, geese. XO
Pets
Potable water
Toilets
from 
$72
 / night
Hucklebuck Railway Campsites

7. Hucklebuck Railway Campsites

99%
(82)
33mi from Winchester Center · 2 sites · Lodging · Red Hook, NY
Welcome to our secluded forest getaways, nestled alongside the historic Huckleberry Railway bed and offering scenic views of the Roeliff Jansen Kill. This state-stocked trout stream provides an ideal setting for fishing and swimming. Immerse yourself in the natural beauty as you enjoy activities like swimming, tubing, kayaking in the river, and exploring miles of hiking trails. Abundant wildlife and birdlife enhance the tranquility of the surroundings. Our campsites offer proximity to a variety of attractions, including breweries, wineries, pick-your-own farms, farmer's markets, historical sites, restaurants, and shopping. For your convenience, the nearest supermarket is just eight miles away, and a general store is only four miles from the site. Come unwind in nature's embrace and experience the best of both seclusion and nearby amenities.
Pets
Potable water
Toilets
from 
$119
 / night

Camper favorites near Winchester Center

Top-rated campgrounds reviewed by the Hipcamp community.

  • Easy access and scenic
  • Here is where your group will pitch their tents
  • Easy access and scenic

Wyomanock Farm

97%
(844)
44mi from Winchester Center · 33 sites · Tents, RVs, Lodging · Stephentown, NY
Our 75 acres is a wonderful, diverse mix of habitat, harmoniously integrated with our small farm. This land was the homestead of the very first non native settler of the area, John Wiley, in 1787. Before that, it was the land of the Mahican native Americans. They named it "valley of the butternut trees", or Wyomanock. The Wyomanock Creek is the backbone of this little valley. Beaver have dammed the creek at several points to create ponds and other wetland features that support a diversity of wildlife including otter, moose and a myriad of birds, from osprey to herons. This sanctuary is host to many uncommon native plants and plant communities. We would love to share it with you! Your host, Thom, invites you to property to explore 75 acres of meadows, woods and water. Choose one of several sites either in the woods or open areas. You are also free to use our outdoor solar shower or take a dip in the cold pond or artesian spring fed pool. Our location is convenient to the Berkshire Mountains, state parks, hiking and other attractions, including Ramble Wild tree to tree adventures and Jiminy Peak. There are a few miles of rail trail access just down the road.
Pets
Potable water
Toilets
from 
$32
 / night
  • Maple Corner Farm
  • Maple Corner Farm
  • Maple Corner Farm

Maple Corner Farm

98%
(50)
18mi from Winchester Center · 4 sites · Tents, Lodging · Granville, MA
Eighth generation farm in continuous since 1812. 200 acres of open fields, forest and streams. We have many trails on the property as well as a waterfall. There is fishing, kayaking and the Appalachian trail all within 30 minutes. Farm store is open with maple syrup, maple products, beef, pork, eggs and specialty products.
Pets
Toilets
Campfires
from 
$40
 / night
  • Forest Treasure Island
  • Brunch, lunch
  • Forest Treasure Island

Forest Treasure Island

93%
(41)
48mi from Winchester Center · 10 sites · Tents, Lodging · Wilton, CT
Welcome to Our Nature-Loving Farm Retreat in Connecticut Cold season? You will stay still warm in tent💡 Escape to our serene 7-acre where forest, field, low mountains and gentle animals create a peaceful haven just 15-20 min from the ocean in Westport Sherwood, Lake Mohegan in Fairfield + 8 min away local lake with fishing&kayaking Stay in one of our spacious glamping tents or find your own magic in our Freedom of the Forest camping area, or bring your own RV home (upon request) Wake each morning to birdsong and the scent of floral or mushroomy air around . This is amazing I bet you will remember it for long time 😍 Upon request, enjoy a nourishing breakfast brunch or dinner made with our homemade butter, sourdough bread, eggs, foie gras different kind of cheese, pancakes (GF or buckwheat) and seasonal delights ,extra fee applies, and each time menu is different, depending what do we have that day for ourselves. Wander through our organic garden, gather free-range eggs, sip fresh goat milk and forage for wild berries, nuts, figs, wild ramson (March/April) forest herbs in season. Children can play freely in our natural playland with organic sand, a treehouse, and adventure zones, while adults relax with a river stone foot bath and the aroma of cedar. A gentle creek is just a short walk away. Massage services available upon request Our land is shared with friendly goats, ducks, rabbits, goose chickens of rare breeds, peacocks, pigs, chickens, cats, and dogs One dog included next dogs is extra fee applies. Breakfast/brunch is optional and available by request (fee per person). All walking children (ages 2 –12) must be counted as guests; infants are free. Visiting guests to ours campers must be registered and paid for—please contact us in advance. firewood available to purchase We are a peaceful, loving family and kindly ask all guests to bring the same spirit. Aggressive or disrespectful behavior is not welcome, for the safety and well being of ours and other guests. We donate 50% of all proceeds to support children with cancer. If someone in your family is fighting cancer — you’re welcome to stay in our tents free of charge with love and care. 💛 Note: we have animals here you will hear the occasional sounds of peacocks, geese. XO
Pets
Potable water
Toilets
from 
$72
 / night
  • Hucklebuck Railway Campsites
  • Hucklebuck Railway Campsites
  • Hucklebuck Railway Campsites

