The Best Hotels Closest to Woodstock Playhouse in Woodstock - 2026 Updated Prices

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Our top choices for Woodstock Playhouse hotels

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

A wooden deck with outdoor seating and a house in the background.

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

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

1. Twin Gables of Woodstock

0.8 km from Woodstock Playhouse

Coleen

5.197.084 ₫

6.236.501 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.

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

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

2. Woodstock Way Hotel

0.8 km from Woodstock Playhouse

Jennifer

7.875.541 ₫

9.839.131 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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

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

A modern kitchen with a wooden island, black cabinets, and a built-in refrigerator. There are hanging plants, a coffee machine, and shelves with dishes and utensils.

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

3. The Herwood Inn

1.4 km from Woodstock Playhouse

John

5.731.156 ₫

6.418.894 ₫ total

includes taxes & fees

16 Sept - 17 Sept

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

A bedroom with a large bed, a fireplace, a TV, and a painting on the wall.

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

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

4. The Woodstock Inn on the Millstream

0.7 km from Woodstock Playhouse

Robert

5.980.564 ₫

6.698.232 ₫ total

includes taxes & fees

25 Aug - 26 Aug

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

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

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

A rustic wooden pergola in a garden with a house in the background.

5. Morning Glory B n B Woodstock NY

1.4 km from Woodstock Playhouse

Lucian

5.458.244 ₫

6.113.233 ₫ total

includes taxes & fees

6 Sept - 7 Sept

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

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

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

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

6. The Leeway

13.8 km from Woodstock Playhouse

Shih-Chun

6.276.981 ₫

7.030.218 ₫ total

includes taxes & fees

8 Sept - 9 Sept

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

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

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

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

7. Hotel Mountain Brook

17.7 km from Woodstock Playhouse

Qiang

4.674.764 ₫

5.048.745 ₫ total

includes taxes & fees

14 Sept - 15 Sept

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

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.

A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.

8. The Graham & Co.

17.8 km from Woodstock Playhouse

Laura

4.202.848 ₫

4.707.409 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A buffet with labeled food stations including omelets and cheese.

A hotel lobby with seating areas, a reception desk, and a display of local attractions.

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

11.7 km from Woodstock Playhouse

Mark

3.499.544 ₫

3.919.487 ₫ total

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 dining area with a brick fireplace, wooden beams, and a chandelier.

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

10. Diamond Mills Resort

13.8 km from Woodstock Playhouse

6.941.110 ₫

8.426.849 ₫ total

includes taxes & fees

25 Aug - 26 Aug

A covered porch with rocking chairs and a red door.

A room with a leather armchair, a blue chair, a round table with a book and a vase, and large windows with curtains.

A dining area with a checkered floor, a round table, and red chairs.

A bedroom with a skylight, a bed with white linens, a wooden headboard, and a nightstand with a lamp.

11. Kingston Carriage House

17 km from Woodstock Playhouse

Edward

5.813.108 ₫

6.771.107 ₫ total

includes taxes & fees

31 Aug - 1 Sept

A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

A spacious living area with a sofa, armchairs, and a coffee table. There is a dining area with chairs and a table, and a stone fireplace.

An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

12. Hampton Inn Kingston

12.5 km from Woodstock Playhouse

stephen

3.493.798 ₫

3.913.054 ₫ total

includes taxes & fees

20 Sept - 21 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.

An outdoor patio with a fire pit, wicker furniture, and a red building in the background.

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.

13. Residence Inn by Marriott Kingston

13 km from Woodstock Playhouse

Ali

3.525.660 ₫

3.948.738 ₫ total

includes taxes & fees

30 Aug - 31 Aug

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

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

An outdoor patio with tables and chairs, overlooking a body of water and a distant tree line.

14. Hutton Brickyards Riverfront Hotel + Venue

16.6 km from Woodstock Playhouse

Kimberly

6.706.589 ₫

8.294.703 ₫ total

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

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.

15. Overlook Hotel

14 km from Woodstock Playhouse

Tim

4.570.263 ₫

5.118.696 ₫ total

includes taxes & fees

25 Aug - 26 Aug

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

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

A modern hotel room with a grey sofa, an orange armchair, a small wooden table, and a large window with sheer curtains.

