A calm lake with a sunset reflecting on the water, surrounded by forested hills.

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Check availability on Woodstock Luxury Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Woodstock luxury hotels

A bathroom with a white toilet, a wooden vanity, a dreamcatcher, and a mirror.
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 modern living room with a grey sofa, a small round table, and a hanging light fixture.

1. Woodstock Way Hotel

Woodstock Way Hotel
Woodstock
฿10,956
฿13,579 total
includes taxes & fees
20 Oct - 21 Oct
Woodstock Way Hotel
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 wooden sign with the text "Mitchell Manor" hanging from a building.

2. The Herwood Inn

The Herwood Inn
Woodstock
  • Indulge in mountain serenity at this luxury Catskill guesthouse, where deep soaking tubs and champagne service create memorable moments.
฿9,811
฿10,988 total
includes taxes & fees
22 Oct - 23 Oct
The Herwood Inn
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 modern interior with a wooden dining table, chairs, a sofa, and a bar area with wine bottles.
A modern house with a sloped roof, large windows, and a well-maintained lawn.
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.

3. AutoCamp Catskills

AutoCamp Catskills
Saugerties
  • Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendour.
฿4,389
฿6,230 total
includes taxes & fees
2 Nov - 3 Nov
AutoCamp Catskills
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 modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

4. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
฿8,181
฿8,836 total
includes taxes & fees
9 Nov - 10 Nov
Hotel Mountain Brook
A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.
A building with a central entrance, multiple windows, and outdoor seating.
A spa area with a large rock centerpiece, multiple seating areas, and a skylight ceiling.
A swimming pool with a person in the water, surrounded by outdoor furniture and a building with a balcony.

5. Mirbeau Inn & Spa

Mirbeau Inn & Spa
Rhinebeck Village
฿16,396
฿18,548 total
includes taxes & fees
9 Nov - 10 Nov
Mirbeau Inn & Spa
A covered porch with rocking chairs and a red door.
A bedroom with a skylight, a bed with white linens, a wooden headboard, and a nightstand with a lamp.
A dining area with a checkered floor, a round table, and red chairs.
A room with a leather armchair, a blue chair, a round table with a book and a vase, and large windows with curtains.

6. Kingston Carriage House

Kingston Carriage House
Rondout
฿8,115
฿9,453 total
includes taxes & fees
2 Nov - 3 Nov
Kingston Carriage House
A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.
A bar area with wooden paneling, a central arch, and multiple liquor bottles.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.
A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.

7. Shandaken Inn

Shandaken Inn
Shandaken
฿4,768
฿5,340 total
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
A rustic interior with a stone fireplace, wooden beams, and a chandelier.
A rustic cabin interior with a large bed, a clawfoot bathtub, a leather sofa, and a wooden coffee table.
A rustic bar area with wooden stools, a wooden bar counter, and a backdrop of antlers and a welcome sign.
A table set for two with a view of a lush green landscape and hills in the background.

8. Urban Cowboy Lodge

Urban Cowboy Lodge
Big Indian
  • River luxury meets rustic charm at this Catskill lodge with spa services and mountain views.
฿6,362
฿7,126 total
includes taxes & fees
2 Nov - 3 Nov
Urban Cowboy Lodge
A stone bridge over a calm river surrounded by autumn foliage.
A two-story house with a balcony, surrounded by a well-maintained garden and trees.
A dining area with a wooden table set for four, surrounded by chairs.
A house with a covered porch, a brick exterior, and a pathway leading to the entrance.

9. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
Hyde Park
฿8,098
฿9,161 total
includes taxes & fees
1 Nov - 2 Nov
Journey Inn Bed & Breakfast
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A bar area with wooden beams, a bar counter, and stools.
A restaurant with long tables, chairs, and a brick wall.
A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.

10. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
฿8,118
฿10,688 total
includes taxes & fees
1 Nov - 2 Nov
Pocketbook Hotel and Bath
View all properties

Top Woodstock Hotel Reviews

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Great room and a friendly, helpful staff!"
Andrew 1-night trip
Posted less than an hour ago
Americas Best Value Inn New Paltz
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

8/10 Good
"Good breakfast. Friendly helpful staff."
George 1-night trip
Posted 2 days ago
Quality Inn Hyde Park Poughkeepsie North
St. Charles Hotel

St. Charles Hotel

8/10 Good
"The St. Charles hotel is a good place to stay if you are looking for a great location to stay. It's within walking distance of restaurants and close to places to visit. However the WiFi network does kick out a lot."
James 2-night trip
Posted 6 days ago
St. Charles Hotel

Frequently asked questions

Are you looking for a luxury hotel for your Woodstock holiday?
Use Expedia to arrange your flight to Hudson, NY (HCC-Columbia County) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are an important consideration when you plan a trip, so we make it easy to get what you'd like to make your stay special. If you want a posh hotel with fine dining, a spa or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Woodstock has to offer. During your visit, you might want to enjoy the forests which Woodstock is known for.
What's the best high-end hotel in Woodstock?
The Herwood Inn is a luxury guest house with in-room massages and in-room kitchenettes, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Woodstock?
Planning for the weather is an important factor for making your trip to Woodstock a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Woodstock are January, February, March and April, with each month seeing an average of 17 cm of snowfall.
What's there to see and do in Woodstock?
Experience Woodstock and visit Bearsville Theater, Overlook Mountain Trailhead and Catskill State Park. If you have a little extra time during your trip, you might want to check out Woodstock Music Shop and Colony.

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