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Find Luxury Hotels in Woodstock, NY

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Check availability on Woodstock Luxury Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Woodstock luxury hotels

Superior Room, Fireplace, River View | Egyptian cotton sheets, premium bedding, down comforters, minibar
Woodstock Way Hotel

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (217)
"The room and views were lovely, and we loved the Tannery cafe!"
United States
Katherine
Woodstock Way Hotel
Exterior detail
The Herwood Inn

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (93)
"Quaint, quirky, very environmentally conscious, fun old vinyls, and a cedar fragrant hot tub!"
United States
Dietlinde
The price is ₩256,110
₩286,842 total
includes taxes & fees
Jan 13 - Jan 14, 2026
The Herwood Inn
Premium bedding, down comforters, Tempur-Pedic beds, in-room safe
AutoCamp Catskills

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (442)
"Great location. Amazing views. "
United States
Sarig
The price is ₩223,025
₩306,301 total
includes taxes & fees
Jan 21 - Jan 22, 2026
AutoCamp Catskills
Room, Ensuite (Superior Main Lodge Room) - This unit is not pet friendly | Premium bedding, bed sheets
Hotel Mountain Brook

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (518)
"everything was excellent amazing place and great location"
United States
Grigoriy
The price is ₩214,807
₩231,992 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel Mountain Brook
Restaurant
Urban Cowboy Lodge

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (189)
" Didn’t get the room shown on Expedia website so we were disappointed in that. Overall nice place and really enjoyed our stay. "
United States
Stuart
The price is ₩290,134
₩324,949 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Urban Cowboy Lodge
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (309)
"The inn was lovely with attentive staff!"
United States
Karen
The price is ₩618,472
₩752,647 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Mirbeau Inn & Spa
Terrace/patio
it's a good thing

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very Good, (25)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing
Hiking
Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (338)
"Great staff, the breakfast was amazing, location to surrounding attractions was great! I would stay again!"
United States
Shawn
The price is ₩322,932
₩365,317 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Journey Inn Bed & Breakfast
Hiking
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel
4.0 star property
Hudson
8.8 out of 10, Excellent, (547)
"Close to Warren street, friendly staff, pet friendly and clean. We will stay again! "
United States
Carell
The price is ₩302,749
₩342,106 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Wick, Hudson, A Tribute Portfolio Hotel
Bar (on property)
Hasbrouck House

Hasbrouck House

Hasbrouck House
4.0 star property
Stone Ridge
9.0 out of 10, Wonderful, (51)
"Cute place, staff very helpful"
United States
Rhonda
Hasbrouck House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Woodstock Hotel Reviews

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"Great clean simple hotel that’s priced very reasonably. Simple breakfast choices but appropriate for the price. Highly recommend. There are drawers closet and good lighting. Not shabby at all. "
Nancy 1-night trip
Posted 3 days ago
Americas Best Value Inn New Paltz

Frequently asked questions

Are you looking for a luxury hotel for your Woodstock vacation?
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 place to stay in Woodstock?
The Herwood Inn is a luxury guesthouse with in-room massages and in-room kitchenettes, and it's a popular choice for Expedia travelers 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 temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Woodstock are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What's there to see and do in Woodstock?
Experience Woodstock and visit Overlook Mountain Trailhead, Catskill State Park, and Woodstock Music Shop. If you have a little extra time during your trip, you might want to check out Colony and Woodstock Public Library.