Woodstock Hotel Guide - Luxury Hotels in Woodstock, New York

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Woodstock Luxury Hotels

Our top choices for Woodstock luxury hotels

The Herwood Inn

The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (104 reviews)
"Great property, room, location & staff."
United States
Joseph
The price is €193
includes taxes & fees
15 Mar - 16 Mar
The Herwood Inn

Woodstock Way Hotel

Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (245 reviews)
"Had a excellent time on the property. Staff was extremely nice. Room was great!"
United States
Dazell
Woodstock Way Hotel

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (213 reviews)
"Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit. "
United States
Nate
The price is €137
includes taxes & fees
22 Mar - 23 Mar
Urban Cowboy Lodge

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (462 reviews)
"Best place and relaxing environment 😇😇"
United States
Keralynn
The price is €165
includes taxes & fees
8 Apr - 9 Apr
AutoCamp Catskills

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (547 reviews)
"Fantastic stay as always"
United States
Jodi
The price is €149
includes taxes & fees
1 Apr - 2 Apr
Hotel Mountain Brook

Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.0 out of 10, Wonderful, (31 reviews)
"Amazing stay! Just make sure you get a lesson in how to turn the heat on... beautiful property walking distance from sights, shops, and cafes. Will absolutely stay there next time we are in Kingston!"
United States
Andrew
The price is €195
includes taxes & fees
23 Mar - 24 Mar
Kingston Carriage House

Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (339 reviews)
"Very nice stay and friendly hosts."
United States
Sean
The price is €219
includes taxes & fees
16 Mar - 17 Mar
Journey Inn Bed & Breakfast

Inness

Inness
5.0 star property
Accord
9.2 out of 10, Wonderful, (92 reviews)
"Pros: Beautiful cabins, great restaurant (food and ambiance), lovely fitness class, dreamy massage. Cons: Staff "
United States
Joanne
The price is €649
includes taxes & fees
18 Mar - 19 Mar
Inness

Mirbeau Inn & Spa

Mirbeau Inn & Spa
4.0 star property
Rhinebeck Village
9.6 out of 10, Exceptional, (314 reviews)
"High end service and Spa…"
United States
Prodyot
The price is €462
includes taxes & fees
15 Mar - 16 Mar
Mirbeau Inn & Spa

it's a good thing

it's a good thing
4.5 star property
Clinton Corners
8.2 out of 10, Very good, (26 reviews)
"Lynn was a wonderful & accommodating host. Tje"
United States
Julie-Anne
it's a good thing
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.

Top Woodstock Hotel Reviews

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 Woodstock Music Shop, Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery. If you have a little extra time during your trip, you might want to check out Catskill State Park and Woodstock Artists Association and Museum.