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Find Hotels in Woodstock, NY

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Woodstock hotels and places to stay

The Lodge Woodstock
3.5 out of 5
20 Country Club Lane, Woodstock, NY
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1.06 mi from city center
4.2/5Very Good! (56 reviews)
Sweet little getaway

"Sweet little spot in Woodstock. Wished we stayed longer!"…"

Reviewed on Aug 20, 2019

The Lodge Woodstock
Life Above 1200
Woodstock, NY
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2.37 mi from city center
5/5Exceptional! (4 reviews)
Great location

"We really enjoyed the private wooded location. The house was very comfortable and had great character. Fall colors were spectacular . Thirza was great to work with."…"

Reviewed on Oct 13, 2019

Life Above 1200
Spacious, Elegant Woodstock Classic on 4 Acres, Walk-to-town and Swimming Stream
5/5Exceptional! (24 reviews)
Paradise

"Perfection"…"

Reviewed on May 27, 2020

Spacious, Elegant Woodstock Classic on 4 Acres, Walk-to-town and Swimming Stream
Beautiful, Tranquil Woodstock Mountain House with Hot Tub and Ping Pong
4.9/5Exceptional! (95 reviews)
Another amazing getaway

"We've stayed at this property 4 times before and each time is as enjoyable as the last. The house is immaculate and each time we are there we notice new wonderful things about the property. The owner is accessible and a pleasure to rent from. Can't wait until the next stay."…"

Reviewed on May 17, 2020

Beautiful, Tranquil Woodstock Mountain House with Hot Tub and Ping Pong
Woodstock Historic Artist Estate, The Pond House
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1.5 mi from city center
5/5Exceptional! (2 reviews)
Incredible house

"We had the most incredible time at this beautiful property- the house and interior are impeccably designed and the land is idyllic (beautiful stream, and gorgeous hiking trail right next to it.) We had a blast grilling our food outdoors, enjoying the fireplace, and going into town which is only 5 ..."…"

Reviewed on May 28, 2020

Woodstock Historic Artist Estate, The Pond House
Spacious, Peaceful Zen Cabin in the Woods
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1.73 mi from city center
4.9/5Exceptional! (46 reviews)
Great place

"Very cool cabin had an awesome time would stay again"…"

Reviewed on Apr 23, 2020

Spacious, Peaceful Zen Cabin in the Woods
Hotel Dylan
3 out of 5
320 Maverick Road, Woodstock, NY
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3.28 mi from city center
4.7/5Exceptional! (109 reviews)

"A really cute motel/hotel, newly renovated, comfortable bed, clean room and great staff. Loved hanging out in the lobby by the fireplace, getting a drink at the bar and playing the board games they had to borrow. Also loved the s’mores kit and fire pit outside. Less than 10 minutes drive to the center ..."…"

Reviewed on Jan 3, 2020

Hotel Dylan
The Woodstock Inn on the Millstream
3 out of 5
48 Tannery Brook Rd, Woodstock, NY
The price is $169 per night
1.01 mi from city center
4.5/5Wonderful! (56 reviews)

"The manager was awesome - we had to change something about the reservation and she was so understanding, friendly and supportive that despite our little problem our stay was perfect."…"

Reviewed on Mar 6, 2020

The Woodstock Inn on the Millstream
Morning Glory B&B Woodstock NY
3 out of 5
141 Tinker Street, Woodstock, NY
The price is $139 per night
1.22 mi from city center
4.2/5Very Good! (45 reviews)

"I liked everything about this property. It was clean and picturesque, close to the center of town, easy parking, exceptionally friendly owners, nice breakfast, and just gave out with mellow vibes all around. I've already recommended this place to several others. I have nothing bad to say about it ..."…"

Reviewed on Aug 20, 2019

Morning Glory B&B Woodstock NY
Sioux Tipi Overlooking a Waterfall. One Half Mile to Village of Woodstock
The price is $190 per night
1.36 mi from city center
4.5/5Wonderful! (10 reviews)
A great camping like experience

"This was a unique little trip which the whole family enjoyed. We really appreciated the little things which the owners provided and their thoughtfulness about the tipi's needs. We especially loved the dog friendly nature of the property."…"

Reviewed on Nov 1, 2019

Sioux Tipi Overlooking a Waterfall. One Half Mile to Village of Woodstock
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Visiting Woodstock

Visitors to Woodstock are sure to enjoy the forests and art. Tourists can also enjoy the city's riverfront and coffeehouses.

