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
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Woodstock luxury hotels

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

1. 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.
S$419
includes taxes & fees
22 Oct - 23 Oct
The Herwood Inn
A wooden cabin with large windows overlooking a forested area with a waterfall.
A modern bedroom with a wooden bed, a desk, and large windows.
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.

2. Woodstock Way Hotel

Woodstock Way Hotel
Woodstock
S$518
includes taxes & fees
20 Oct - 21 Oct
Woodstock Way Hotel
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 house with a large garage and a vintage camper parked in the driveway.
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 sloped roof, large windows, and a well-maintained lawn.

3. AutoCamp Catskills

AutoCamp Catskills
Saugerties
  • Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendour.
S$231
includes taxes & fees
4 Nov - 5 Nov
AutoCamp Catskills
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 stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.
A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

4. Shandaken Inn

Shandaken Inn
Shandaken
S$204
includes taxes & fees
27 Oct - 28 Oct
Shandaken Inn
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 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.
A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

5. Hotel Mountain Brook

Hotel Mountain Brook
Tannersville
S$364
includes taxes & fees
26 Oct - 27 Oct
Hotel Mountain Brook
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 rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.

6. Urban Cowboy Lodge

Urban Cowboy Lodge
Big Indian
  • River luxury meets rustic charm at this Catskill lodge with spa services and mountain views.
S$204
includes taxes & fees
2 Nov - 3 Nov
Urban Cowboy Lodge
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 kitchen with a stainless steel sink, wooden shelves, and a wooden cutting board.
A bedroom with a skylight, a bed with white linens, a wooden headboard, and a nightstand with a lamp.

7. Kingston Carriage House

Kingston Carriage House
Rondout
S$301
includes taxes & fees
2 Nov - 3 Nov
Kingston Carriage House
A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.
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.
A staircase with ornate black railings and a large chandelier.

8. Mirbeau Inn & Spa

Mirbeau Inn & Spa
Rhinebeck Village
S$589
includes taxes & fees
4 Nov - 5 Nov
Mirbeau Inn & Spa
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
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.
A spacious room with leather seating, large windows, and exposed brick walls.

9. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
S$350
includes taxes & fees
1 Nov - 2 Nov
Pocketbook Hotel and Bath
A stone bridge over a calm river surrounded by autumn foliage.
A snowy landscape with trees and a bench.
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.

10. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
Hyde Park
S$350
includes taxes & fees
1 Nov - 2 Nov
Journey Inn Bed & Breakfast
View all properties

Top Woodstock Hotel Reviews

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

8/10 Good
"Just issues with the tv and the WiFi."
Jacqueline 1-night trip
Posted 2 hours ago
Quality Inn Hyde Park Poughkeepsie North
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Perfect as always!"
Thuy 1-night trip
Posted 17 hours ago
Courtyard by Marriott Kingston
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Best value! Awesome stay and great price"
Benjamin 1-night trip
Posted 1 day ago
Americas Best Value Inn New Paltz

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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