The best private sites RV camping near Woodstock

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Although the world-rocking festival that took the town's name actually happened about an hour away in Bethel, the mountain town of Woodstock, New York has its own bohemian, counter-cultural spirit. Creativity and tolerance still thrive in this leafy, free-spirited town, which visitors can get a taste of by exploring its art galleries, music venues, and shops. Plus, with the Catskill Mountains on its doorstep, Woodstock offers plenty of adventures. Those wishing to set up camp nearby will find lots of options.

98% (164)

Top-rated campgrounds

Upper Shire Campsites Hudson Valley

1. Upper Shire Campsites Hudson Valley

100%
(238)
34mi from Woodstock · 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
Sacred Hollow in Heart of Hudson

2. Sacred Hollow in Heart of Hudson

91%
(22)
7.3mi from Woodstock · 4 sites · Tents, RVs, Lodging · Hurley, NY
the locals know our street because of the indigenous people and early Dutch settlers mixing with the slaves. Much history here, with the small town of stone houses, making Hurley a national historic destination. This serene is secluded on a mountain surrounded by trees with seasonal views. The campsite is neighboring 105 acres of beautiful conservatory land available for hiking. No true trails are available, but you can be adventurous and hike further up the mountain, arriving to a clearing, providing you with a lovely mountainous view. From the mountain, you can hike to a waterfall or even hike across a lovely plain field surrounded by mountain ranges on both sides and crossing the creek over to Historic Stone houses in Hurley. Within a 10 minute drive check out some of the local restaurants like Alebrijes, Hickory BBQ & Smokehouse, and the Hurley Inn where the movie “Tootsie” was filmed!. Hurley Marbletown Trailhead and Rail trail parking are only a 6 minute drive away! The town of Kingston is about 15 minutes from our site where you will find Bluestone Wild Forest, antique shops, restaurants, other outdoor activities! The nights are just spectacular as you look into the sky surrounded by a blanket of stars, able to see the many constellations looking like jewels on a black cloth. The sounds of nature and all of it's distinct calls including that of eagles, is truly an experience. And we cannot forget our other friendly neighbors, the wild turkeys and deer! We are very appreciative of this beauty and would love to share this sacred place with you. Learn more about this land: Feels like you’re away from civilization but yet close to all the Hudson valley has to offer. 15-20min from Woodstock, rosendale, stone ridge, Rhinebeck, red hook, New Paltz and Mohawnk short 30 min drive. The glampsite is a yurt with a fire pit and a full modern bathroom just a short walk away. For a small fee, you can also rent our bikes for riding the nearby rail trail or just visit the waterfall 2 miles away. Wood available for purchase. THE HOT TUB IS PART OF A MINI-SPA PACKAGE AAND IS AVAILABLE FOR AN ADDITIONAL FEE. Not only will You be relaxing, but also connecting with the cosmos through a 1 hr transformative healing session offered by the host for an extra fee.
Pets
Potable water
Toilets
from 
$54
 / night
Historic Riverside Farm

