97% (3.7K) • 2,154 campsites
Top-rated campgrounds near Winchester Center
Vernal Heights
1. Vernal Heights
100%
(560)
8.6mi from Winchester Center · 6 sites · Tents, RVs
The Farm was built in the mid 1700's on the same track of land. Hike in or drive to your campsite. Site #5 & 6 are accessible with a 4x4. Site #3 is located in a blueberry field. It's car accessible but in close proximity to the Farm. Site #1 & 2 are Hike in sites(1/2 mile). The farm is surrounded by thousands of acres of conservancy and preserve land. Enjoy nature at its finest!! Camp in a field of fire flies or a remote site surrounded by old growth trees and Mt laurel blossoms. This is a Nature Preserve!! Please be kind to the Trees and Wildlife that inhabit the land!!
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Campfires
Glamping @ Meadow Ridge Farm
2. Glamping @ Meadow Ridge Farm
98%
(31)
9.7mi from Winchester Center · 2 sites
Meadow Ridge Farm is a 110-acre working dairy farm. But don't be misled, the campsite is very secluded, located over a quarter a mile away from anything. You will get to the campsite by driving down the gravel road past corn fields, pastures and cows, too.
The area has so much to offer, including award-winning restaurants, some of the most beautiful hiking trails, wineries, a distillery, and local farmers markets. Three miles away the town green offers shops, historical tours and restaurants.
White Memorial Foundation is a 4000-acre nature preserve 4 miles away with over 40 miles of trails and so much more!
Fresh raw milk, local eggs, and maple syrup are available on site for purchase.
We provide ample fire wood for your campsite so you have one less thing to pack!
What's included in your stay:
- Canvas 10'x12' tent on raised deck
- Fire wood, fire starting materials, kindling, lighters
- trash bags and dumpster on property
- potable water in 5 gallon jug with water spigot on property
- Bed with air mattress(es)
- Cooking utensils, salt and pepper, pot holders, paper towels, bottle opener,
dish soap and dish pan
- Outhouse bathroom with loo waste system, toilet paper
- Solar shower and shower stall on backside of outhouse
- small wood burning stove in tent for cooler evenings
- bug spray and citronella candles
- stocked first aide kit
What's not included:
- bedding, linens, towels
- food items
- flashlights
This is a remote camp site with no access to electricity. Guests may bring and use a generator if they wish.
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Pegasus Farms LLC
3. Pegasus Farms LLC
100%
(49)
17mi from Winchester Center · 7 sites · Tents, RVs
Hello and welcome we offer a private camping area that’s heavily wooded with some fields small pond lots of wildlife you can explore the property and enjoy good times and make memories we offer horse back lessons and we also do trail rides. No power no water yet whatever you bring in you must bring out. We do have a spot to fill up your water tanks. If you have any questions feel free to ask. And please let us know the time of your arrival at least a day ahead or the day of so we can be here to bring you to the campsites.
Three Years of Campfires, Stories, and Friendships 🔥⛺
As I look back on the past three years since opening the campground, I’m filled with gratitude. What started as a dream has turned into something so much more thanks to each and every one of you who has stayed here, shared your stories, and brought your energy to this little piece of the outdoors.
I’ve had the joy of meeting people from all walks of life travelers passing through, families on vacation, solo adventurers chasing peace, and seasoned RVers with tales from the road. Whether you’re here for one night or one season, getting to know where you’re from, where you’re going, and the stories in between has been the most rewarding part of running this campground.
It’s not just about providing a place to park or pitch a tent it’s about building a community, even if it’s just for a weekend. The laughs around the fire, the kindness between strangers, and the shared love of the outdoors have made this journey incredibly special.
Thank you for being part of it. Here’s to many more years of connection, conversation, and campfire memories. 🌲
Sincerely, Ronald Markeveys
Pegasus Farms LLC
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Campfires
American Legion and Peoples State Forests
4. American Legion and Peoples State Forests
100%
(1)
State forest 6.8mi from Winchester Center · 34 sites
Tree huggers unite! This is the promised land. Consisting of two separate forests, the wooded bastions of Mother Nature rise tall and strong in these parts. Each tree is beautiful in its own way, but perhaps no trunk is better for squeezing than those in the 200-year old white pine grove in the Whittemore Recreation Area of the Peoples Forest.