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

16. Courtyard by Marriott Kingston

12.8 km from Woodstock Playhouse

Thuy

3.085.605 ₫

3.455.877 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.

A modern house with a large garage and a vintage camper parked in the driveway.

A modern house with a sloped roof, large windows, and a well-maintained lawn.

17. AutoCamp Catskills

9.3 km from Woodstock Playhouse

Thomas

3.751.563 ₫

5.225.496 ₫ total

includes taxes & fees

17 Sept - 18 Sept

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.

18. Hotel Kinsley

13.8 km from Woodstock Playhouse

Christy

6.664.803 ₫

8.592.790 ₫ total

includes taxes & fees

26 Aug - 27 Aug

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

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.

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

19. Hunter Lodge, a Bluebird by Lark

19.5 km from Woodstock Playhouse

sarah

3.307.591 ₫

4.136.305 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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Compare popular hotels close to Woodstock Playhouse

Property	Property class	Guest rating
Twin Gables of Woodstock	9.8 Exceptional 222 reviews	View
Woodstock Way Hotel	9.6 Exceptional 306 reviews	View
The Herwood Inn	9.6 Exceptional 133 reviews	View
The Woodstock Inn on the Millstream	9.0 Wonderful 222 reviews	View
Morning Glory B n B Woodstock NY	8.6 Excellent 169 reviews	View

Top Woodstock Playhouse Hotel Reviews

Woodstock Way Hotel

10/10 Excellent

"Best place I’ve stayed in a long time- gorgeous setting in the trees yet just up the street from everything!! Easy in and out- felt private, clean and serene!"

The Herwood Inn

10/10 Excellent

"Absolutely loved staying in the king suite! I didn’t want to leave! Will definitely return!"

Twin Gables of Woodstock

10/10 Excellent

"We loved our cute, artsy stay at Twin Gables! Everything was a pure perfection!! :)"

Other attractions near Woodstock Playhouse

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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Woodstock Golf Club

9.0/10 (2 reviews)

Enjoy a round of golf in Woodstock at Woodstock Golf Club. 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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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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Levon Helm Studios

You can get tickets for a performance at Levon Helm Studios during your stay in Woodstock. 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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Frequently asked questions

What's the area like around Woodstock Playhouse?

Woodstock Playhouse 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 63 hotels and other accommodation options you'll find within a mile.

How many hotels can I expect to find close to Woodstock Playhouse?

Expedia has 63 hotels and other accommodation options within a mile from Woodstock Playhouse.

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

Yes, the majority of room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to review top deals close to Woodstock Playhouse.

What can I see and do near Woodstock Playhouse?

You can check out the local talent at Colony, Bearsville Theater and Levon Helm Studios. Spend some time wandering around Opus 40, The Comeau Property and Woodstock Dog Park. At Overlook Mountain Trailhead, Ashokan Rail Trail- Woodstock Dike Trailhead and Thorn Preserve - Catskill Center, take some time to really appreciate nature.

Search Hotels Near Woodstock Playhouse, Woodstock

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Our top choices for Woodstock Playhouse hotels

1. Twin Gables of Woodstock

2. Woodstock Way Hotel

3. The Herwood Inn

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. Kingston Carriage House

12. Hampton Inn Kingston

13. Residence Inn by Marriott Kingston

14. Hutton Brickyards Riverfront Hotel + Venue

15. Overlook Hotel

16. Courtyard by Marriott Kingston

17. AutoCamp Catskills

18. Hotel Kinsley

19. Hunter Lodge, a Bluebird by Lark

Compare popular hotels close to Woodstock Playhouse

Top Woodstock Playhouse Hotel Reviews

Woodstock Way Hotel

The Herwood Inn

Twin Gables of Woodstock

Other attractions near Woodstock Playhouse

Woodstock Music Shop

Woodstock Golf Club

SweetHeart Gallery

Woodstock Artists Association and Museum

Colony

Woodstock Public Library

Levon Helm Studios

The Comeau Property

Frequently asked questions