4. Historic Riverside Farm

100%
(455)
33mi from Woodstock · 7 sites · Tents, RVs · Walden, NY
This amazing 50 acre farm is on the State and National Historic Register. Once part of the Milton Bodine land tract, this property has been privately owned for 4 generations. Come explore all Riverside Farm has to offer. **BEST IN NEW YORK 2022 and 2023** Voted Hipcamp #1 place to visit for 2022 *Riverside Farm was granted one of the States first Conditional Adult Use Cannabis Cultivation Licenses and has since formed FlowerHouse NY. The cultivation of New York's first licensed cannabis crops and products are happening offsite, at another location. However Riverside Farm is still an active and working Farm* Follow along @FlowerHouse_ny and @Waldenriversidefarminc This picturesque family farm is conveniently located just 80 miles from both Manhattan and Albany. Riverside Farm offers 1600 feet of direct river access, ponds, rolling meadows and woodlands. You’ll have 50 acres of freedom to enjoy at your leisure. There are convenient walking paths cut throughout the property to help guide you. The farm is yours to explore, check out the beautiful, historical barns, old school hand water pumps, the old-world windmill and other hidden treasures. All the campsites have plenty of space between each other (roughly 300 ft), and they all have their own access points to the river. We are approximately 1.5 miles from Angry Orchard Cider House. The new City Winery in Montgomery is minutes away. We are located right in the middle of the Shawangunk Wine Trail and have dozens of wineries and craft breweries within 20 miles of the farm. World class hiking trails and breathtaking views await at Minnewaska State Park and Mohonk Mountain House, both just 15 miles away. The Bashakill Preserve is home to some of the best bird watching in the Northeast and is 5 miles away. The walkway over the Hudson and fine dining options at Newburgh's waterfront are also within a short 20 minute drive. The Shawangunk, Wallkill and Hudson Valley rail trails are easily accessible for those wanting to bike or jog. Whether you're looking for a home base to explore the wonderful Hudson Valley and its attractions or looking to get completely lost in nature's peacefulness and beauty, Riverside Farm is the spot. Cancellations- If you cancel at least 1 week before your check in day and time, you’ll receive a full refund (minus Hipcamp fees). If you cancel within the 1 week before check in, there will be no refund. **unless WE reached out to you about concerning weather conditions!
Pets
Potable water
Toilets
from 
$54
 / night
Brook Hollow Homestead

5. Brook Hollow Homestead

100%
(11)
48mi from Woodstock · 8 sites · Tents, RVs, Lodging · East Meredith, NY
The fall, cool crisp days and changing leaves are just a few short weeks away. NOW is the time to book your experience with us. Enjoy rustic camping on our 115 acres of upstate NY forest. We are just a short drive to Cooperstown, the Baseball Hall of Fame and the summer baseball camps as well as the other museums that it has to offer. Howe Caverns in Cobleskill is also about 30 minutes away as well. The property consists of a mixture of upland hardwoods (mainly Oak, Maple and Cherry) with scattered stands of Red Pine, White Spruce, Hemlock and two open fields/pastures. There are also the occasional conifers scattered about just to keep things interesting. The majority of the property is gently sloping from the South up towards the North. The is also a nice ridge on the NE corner of the property to aid in topographic diversity. One of the fields is a seven acre hay field and the other is a five acre food plot planted in clover, chicory and other grasses. This field has also been recently planted with Apples, Pear, American Plum, Red Osier Dogwood, Persimmon, Red Mulberry, Chinese Chestnut, and Hazelnuts. These are all young at this time but will start to provide diversity and wildlife interest in the coming years. Wildlife abounds here at the homestead. Whitetail Deer and Eastern Wild Turkey are very common to see. We also have a variety of small animals as well such as Red and Grey Squirrels, Raccoons, Porcupine, Opossum, Fisher etc. For the birders, we have Barred and Great Horned Owls and Red Tailed Hawks. It is also not uncommon to see Bald Eagles soaring over the fields looking for their next meal. All of the property is easily accessible via our extensive trail system. There is also another 187 acres that borders our land that also has trails that would allow hiking. We have detailed maps so that getting lost would be the least of your worries. Attractions Near Us: Hanford Mills Museum - 3 Minutes SUNY Oneonta, Hartwick College, & SUNY Delhi - 20 Minutes Cooperstown (Baseball Hall of Fame & Museums) - 40 Minutes SUNY Cobleskill - 44 Minutes Howe Caverns - 50 Minutes
Pets
Potable water
Toilets
from 
$24
 / night
path to the back fields

6. Moon In The Pond Farm

94%
(244)
37mi from Woodstock · 5 sites · Tents, RVs, Lodging · Sheffield, MA
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.
Pets
Potable water
Toilets
from 
$43
 / night
Balsam Gleann Meadows