One can only hug so many trees, however, so it’s a good thing there are lots of other things to do in the American Legion and Peoples State Forests. The trails that wind through these wooded acres will keep hikers on their feet for days on end. And the waters of the wild and scenic West Branch of the Farmington River attracts kayakers and fishers from all over Connecticut and even neighboring states. But if you want to just come and squeeze an oak, no one will fault you.
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Mohawk State Forest
5. Mohawk State Forest
100%
(1)
State forest 9.8mi from Winchester Center · 5 sites
Mohawk State Forest can be identified by some truly unique natural and historical features that go unmatched in Connecticut. 1,683-foot Mohawk Mountain was once used by Native Americans to spy rival tribes approaching and the Black Spruce Bog is thought to have formed after a giant glacial ice block melted and left a 40-foot depression filled with water.
Today, the area is recognized its hearty specimens of black spruce and larch and has become popular for both educational and scientific purposes. Visitors also have access to youth group camping, stream and pond fishing, hikes on the Mohawk Trail and winter sports in the Mohawk Ski Area. Over 10 miles of trails are reserved exclusively for snowmobiling when accumulation reaches six inches plus. For a more visual introduction, do check out this
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Moon In The Pond Farm
6. Moon In The Pond Farm
94%
(246)
18mi from Winchester Center · 5 sites · Tents, RVs, Lodging
Well off the beaten track, it's scenic, private and peaceful. Camping at Moon In The Pond Farm is a bit of heaven.
There are separate sites to choose. Around the farm, you have your own secluded spot to enjoy. (Though you may be in a field next to our Scottish Highland cattle!) Two are tent sites: the PondSide and the FieldEdge. There's one site for small/tiny RVs or Campervan. And finally there's the HiddenCabin--a bed a roof and convenience. Each has a firepit with a small grill to cook over the fire. (all firewood provided)
Our campsites are in quieter areas of the farm. One overlooks the pond, others are on the edges of different farm fields, one a cabin nearer the farmstead. All require a beautiful, bucolic trek of 150-350 yards from the roadside parking--ensuring the quiet, natural experience. During the day times, you may see or hear farm work. At night it's lusciously dark and serenely quiet. You'll hear owls hoot, frogs croak, crickets chirp, foxes yowl and coyotes howl! In June and July the fields and trees light up like Christmas with fireflies, and you'll see the stars.
During the week is the absolute best time--the local hot spots (or cooling down spots!) are much quieter, and all our campsites have reduced weekday rates. If you can, take advantage by adding a Thursday or Sunday night to a weekend stay.
We've got an awesome, easy hiking trail on adjacent Nature Conservancy land. It meanders through woodlands, around rock ledges, through wetlands (on a 600' of boardwalk) and ends at a beautiful stream and pond with a gigantic beaver dam.
Not far from here are numerous well-marked hiking trails (including the Appalachian Trail (with famous Bash Bish Falls) and several offshoots (Sage's Ravine, Race Brook Falls), Bartholomew's Cobble, Umpacheenee Falls, and others). Also in the neighborhood are opportunities for canoeing, kayaking, swimming, rock climbing, gavel-road and country-road biking, and pretty much any outdoor activity/adventure opportunity. Or... you can just chill and relax, sleep, or read the day away!
Love food? This is Farm-to-Table for real! Never so close--the table's AT the farm! Bring your cooking gear and get some of our wicked fresh organic food--veggies, chops, sausages, eggs, bacon, granola, yogurt, etc. Sear yourself up a real treat!
Very nearby, as the Berkshires is a cultural mecca, there are also numerous opportunities from many great restaurants to art, dance, music, spas, galleries, antique shops, museums, cafes and much more.
It's still amazingly quiet at the farm where the Milky Way is clearly visible.
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Maple Corner Farm
7. Maple Corner Farm
98%
(51)
18mi from Winchester Center · 3 sites · Tents, Lodging
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.
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Campfires
Quentins Treehouse
8. Quentins Treehouse
97%
(159)
19mi from Winchester Center · 1 site
About the Space
Welcome to our lakeside treehouse retreat on the shores of historic Lake Garfield—named after President Garfield, who once summered here. This unique stay is tucked away in the beautiful Berkshires at 1,200 feet elevation, making for cool, crisp nights and star-filled skies. Originally the boatshed for the President’s summer home, the treehouse was built 15 years ago as a cozy sleepout perfect for stargazing and unwinding in nature.