Hucklebuck Railway Campsites

99%
(82)
33mi from Winchester Center · 2 sites · Lodging · Red Hook, NY
Welcome to our secluded forest getaways, nestled alongside the historic Huckleberry Railway bed and offering scenic views of the Roeliff Jansen Kill. This state-stocked trout stream provides an ideal setting for fishing and swimming. Immerse yourself in the natural beauty as you enjoy activities like swimming, tubing, kayaking in the river, and exploring miles of hiking trails. Abundant wildlife and birdlife enhance the tranquility of the surroundings. Our campsites offer proximity to a variety of attractions, including breweries, wineries, pick-your-own farms, farmer's markets, historical sites, restaurants, and shopping. For your convenience, the nearest supermarket is just eight miles away, and a general store is only four miles from the site. Come unwind in nature's embrace and experience the best of both seclusion and nearby amenities.
Pets
Potable water
Toilets
from 
$119
 / night

Stories from the community

Upper Shire Campsites Hudson Valley
J
Jarvis
2 weeks ago
2 nights at Upper Shire Campsites Hudson Valley
Amazing stay! Host was really helpful and campsite is well kept
See more
Forest Treasure Island
Avatar
Anna
October 2025
With kids
Weekend Trip to Forest Treasure Island
Incredible experience with kids. What Yana and husband created on their property is a must to experience if you have kids. Just book it and make sure to ask for whatever you need, because it's all ala carte. Humble, lower tier glamping, but makes up in atmosphere and amenities for kids and interaction with the animals. 10/10 would stay again.
See more
Trails on the property
C
Caitlin
October 2025
With pets
Weekend Trip to Maple Corner Farm
This site was perfect for us! We came with our dogs and they loved running around on the trails and in the fields - the site had a picnic table and cooking area, and we grabbed firewood, eggs, maple syrup and a few other goodies from the farm stand on the way in. David and his family were amazing hosts, checking in periodically to see if we needed anything to make our stay even more comfortable. We took advantage of the permanent tent at the site and our own tents, both were super fun - we will most definitely be back again, thank you David and family!
See more
Hucklebuck Railway Campsites
L
Laura
October 2025
Group trip
Weekend Trip to Hucklebuck Railway Campsites
Paula and her husband are kind, thoughtful, and helpful hosts! They were very quick to respond to our messages and were incredibly accommodating. I’d forgotten to pack cooking oil and Paula was generous enough to offer some of hers. This place has everything you need! If you enjoy birding this place has a variety of birds. Also, it was so cool to hear a great horned owl in the middle of the night. We all had so much fun at their campsite - the perfect fall getaway. We’d love to visit again in the summer so we can enjoy the swimming holes and take advantage of the hiking trails!
See more
Forest Treasure Island
K
Kate
October 2025
Weekend Trip to Forest Treasure Island
Beautiful woodsy property—we had such a peaceful stay!
See more
the view from the other tent :)
Avatar
Cassie
October 2025
With kids
Weekend Trip to Hucklebuck Railway Campsites
We had a wonderful time at Paula and Bill’s campsite. It’s rustic yet well stocked and maintained, with tons of walking paths and a beautiful creek where we spent the afternoon skipping rocks. Bill brought us fresh water and firewood (along with some lovely conversation), and even when a nor’easter rolled through on our final night, we stayed warm and dry in our tent. Paula was so easy to get in touch with and they were flexible with our arrival time coming from NYC. The land they are on is truly stunning and they really care for it with such love. Our six-year-old had the best time and now wishes we could camp there every weekend! We also spent part of one of our days at Kesicke Farm, where he played in the corn maze, fed the animals, and just had an absolute blast. Mighty Donuts was also amazing and a great spot for kids, and Red Hook diner on our way out was just exactly what we needed. Overall, our experience was fantastic, and we would love to come back again!
See more
Upper Shire Campsites Hudson Valley
S
Shane
October 2025
With pets
Weekend Trip to Upper Shire Campsites Hudson Valley
Would go again! Great location, accommodating hostess
See more
Wyomanock Farm
A
Alex
October 2025
3 nights at Wyomanock Farm
We had a great time at the Yurt, beautiful camp site. thanks Thomas!
See more
Hucklebuck Railway Campsites
Avatar
Rebecca
October 2025
Group trip
Weekend Trip to Hucklebuck Railway Campsites
The campsite was perfect for a group and had everything we needed! Paula was very communicative and helpful, would definitely recommend!
See more
Hucklebuck Railway Campsites