7. Balsam Gleann Meadows

97%
(36)
18mi from Woodstock · 3 sites · Tents, RVs · Big Indian, NY
Come enjoy over 5 generations of our families property stewardship, on 370 acres of forested uplands with 30 acres of lowland meadows. We have two Rustic camp areas and a third area offering a pitched Glamping Tent with accommodations. Please bring your own bedding, towels, etc. We have firewood available for $1 per piece and a cash or check honor box if you use more wood than you paid for while booking. There is no cell service on or close to the property, so save or print your maps before you leave and follow the white oval signs to the campsite. 1.1 miles of upper Esopus Creek awaits visitors for fishing native Brook Trout, hiking, swimming, and sunbathing. We have two clean pit toilets, a spring-fed gravity water system, three wash stations, and two showers. A wash station is available at the showers, the kitchen, and the toilets. A large kitchen area with a 16-foot-long counter and a picnic table is also available by the communal fire pits. Please note, quiet hours are from 11 PM to 7 AM. Strictly enforced. No exceptions. Delight in your visit to Balsam Gleann Meadows!
Pets
Potable water
Toilets
from 
$75
 / night

Although the world-rocking festival that took the town's name actually happened about an hour away in Bethel, the mountain town of Woodstock, New York has its own bohemian, counter-cultural spirit. Creativity and tolerance still thrive in this leafy, free-spirited town, which visitors can get a taste of by exploring its art galleries, music venues, and shops. Plus, with the Catskill Mountains on its doorstep, Woodstock offers plenty of adventures. Those wishing to set up camp nearby will find lots of options.

98% (164)

Top-rated campgrounds

Upper Shire Campsites Hudson Valley

1. Upper Shire Campsites Hudson Valley

100%
(238)
34mi from Woodstock · 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
Sacred Hollow in Heart of Hudson

2. Sacred Hollow in Heart of Hudson

91%
(22)
7.3mi from Woodstock · 4 sites · Tents, RVs, Lodging · Hurley, NY
the locals know our street because of the indigenous people and early Dutch settlers mixing with the slaves. Much history here, with the small town of stone houses, making Hurley a national historic destination. This serene is secluded on a mountain surrounded by trees with seasonal views. The campsite is neighboring 105 acres of beautiful conservatory land available for hiking. No true trails are available, but you can be adventurous and hike further up the mountain, arriving to a clearing, providing you with a lovely mountainous view. From the mountain, you can hike to a waterfall or even hike across a lovely plain field surrounded by mountain ranges on both sides and crossing the creek over to Historic Stone houses in Hurley. Within a 10 minute drive check out some of the local restaurants like Alebrijes, Hickory BBQ & Smokehouse, and the Hurley Inn where the movie “Tootsie” was filmed!. Hurley Marbletown Trailhead and Rail trail parking are only a 6 minute drive away! The town of Kingston is about 15 minutes from our site where you will find Bluestone Wild Forest, antique shops, restaurants, other outdoor activities! The nights are just spectacular as you look into the sky surrounded by a blanket of stars, able to see the many constellations looking like jewels on a black cloth. The sounds of nature and all of it's distinct calls including that of eagles, is truly an experience. And we cannot forget our other friendly neighbors, the wild turkeys and deer! We are very appreciative of this beauty and would love to share this sacred place with you. Learn more about this land: Feels like you’re away from civilization but yet close to all the Hudson valley has to offer. 15-20min from Woodstock, rosendale, stone ridge, Rhinebeck, red hook, New Paltz and Mohawnk short 30 min drive. The glampsite is a yurt with a fire pit and a full modern bathroom just a short walk away. For a small fee, you can also rent our bikes for riding the nearby rail trail or just visit the waterfall 2 miles away. Wood available for purchase. THE HOT TUB IS PART OF A MINI-SPA PACKAGE AAND IS AVAILABLE FOR AN ADDITIONAL FEE. Not only will You be relaxing, but also connecting with the cosmos through a 1 hr transformative healing session offered by the host for an extra fee.
Pets
Potable water
Toilets
from 
$54
 / night
Historic Riverside Farm