The Treehouse
Perched in the trees and draped in wisteria, the treehouse features a clear corrugated roof, full flyscreening, and canvas blinds—keeping it breezy and bug-free. There’s a comfy hanging double bed with a high-quality mattress. Please note: guests need to bring their own sheets, bedding, and pillows.
Amenities
Portable camp toilet located beneath the treehouse
Weber BBQ
Wifi access
Floating jetty & dock
Two paddleboards for guests to enjoy
Crystal-clear lake water (great for swimming, fishing, and boating)
Things to Do
We’re just a 15-minute drive from Great Barrington or Lee—ideal for dining, shopping, or exploring local culture. Incredible hiking trails are scattered throughout the surrounding area.
Good to Know
Please respect the natural surroundings—no damaging trees or leaving litter. Firewood bundles are available at nearby gas stations or directly from me.
I look forward to welcoming you to this peaceful, magical space in the Berkshires.
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Campfires
Archmage Sanctuary
9. Archmage Sanctuary
100%
(40)
21mi from Winchester Center · 1 site
Our land is 18 acres of a wooded hill, surrounded by hundreds more acres of trust-preserved land. A brook glitters from across the street, visible from most spots on the hill.
The preserve land can be hiked, though there are not always paths. Macedonia and Kent Falls state parks are nearby by car, as well as an entrance to the Appalachian Trail just five minutes down the road.
We are just six minutes away from the Tenmile River Metro North station and can pick you up with advance coordination.
The town of Kent, Connecticut is a 7-minute drive and has lots of shops, dining, and an art gallery. The town of Amenia, New York is a 12-minute drive and has a drive-in movie theater, and some restaurants. Historic Downtown Wassaic is a 7-minute drive and is home to the Wassaic Project art gallery.
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Potable water
Tunxis State Forest
10. Tunxis State Forest
State forest 13mi from Winchester Center · 3 sites
Located in northern Connecticut, right up there by Massachusetts, Tunxis State Forest is wild and remote. The trees here are some of the oldest around, since it was already wooded when it became owned by the state in 1923. Most other forests were only just growing into what they are now from abandoned farms.
You never know what you might see in Tunxis State Forest, although we can give you some ideas. If you go for a hike through these old trees, you might spy a moose munching on foliage, or a black bear bumbling about. If that hike happens to be the Falls Brook trail, then you will certainly see a beautiful waterfall.
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Housatonic Meadows State Park
11. Housatonic Meadows State Park
100%
(1)
State park 13mi from Winchester Center · 61 sites
The term “back to nature” is taken very seriously at Housatonic Meadows State Park. You thought an afternoon in the park was reconnecting with Mother Nature? Think again. For a real taste of unabated wilderness try visiting this place. One night under the stars on the banks of the Housatonic River will have you howling at the moon and starting fires without those sissy matches.Tucked away in the rugged hills of the northwestern uplands, a trip here will carry you satisfyingly far from any major metropolitan area. No four-lane highways and bumper-to-bumper traffic—this is the land of deer-crossing signs and single-lane bridges. You can fish the river, roam miles of trails and spend the night just steps away from both. No matter what time you visit, nature welcomes you.
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Granville State Forest
12. Granville State Forest
33%
(3)
State forest 14mi from Winchester Center · 20 sites
Discover the serene beauty of Granville State Forest.
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Campfires
Black Rock State Park
13. Black Rock State Park
100%
(1)
State park 17mi from Winchester Center · 76 sites
Up, down. Up, down. Up, down…the rolling hills of Black Rock State Park would lull you to sleep in a heartbeat. That is, if your legs weren’t pumping and sweat wasn’t trickling down your face. With each crest of a wooded hilltop, the hiking gets even better, and more remote, too.Scenic views and cool waters put Black Rock high on the traveler’s list when the weekend rolls around. The western highlands of Connecticut don’t get much better than this. Ask any local—the Mattatuck Trail from the Grey section of Waterbury to the Wigwam Reservoir in Morris is one hike you don’t want to miss. At the very least, it’s a good place to start.
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Offsite Cabin Wassaic
14. Offsite Cabin Wassaic
98%
(33)
22mi from Winchester Center · 1 site
***PLEASE READ DESCRIPTION - CLOSED FOR OFF SEASON UNTIL MID-APRIL***
Our *NEW* cabin is located on the top of a clearing in the mountains outside Wassaic. Enjoy swimming, hiking, chilling, fires and sunsets views without any light pollution or street noise. Designed as a retreat for the modern creative, the cabin is fully off-grid but features Starlink Internet, a compost toilet and heat / AC. We do provide 5 gallons drinking / cleaning water, but during the winter no sinks or showers are operable.
