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

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Check availability on Woodstock Luxury Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Woodstock luxury hotels

Superior Room, Fireplace, River View | View from room

1. Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (299 reviews)
The price is ฿9,979
฿12,467 total
includes taxes & fees
24 Aug - 25 Aug
Woodstock Way Hotel
Outdoor spa tub

2. The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.6 out of 10, Exceptional, (128 reviews)
  • cleanliness
    Indulge in mountain serenity at this luxury Catskill guesthouse, where deep soaking tubs and champagne service create memorable moments.
The price is ฿8,645
฿9,683 total
includes taxes & fees
10 Aug - 11 Aug
The Herwood Inn
Reception

3. AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (540 reviews)
  • cleanliness
    Mountain retreat with a restaurant and bar elevates luxury stays amid the Catskills splendour.
The price is ฿4,776
฿6,652 total
includes taxes & fees
27 Aug - 28 Aug
AutoCamp Catskills
Exterior

4. Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (583 reviews)
The price is ฿7,578
฿8,184 total
includes taxes & fees
31 Aug - 1 Sept
Hotel Mountain Brook
Free daily local cuisine breakfast

5. Shandaken Inn

Shandaken Inn
4.0 star property
Shandaken
10.0 out of 10, Exceptional, (304 reviews)
The price is ฿6,852
฿7,674 total
includes taxes & fees
10 Aug - 11 Aug
Shandaken Inn
Design House | Terrace/patio

6. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (47 reviews)
The price is ฿7,366
฿8,580 total
includes taxes & fees
24 Aug - 25 Aug
Kingston Carriage House
Interior detail

7. Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.4 out of 10, Exceptional, (251 reviews)
  • cleanliness
    River luxury meets rustic charm at this Catskill lodge with spa services and mountain views.
The price is ฿8,715
฿9,761 total
includes taxes & fees
10 Aug - 11 Aug
Urban Cowboy Lodge
Exterior

8. Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (352 reviews)
The price is ฿15,851
฿19,148 total
includes taxes & fees
11 Aug - 12 Aug
Mirbeau Inn & Spa
Hiking

9. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (355 reviews)
The price is ฿8,182
฿9,256 total
includes taxes & fees
13 Aug - 14 Aug
Journey Inn Bed & Breakfast
Studio, River View | Exterior

10. New Paltz Way Hotel

New Paltz Way Hotel
4.0 star property
New Paltz
9.6 out of 10, Exceptional, (7 reviews)
The price is ฿9,355
฿12,170 total
includes taxes & fees
31 Aug - 1 Sept
New Paltz Way Hotel
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

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The motel was everything that we needed and very conveniently located, close to a grocery store and several nice restaurants and the Roosevelt presidential library."
Joan 1-night trip
Posted 15 hours ago
Quality Inn Hyde Park Poughkeepsie North

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 Colony, 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 Woodstock Golf Club.