4. Historic Riverside Farm

100%
(455)
33mi from Woodstock · 7 sites · Tents, RVs · Walden, NY
This amazing 50 acre farm is on the State and National Historic Register. Once part of the Milton Bodine land tract, this property has been privately owned for 4 generations. Come explore all Riverside Farm has to offer. **BEST IN NEW YORK 2022 and 2023** Voted Hipcamp #1 place to visit for 2022 *Riverside Farm was granted one of the States first Conditional Adult Use Cannabis Cultivation Licenses and has since formed FlowerHouse NY. The cultivation of New York's first licensed cannabis crops and products are happening offsite, at another location. However Riverside Farm is still an active and working Farm* Follow along @FlowerHouse_ny and @Waldenriversidefarminc This picturesque family farm is conveniently located just 80 miles from both Manhattan and Albany. Riverside Farm offers 1600 feet of direct river access, ponds, rolling meadows and woodlands. You’ll have 50 acres of freedom to enjoy at your leisure. There are convenient walking paths cut throughout the property to help guide you. The farm is yours to explore, check out the beautiful, historical barns, old school hand water pumps, the old-world windmill and other hidden treasures. All the campsites have plenty of space between each other (roughly 300 ft), and they all have their own access points to the river. We are approximately 1.5 miles from Angry Orchard Cider House. The new City Winery in Montgomery is minutes away. We are located right in the middle of the Shawangunk Wine Trail and have dozens of wineries and craft breweries within 20 miles of the farm. World class hiking trails and breathtaking views await at Minnewaska State Park and Mohonk Mountain House, both just 15 miles away. The Bashakill Preserve is home to some of the best bird watching in the Northeast and is 5 miles away. The walkway over the Hudson and fine dining options at Newburgh's waterfront are also within a short 20 minute drive. The Shawangunk, Wallkill and Hudson Valley rail trails are easily accessible for those wanting to bike or jog. Whether you're looking for a home base to explore the wonderful Hudson Valley and its attractions or looking to get completely lost in nature's peacefulness and beauty, Riverside Farm is the spot. Cancellations- If you cancel at least 1 week before your check in day and time, you’ll receive a full refund (minus Hipcamp fees). If you cancel within the 1 week before check in, there will be no refund. **unless WE reached out to you about concerning weather conditions!
Pets
Potable water
Toilets
from 
$54
 / night
Brook Hollow Homestead

5. Brook Hollow Homestead

100%
(11)
48mi from Woodstock · 8 sites · Tents, RVs, Lodging · East Meredith, NY
The fall, cool crisp days and changing leaves are just a few short weeks away. NOW is the time to book your experience with us. Enjoy rustic camping on our 115 acres of upstate NY forest. We are just a short drive to Cooperstown, the Baseball Hall of Fame and the summer baseball camps as well as the other museums that it has to offer. Howe Caverns in Cobleskill is also about 30 minutes away as well. The property consists of a mixture of upland hardwoods (mainly Oak, Maple and Cherry) with scattered stands of Red Pine, White Spruce, Hemlock and two open fields/pastures. There are also the occasional conifers scattered about just to keep things interesting. The majority of the property is gently sloping from the South up towards the North. The is also a nice ridge on the NE corner of the property to aid in topographic diversity. One of the fields is a seven acre hay field and the other is a five acre food plot planted in clover, chicory and other grasses. This field has also been recently planted with Apples, Pear, American Plum, Red Osier Dogwood, Persimmon, Red Mulberry, Chinese Chestnut, and Hazelnuts. These are all young at this time but will start to provide diversity and wildlife interest in the coming years. Wildlife abounds here at the homestead. Whitetail Deer and Eastern Wild Turkey are very common to see. We also have a variety of small animals as well such as Red and Grey Squirrels, Raccoons, Porcupine, Opossum, Fisher etc. For the birders, we have Barred and Great Horned Owls and Red Tailed Hawks. It is also not uncommon to see Bald Eagles soaring over the fields looking for their next meal. All of the property is easily accessible via our extensive trail system. There is also another 187 acres that borders our land that also has trails that would allow hiking. We have detailed maps so that getting lost would be the least of your worries. Attractions Near Us: Hanford Mills Museum - 3 Minutes SUNY Oneonta, Hartwick College, & SUNY Delhi - 20 Minutes Cooperstown (Baseball Hall of Fame & Museums) - 40 Minutes SUNY Cobleskill - 44 Minutes Howe Caverns - 50 Minutes
Pets
Potable water
Toilets
from 
$24
 / night
path to the back fields