Nearby towns (Kent, CT / Wassaic, NY) have awesome art, shopping and plenty of food options as well as easy access to the Appalachian trail and Macedonia state park.
15 minutes from the Wassaic metro north station, the cabin can be reach by taxi. The cabin is accessible by car, but may require a short hike in after heavy rain or snow.
Toilets
Showers
Wifi
Moss Hill Farm
15. Moss Hill Farm
96%
(89)
24mi from Winchester Center · 1 site · Tent, RV
Moss HIll Farm has been lovingly cared for in the family since 1965.
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Campfires
Turtle Bend Farm
16. Turtle Bend Farm
95%
(152)
26mi from Winchester Center · 5 sites · Tents, RVs
30 acres of cozy, south-facing slope nestled in the Berkshire foothills of Western MA. Right along the Westfield River, glorious views of rolling hills and cows and sheep frolicking in their pasture abound!
This mid-century horse farm is being transitioned into a perennial plant nursery with a focus on delicious fruits, pollinator flowers and medicinal herbs - with cows, sheep and more!
Toilets
Campfires
Potable water
Upper Shire Campsites Hudson Valley
17. Upper Shire Campsites Hudson Valley
100%
(239)
29mi from Winchester Center · 6 sites · Tents, RVs, Lodging
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)
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Blueberry Orchard By The Pond
18. Blueberry Orchard By The Pond
99%
(170)
30mi from Winchester Center · 1 site · Tent, RV
We can accommodate tents, cars, vans and RV's! Map of the property is in the photos. Drive down a gravel road to reach the blueberry patch, pull into the site, close the gate and you have 20+ acres for yourself, with great hiking, mushroom foraging and trails to explore nearby. There are several Falls and other water spots nearby (20 min drive)
Pets
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Potable water
Secluded Hide A Way
19. Secluded Hide A Way
99%
(56)
32mi from Winchester Center · 1 site · Tent, RV
We are located in the heart of the Hudson Valley, close to the Village of
Rhinebeck and the Hudson River.
There are many things to do within a half an hour of the campsite.
Learn more about this land:
A very spacious semi-wooded site that is in the shape of a triangle. The dimensions are approximately 100' by 100' by 50'. Perfect for the large group camp out or the family site. The Lean-to is approximately 10'x9', large enough for a small tent or keep the picnic table in there for bad weather.
Large or multiple tents no problem, put your tents in the wooded area where there is room for multiple tents. There is a fire pit area, picnic table, 4 outdoor chairs and corn hole that all are included with the site. A seasonal stream runs along the campsite giving you a nice bubbling brook sound. Plenty of privacy with screens around the site.
Within 15-20 minutes of our site is just about anything you could desire. Local restaurants, hiking, fishing, shopping, drive in movie and much much more. Rainy days no problem explore one of our nations pieces of history, Vanderbilt mansion, Theodore Roosevelt home, Montgomery Place Mansion, Poets walk, Ferncliff forest, or Art Omi.
If you would like to look at some places close by, we have a google doc it is
bit.ly/ 2KvA05U [just without the space between them]
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Potable water
Jen’s place
20. Jen’s place
95%
(11)
33mi from Winchester Center · 2 sites
Jen’s place is .3 miles off the Taconic State Parkway (TSP). I offer 2 beautiful and peaceful tent sites with no light pollution. Each site has its own picnic table, and fire pit with 2 chairs. Firewood is available to purchase from nearby pizzeria and/or gas station . A clean and serviced port-a-potty is provided. There is no water at this time. Electricity is available, but not convenient to sites. The property has tall beautiful pines creating a natural canopy, and tent platforms . The area generally has a great breeze, bordered with a seasonal stream and ravine for added seclusion. Deer, squirrels, and turkeys are always near. Bear, coyotes and fox are also native to the area.
No smoking is requested due to fire risk.
Close to Hudson, the Berkshires, the Catskills, Olana, Copake Lake, and Lake Taghkanic State Park.
