The Best Hotels Closest to Bearsville Theater in Woodstock - 2026 Updated Prices

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Our top choices for Bearsville Theater hotels

A living room with a fireplace, green sofa, and a leopard print armchair.

A white house with a green door, black trim, and a porch with a lantern.

A modern bedroom with a large bed, a bedside table with a lamp, a view of greenery outside, and a checkered rug.

A hallway with a patterned floor, a potted plant, a chandelier, and a door with a decorative mirror.

1. Twin Gables of Woodstock

1.7 mi from Bearsville Theater

Coleen

£176

includes taxes & fees

14 Sept - 15 Sept

A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.

A wooden sign with the text "Mitchell Manor" hanging from a building.

A modern bedroom with a bed, a small desk, and a kitchenette area.

A two-story house with a porch, a sign for 'The Herwood Inn', and a well-maintained lawn.

2. The Herwood Inn

1.3 mi from Bearsville Theater

John

£189

includes taxes & fees

16 Sept - 17 Sept

A wooden cabin with large windows overlooking a forested area with a waterfall.

A modern living room with a grey sofa, a small round table, and a hanging light fixture.

A modern bedroom with a wooden bed, a desk, and large windows.

A two-story wooden house with a stone retaining wall, a stone pathway, and a small garden with various plants.

3. Woodstock Way Hotel

1.7 mi from Bearsville Theater

Jennifer

£277

includes taxes & fees

7 Sept - 8 Sept

A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.

A picnic setup with a table, food, drinks, and binoculars by a stream.

A spacious living room with a fireplace, two sofas, a coffee table, and a TV mounted above the fireplace.

A cozy living room with a fireplace, comfortable seating, and a dining area with a table set for four.

4. The Woodstock Inn on the Millstream

1.8 mi from Bearsville Theater

Robert

£189

includes taxes & fees

23 Aug - 24 Aug

A serene garden with a stone pathway, a small bridge, and a bench.

A dining area with a wooden table, chairs, a chandelier, and a view of the outdoors through large windows.

A room with a large tapestry, two wicker chairs, a small table, and a globe lamp.

A hallway with a framed portrait on the wall, a door to the right, and a window on the left.

5. Morning Glory B n B Woodstock NY

1.4 mi from Bearsville Theater

Alonso

£172

includes taxes & fees

6 Sept - 7 Sept

A cozy room with wooden walls, a dining table with chairs, a fireplace, and a staircase.

A wooden deck with two Adirondack chairs and a red-framed window.

A rustic interior with wooden walls, a dining table with a bench, a sofa, and a hanging light fixture.

A cabin with a red roof, surrounded by a gravel path and rocks, with dense forest in the background.

6. The Leeway

6.3 mi from Bearsville Theater

Shih-Chun

£192

includes taxes & fees

9 Sept - 10 Sept

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

7. Hotel Mountain Brook

10.9 mi from Bearsville Theater

Qiang

£139

includes taxes & fees

8 Sept - 9 Sept

A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

A corridor with white walls, wooden slats, and a concrete floor.

A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

A pool area with a wooden deck, benches, and umbrellas.

8. The Graham & Co.

9 mi from Bearsville Theater

Laura

£133

includes taxes & fees

8 Sept - 9 Sept

A buffet with labeled food stations including omelets and cheese.

A hotel room with two beds, a desk, and a large window.

An outdoor patio with round tables and chairs, string lights, and a glass partition.

A hotel with a modern facade, a covered entrance, and a landscaped area with potted plants.

9. Holiday Inn Express & Suites Kingston-Ulster by IHG

9.3 mi from Bearsville Theater

Mark

£104

includes taxes & fees

20 Sept - 21 Sept

A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

A historic hotel with a prominent tower and a brick facade.

A bar with a patterned floor, bar stools, and a bar counter with taps.

10. Diamond Mills Resort

10.7 mi from Bearsville Theater

steven

£237

includes taxes & fees

23 Aug - 24 Aug

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A bedroom with a large window offering a view of a forested mountain.

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

11. Hunter Lodge, a Bluebird by Lark

11.4 mi from Bearsville Theater

Roy

£106

includes taxes & fees

10 Sept - 11 Sept

A spacious lobby with a fireplace, comfortable seating, and large windows.

An indoor swimming pool with lounge chairs and a view of the outside.

A multi-story hotel with a well-lit entrance, a flag, and a sign indicating it is a Marriott Residence Inn.

A breakfast buffet setup with a variety of food items, including bread, cereal, and fruits, in a modern hotel dining area with striped chairs and a large window.

12. Residence Inn by Marriott Kingston

10 mi from Bearsville Theater

Ali

£111

includes taxes & fees

23 Aug - 24 Aug

A dining area with a stone fireplace, wooden beams, and large windows.

A hammock between trees, a red cabin, and a blue chair in a wooded area.

A spacious living room with a stone fireplace, wooden beams, and large windows.