Avatar
Rebecca
October 2025
Group trip
Weekend Trip to Hucklebuck Railway Campsites
The campsite was perfect for a group and had everything we needed! Paula was very communicative and helpful, would definitely recommend!
See more
Forest Treasure Island
S
Seok Won
October 2025
With kids
Weekend Trip to Forest Treasure Island
What a magical experience! Goats, chickens, geese, ducks, amazing Rica the dog, playground for toddlers (5-7 years). Jan and Diane were accommodating and attentive to our requests. Be prepared to come with your camping equipments including cookware and utensils. Sleeping bags were provided. A supermarket is 2 minutes away so you can get anything you might have forgotten anyway.
See more
Upper Shire Campsites Hudson Valley
S
Sindu
October 2025
Group trip
Weekend Trip to Upper Shire Campsites Hudson Valley
Our time at Tin Valley in Upper Shire Campground was so special. Joanna’s land was beautifully maintained and the campsite had everything we needed and more - a fire pit, hammocks, comfortable beds to lay in, even an electric kettle and french press! The outhouse was a very convenient location and warm showers was a huge plus - made the weekend a perfect glamping excursion. Location was lovely as well, just a short drive from fantastic hikes like Bash Bish Falls and Little Apple Cidery, where we had a great time at the Orchard Bar. This was my first adventure through HipCamp and Joanna made it an easy and perfect experience - thank you!
See more
Hucklebuck Railway Campsites
b
beccaslavin
October 2025
Group trip
Weekend Trip to Hucklebuck Railway Campsites
We had a wonderful time! The campsite is well-stocked and exceeded our needs. It was a happy medium between glamping and rustic. We look forward to returning!
See more
Upper Shire Campsites Hudson Valley
T
Tien
September 2025
Weekend Trip to Upper Shire Campsites Hudson Valley
Joanna was a great host and the site was perfect!!!
See more
Humble Farm with Simplicity
D
Debra
September 2025
With pets
1 night at Humble Farm with Simplicity
Stayed overnight in the remodeled horsetrailer in the field. Quiet. Large enough for 2 adults and 2 dogs. Hosts were nice and the horses were beautiful.
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Hucklebuck Railway Campsites
M
Mike
September 2025
Weekend Trip to Hucklebuck Railway Campsites
We had a great weekend at the campsite. Their attention to detail was incredible. You really had everything we needed to enjoy the weekend. The trails for hiking on the property very well maintained. I am definitely coming back next spring.
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Upper Shire Campsites Hudson Valley
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Shea
September 2025
With kids
Weekend Trip to Upper Shire Campsites Hudson Valley
Great stay with Joanna at the little log cabin. Beautiful property and fun downtown area in Hillsdale. Family enjoyed it very much and hope to return again. Peaceful and unplugged.
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Hucklebuck Railway Campsites
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Kaley
September 2025
Weekend Trip to Hucklebuck Railway Campsites
This campsite was so great. We loved the kitchen set up, and all of the supplies they have ready for you! The tent was cozy, and the stove in there helped a ton. We can’t wait to come back! Definitely would recommend trying it out!
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The Cabin
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Kornil
September 2025
Weekend Trip to Humble Farm with Simplicity
Great place and friendly people! Highly recommend!
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Upper Shire Campsites Hudson Valley
A
Ashley
September 2025
Weekend Trip to Upper Shire Campsites Hudson Valley
Truly a fantastic experience. Owner was extremely attentive. Best part- the showers!! Beautiful, well maintained, and piping hot water at any time of day/night. Absolutely recommend! 10/10
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Value Prop
Value Prop
Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field

Popular Winchester Center trips

Glamping
Forest glamping
Farm glamping
Dog-friendly glamping
River, stream, or creek glamping
Glamping with hot tubs
Glamping with wifi provided

Popular Winchester Center glamping styles

Yurts
Tiny homes
Cabins
Bell tents

Top parks near Winchester Center

Natchaug State Forest
Coolidge State Park
Home Of Franklin D Roosevelt National Historic Site
Minute Man National Historical Park
Great Egg Harbor River
Ferry Beach State Park
Appalachian National Scenic Trail
White Mountain National Forest

Top cities near Winchester Center

Boston
Chicopee
Haverhill
Jersey City
Philadelphia
Baltimore
Westminster
Rochester

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