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Picnic table
Recent reviews from the Hipcamp community
Kate
2 weeks ago
With kids
We had a wonderful time at Moon in the Pond Farm. Dom was so wonderful and helpful. The farm was beautiful and serene. We all loved waking up to see farm animals and have a rare opportunity to interact with them. But the icing on the cake was Chip the dog. He was hands down the coolest dog ever. We will definitely come back!
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Corinna
2 weeks ago
Timothy M.
2 weeks ago
Tent
Such a beautiful property! The sites are very clean, peaceful (be aware of the occasional train passing by) and you get excellent views of the hill over the pasture. A great spot tucked away in Mass!
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Paul
2 weeks ago
16 ft car
What a big, beautiful space to relax and enjoy. The weather was rough, but I still enjoyed myself with the numerous fire pits and seating to relax and unwind. There were goats, chickens, and ducks, and they were nice to hang out with. It was a wonderful time, and I'll definitely be back.
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Barbosa
3 weeks ago
20 ft travel trailer
Very nice people, will stay here again enjoy my stay! very helpful hostess ,will recommend to stay here the hospitality is a 110 % !Very nice place very clean and the view is beautiful peaceful !
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Matt
3 weeks ago
Tent
I really enjoyed this Hipcamp. It was very quiet and peaceful. The Connecticut countryside is beautiful. The goats were very sweet and I enjoyed petting them. The chickens and ducks were nice as well. This campsite was far enough from the main house to give it a private feel. The parking spot for this site was close. I went kayaking nearby twice from two separate launch sites. The campsite has a nice picnic table, a fire pit and firewood for purchase if you don't bring any. I brought my own Luggable Loo for a toilet. Overall, I recommend this Hipcamp. I'd definitely consider coming back in the future. I used this trip as an opportunity to try a new Zonkoo inflatable tent. It definitely go tested with an overnight thunderstorm with sideways rain. Enjoyed a beautiful sunset and sunrise from the property.
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Timothy
3 weeks ago
Tent
An amazing campsite with fantastic accomodations. Everything you would want in a remote campsite. Ample firewood, water, and very level ground for the tent.
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Corey
3 weeks ago
Tent
With pets
Very friendly and hospitable hosts. Excellent campground, and very close to outdoor activities.
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Dennis
3 weeks ago
21 ft campervan
Great Hipcamp site! Good location for exploring Hartford and Mystic. Quiet site. Slight hill to drive down to get to site. Would definitely stay again.
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Angelica
3 weeks ago
3 nights at Moon In The Pond Farm
Dom is warm, knowledgeable and his property was not only beautiful, but restorative. Thanks, Dom!!
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Karen
3 weeks ago
Tent
As a mom with a five year old daughter we had such a great time! My daughter absolutely loved the goats and chickens, and the view from our camp site was amazing (perfect for stargazing) . It was a special experience for the both of us, and would love to come back soon.
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Abigail
3 weeks ago
Tent
Loved camping at Turtle Bend Farm! We had a wonderful time!
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John
3 weeks ago
Tent
Great hosts and nice site. Nature is the only thing visible, but you’re still not too far from the parking spot or the road if you need something from the car. Would recommend!
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Kiki
3 weeks ago
Tent
With pets
I stayed one night on Jessica’s property and she was exceptionally kind and helpful. I ended up getting in very late and she went above and beyond to communicate with me and try to accommodate my schedule despite it not being her fault that my time was cut short. It was also the first day that she opened her cute little food stand and I bought some truly delicious homemade chocolate chip cookies that weee gooey and salty and perfect and some fresh duck eggs :). Property was lovely and quiet and as described! Would love to come back.
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molly
3 weeks ago
Tent
Tent camping was peaceful, and the site was very flat and comfy!
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jennifer
April 2026
16 ft car
The edible forest and farm animals were great!! Amy gave me some farm fresh eggs to try…..mmm delicious!!! I just wish the nuts and berries were in season! I will Definitely have to come again!!
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Clementine
April 2026
Tent
Margaret’s land is beautiful! Flat spot for tent. Table for food set up and great fire pit. Felt secluded. Thanks for the spot!
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Gary
April 2026
12 ft truck camper
Nice site and easy to access. Very quiet in spite of the train that passes through the night.
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Dan
March 2026
Tent
Addison is a great host as always. A wonderful place to stay that I have been to several times and will continue to visit.
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Jan
March 2026
15 ft truck camper
With kids
Lovely spot for camping with nice forest and up on top. We enjoyed
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