13. Phoenicia Lodge

9.4 mi from Bearsville Theater

Kathy

£142

includes taxes & fees

23 Aug - 24 Aug

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.

A well-maintained garden with a red bridge, a welcome sign, and a building with a gabled roof.

A couple standing on a wooden deck overlooking a landscaped garden with a river view.

14. Emerson Resort & Spa

7 mi from Bearsville Theater

Ashley

£177

includes taxes & fees

26 Aug - 27 Aug

A multi-story building with outdoor seating and a stone-paved patio.

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

15. Kaatskill Mountain Club & Condos by Vail Resorts

11.8 mi from Bearsville Theater

jason

£156

includes taxes & fees

31 Aug - 1 Sept

An outdoor patio with a fire pit, seating, and a building in the background.

A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

A modern cafe with a wooden counter, bar stools, and a menu board above the counter.

16. Courtyard by Marriott Kingston

9.9 mi from Bearsville Theater

Thuy

£97

includes taxes & fees

23 Aug - 24 Aug

A wooden cabin with a circular window overlooking a lake and grassy area.

A restaurant with round tables, potted plants, and a glass of wine on a table.

An arched stone structure with windows, surrounded by trees and a clear sky.

17. Hutton Brickyards Riverfront Hotel + Venue

12 mi from Bearsville Theater

Kimberly

£234

includes taxes & fees

26 Aug - 27 Aug

A modern two-story house with a dark exterior, a front porch, and a small outdoor seating area.

A modern bathroom with a marble floor, a large mirror, and a towel rack.

A room with a wooden desk, a chair, a coffee maker, a framed picture, a vase with flowers, and a bed.

A modern building with a large driveway, a covered outdoor seating area, and a large tree in the background.

18. Overlook Hotel

10.5 mi from Bearsville Theater

John

£144

includes taxes & fees

24 Aug - 25 Aug

A restaurant with orange seating, white tablecloths, and potted plants.

A room with a red accent wall, a large potted plant, and a small stool.

A living room with a red patterned rug, a blue armchair, a yellow sofa, and a black coffee table.

A cozy living room with a wood-burning stove, wicker furniture, and a bookshelf.

19. Hotel Kinsley

10 mi from Bearsville Theater

Christy

£242

includes taxes & fees

23 Aug - 24 Aug

A room with two beds, wooden headboards, a red accent wall, and wooden flooring.

A large tree in a grassy area with a small white building in the background.

A bathroom with three sinks, a trash can, and a chair.

A hallway with a wooden door leading to a bathroom, a blue couch with a cushion, and a kitchen area with cabinets and a sink.

20. SunView Motel

10.9 mi from Bearsville Theater

Arnold

£105

includes taxes & fees

1 Sept - 2 Sept

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Compare popular hotels close to Bearsville Theater

Property	Property class	Guest rating
Twin Gables of Woodstock	9.8 Exceptional 221 reviews	View
The Herwood Inn	9.6 Exceptional 132 reviews	View
Woodstock Way Hotel	9.6 Exceptional 304 reviews	View
The Woodstock Inn on the Millstream	9.0 Wonderful 220 reviews	View
Morning Glory B n B Woodstock NY	8.4 Very good 167 reviews	View

Top Bearsville Theater Hotel Reviews

Woodstock Way Hotel

10/10 Excellent

"My second stay here at I’d go back a dozen times! One of my new favorite properties anywhere. Unique. Whimsical. Rustic and modern at the same time, and the best amenities ever."

Morning Glory B n B Woodstock NY

8/10 Good

"Unique and cozy place. Excellent breakfast"

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10/10 Excellent

"I absolutely loved my stay at Junebug Cottage. It's immaculate and so well designed. I went for a solo writing retreat and it was a perfect setup: the kitchenette was the exact right size and I had multiple writing stations. The outdoor space is also beautiful. Would absolutely recommend (and stay again!)!"

Twin Gables of Woodstock

10/10 Excellent

"Our stay at Twin Gables was lovely, right in the heart of Woodstock on Tinker St. We booked for a concert that was cancelled and decided to just make a getaway day of it. Immaculate room (#1 on main floor), very quiet. Good bed, a little firm than we're used to but comfy. Nice big bathroom, spacious shower. Little extras like aromatherapy tabs made a difference. Real old-school hospitality that began with Mgr Lee Ann greeting us at the door. She agreed that Colony was a good music alternative to our cancellation and it was great. We dined at Pearl Moon, very good and walkable. Pretty much everything is walkable from Twin Gables. In the morning we sat in the vintage-style kitchen and Lee Ann served us a nice breakfast (yogurt, fruit, coffee, baked goods). Would definitely return."

The Woodstock Inn on the Millstream

10/10 Excellent

"Staff is so friendly. Gorgeous views on the property. So close to town just a 6 min walk to shopping and restaurants. Highly recommend!"

COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!

10/10 Excellent

"Love staying at this home (second time staying here)! The house is cozy, clean and comfortable and the property and landscaping is beautifully kept. Robyn, the host, is super responsive and helpful - a pleasure to deal with."

Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

10/10 Excellent

"We had a lovely week. Each morning families of deer visited and ate breakfast. The pool and hot tub were great for our family of 4. House was well stocked with books and games. The proximity to town center was superb!"

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10/10 Excellent

"Beautiful and quiet surroundings, very responsive host."

Cozy 2 bedroom cottage in Woodstock heated pool, mountain views,bbq,swim, hike

10/10 Excellent

"Perfect weekend getaway from our typical busy, noisy lives. Property is located on a quiet road, but close to everything. Cottage is very roomy & has everything you need. There’s a pool on site which was a bonus being that the weather was so hot. We met the owner who is very accommodating. He & his wife live on site, but give you complete privacy. We will definitely be going back again!! A++"

Other attractions near Bearsville Theater

Woodstock Music Shop

9.6/10 (18 reviews)

You can search for that perfect souvenir at Woodstock Music Shop during your visit to Woodstock. Discover the mountain views while you're in the area.

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Tinker Street Tavern

Tinker Street Tavern is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forests or experience its art scene.

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Byrdcliffe Barn

Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forests or experience its art scene.

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The Comeau Property

Explore the great outdoors at The Comeau Property, a lovely green space in Woodstock. Amble around this relaxing area's forests or experience its art scene.

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Woodstock Public Library

8.8/10 (25 reviews)

Woodstock Public Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.

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SweetHeart Gallery

9.4/10 (3 reviews)

You can spend an afternoon studying the exhibits at SweetHeart Gallery in Woodstock. Discover the mountain views while you're in the area.

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Woodstock Artists Association and Museum

You can spend time exploring the galleries in Woodstock Artists Association and Museum in Woodstock. Amble around this relaxing area's forests or experience its art scene.

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Colony

You can get tickets for a performance at Colony on your trip to Woodstock. Amble around this relaxing area's forests or experience its art scene.

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Frequently asked questions

What's the area like around Bearsville Theater?

Bearsville Theater is located in Woodstock. Travellers like the surrounding area for its art scene. If you're looking for a convenient place to stay, take a look at the 18 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay near Bearsville Theater?

The Herwood Inn is one of the top choices for your stay based on our traveller data, and this guest house offers free parking and in-room kitchenettes. It's located 1.3 mi (2.2 km) from Bearsville Theater. Other good options within 5 miles include Woodstock Way Hotel and Morning Glory B n B Woodstock NY.

How many hotels can I expect to find near Bearsville Theater?

Expedia has 18 hotels and other accommodation options within a mile from Bearsville Theater.

If I need to cancel the hotel reservation for my stay near Bearsville Theater, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Add your dates and click on "Search", then use the "fully refundable" filter to view top deals close to Bearsville Theater.

What can I see and do near Bearsville Theater?

You can enjoy live performances at Colony and Levon Helm Studios. Consider spending a leisurely afternoon outside at Woodstock Dog Park, The Comeau Property or Thorn Preserve - Catskill Center. Attractions like SweetHeart Gallery and James Cox Gallery highlight the local culture.

Search Hotels Near Bearsville Theater, Woodstock

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Bearsville Theater hotels

1. Twin Gables of Woodstock

2. The Herwood Inn

3. Woodstock Way Hotel

4. The Woodstock Inn on the Millstream

5. Morning Glory B n B Woodstock NY

6. The Leeway

7. Hotel Mountain Brook

8. The Graham & Co.

9. Holiday Inn Express & Suites Kingston-Ulster by IHG

10. Diamond Mills Resort

11. Hunter Lodge, a Bluebird by Lark

12. Residence Inn by Marriott Kingston

13. Phoenicia Lodge

14. Emerson Resort & Spa

15. Kaatskill Mountain Club & Condos by Vail Resorts

16. Courtyard by Marriott Kingston

17. Hutton Brickyards Riverfront Hotel + Venue

18. Overlook Hotel

19. Hotel Kinsley

20. SunView Motel

Compare popular hotels close to Bearsville Theater

Top Bearsville Theater Hotel Reviews

Woodstock Way Hotel

Morning Glory B n B Woodstock NY

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

Twin Gables of Woodstock

The Woodstock Inn on the Millstream

COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!

Family-Friendly Retreat Close to Town w/ Heated Pool & Hot Tub on 3 Acres

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Cozy 2 bedroom cottage in Woodstock heated pool, mountain views,bbq,swim, hike

Other attractions near Bearsville Theater

Woodstock Music Shop

Tinker Street Tavern

Byrdcliffe Barn

The Comeau Property

Woodstock Public Library

SweetHeart Gallery

Woodstock Artists Association and Museum

Colony

Frequently asked questions