6. Moon In The Pond Farm

94%
(244)
37mi from Woodstock · 5 sites · Tents, RVs, Lodging · Sheffield, MA
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.
Pets
Potable water
Toilets
from 
$43
 / night
Balsam Gleann Meadows

7. Balsam Gleann Meadows

97%
(36)
18mi from Woodstock · 3 sites · Tents, RVs · Big Indian, NY
Come enjoy over 5 generations of our families property stewardship, on 370 acres of forested uplands with 30 acres of lowland meadows. We have two Rustic camp areas and a third area offering a pitched Glamping Tent with accommodations. Please bring your own bedding, towels, etc. We have firewood available for $1 per piece and a cash or check honor box if you use more wood than you paid for while booking. There is no cell service on or close to the property, so save or print your maps before you leave and follow the white oval signs to the campsite. 1.1 miles of upper Esopus Creek awaits visitors for fishing native Brook Trout, hiking, swimming, and sunbathing. We have two clean pit toilets, a spring-fed gravity water system, three wash stations, and two showers. A wash station is available at the showers, the kitchen, and the toilets. A large kitchen area with a 16-foot-long counter and a picnic table is also available by the communal fire pits. Please note, quiet hours are from 11 PM to 7 AM. Strictly enforced. No exceptions. Delight in your visit to Balsam Gleann Meadows!
Pets
Potable water
Toilets
from 
$75
 / night

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Happy farmer sitting in a truck in a grassy field
Happy farmer sitting in a truck in a grassy field

The best private sites RV camping near Woodstock guide

Where to go

North of Town

The trailhead for Overlook Mountain begins around 10 minutes from Woodstock. The moderate loop takes about three hours and leads to several overlooks, including a fire tower with 360-degree views and a ruined 1930s hotel, which offer sweeping views of the Hudson Valley and Catskills.

South of Town

A 10-minute drive south of Woodstock, a gentle stroll along the Ashokan Reservoir’s two-mile-long, paved walkway offers stellar views of the Catskill Mountains and the chance to spot bald eagles and deer.

Sloan Gorge 

Ten minutes northeast, Sloan Gorge Preserve offers an interpretive geology trail that leads past various Ice Age geologies, as well as creeks, quarries, and cliffs.

Haines Falls

A 30-minute drive north of Woodstock, Haines Falls is gateway to several sites of natural beauty, including the very popular, 231-foot Kaaterskill Falls, the state’s highest waterfall. The small hamlet itself is a pleasant place to visit for its handful of restaurants and antique stores, and just to the north, the Catskill Forest Preserve’s North-South Lake Campground offers access to hiking trails and swimming beaches.

When to go

With its promise of long, sunny days ideal for enjoying the trails, waterfalls, and great outdoors, summer is by far the most popular time of year to visit Woodstock and the surrounding area. However, the season can bring crowds and booked-up campsites, so try to make reservations far in advance. September and October can also get busy with visitors arriving to see fall foliage. Winters are relatively crowd-free and offer skiing and snowshoeing.