  • You'll find 268 Expedia hotels and other accommodations in the larger area of Kingston
  • The closest major airport is in Hudson, NY (HCC-Columbia County), 27.2 mi (43.7 km) from the city center
  • The next closest is in Albany, NY (ALB-Albany Intl.), 51.1 mi (82.3 km) away

Sightseeing and Staying in Woodstock

The city's natural setting is picturesque, including the forests and Overlook Mountain Trailhead. A couple of additional sights to add to your agenda are Woodstock Public Library and Woodstock Golf Club.

As you plan your holiday retreat, you'll find 39 hotels and other lodging options available to pick from in Woodstock. These are highly ranked ones based on Expedia user reviews:

  • Hotel Dylan - This 3-star hotel features a restaurant, free WiFi, and free parking. It's a favorite with Expedia travelers for its dining options and helpful staff.
  • Morning Glory B&B Woodstock NY - Our customers like the quiet location and room size at this B&B. This 3-star bed & breakfast features free breakfast, free WiFi, and free parking.

Dressing for Woodstock

  • Between January and March, daytime temperatures average 54°F, while nighttime temperatures stay around 15°F
  • From April to June, the average is 83°F during the day and 31°F at night
  • July through September sees average temperatures of 85°F during the day and 45°F at night
  • In October-December, you can expect 69°F as the daytime average and 17°F as the nighttime average
  • About 46.61 inches of rain falls on Woodstock each year
  • July and August are usually the hottest months averaging 83°F, while January and February are usually the coldest with an average temperature of 17°F

Frequently asked questions

What's the best place to stay in Woodstock?
Based on our traveler data, Morning Glory B&B Woodstock NY is one of the top choices for your stay. This 3-star B&B offers free breakfast and free WiFi. Other good choices for your stay include The Lodge Woodstock and The Woodstock Inn on the Millstream.
If I need to cancel my hotel reservation in Woodstock, will I receive a refund?
Yes! You’ll find that most room reservations are fully refundable as long as you cancel prior to the accommodation’s cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that’s non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Enter your dates, click on “Search”, then use the filter option “free cancellation” to review the best deals available in Woodstock.
Where can I learn more about changing or cancelling my trip to Woodstock?
For more information about updating your trip to Woodstock or cancelling it, head over to our customer service page.
What's the best accommodation for a family vacation in Woodstock?
Booking Summer 2020 Mountaintop Cottage/pool Just 3 min From Woodstock Village is a cottage with an outdoor pool and in-room kitchens, and it’s a top choice on Expedia for families. Other options for your family trip include #1 Woodstock. Stargaze. No Artificial Light. Sunset Studio in- Ground Pool and Hotel Dylan. Attractions in the area like Dutchess County Fairgrounds and Northern Dutchess Botanical Gardens are also fun for kids of all ages.
What's the best place to stay for a couple visiting Woodstock?
Booking Summer 2020 Mountaintop Cottage/pool Just 3 min From Woodstock Village is a favorite cottage for couples, and features private pools and an outdoor pool. Another good option for a stay with your sweetheart is #1 Woodstock. Stargaze. No Artificial Light. Sunset Studio in- Ground Pool.
What's the best place to stay with easy access to Overlook Mountain Trailhead?
The Woodstock Inn on the Millstream is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers free breakfast and free WiFi. It’s located 2.3 mi (3.8 km) from Overlook Mountain Trailhead. Another good choice is Morning Glory B&B Woodstock NY, located 2.1 mi (3.4 km) away.
What about the best place to stay close to Woodstock Music Shop?
One of the top choices for your stay is The Woodstock Inn on the Millstream, located a short 0.3 mi (0.5 km) from Woodstock Music Shop, and this 3-star hotel offers free breakfast and free WiFi. Morning Glory B&B Woodstock NY, located just 0.5 mi (0.8 km) away, is another good choice.
What's the best boutique-style hotel in Woodstock?
Hotel Dylan is a favorite 3-star hotel with Expedia travelers looking for a stylish accommodation, featuring a restaurant and a bar.
What's the best accommodation for a ski vacation in Woodstock?
Based on our travel data, Morning Glory B&B Woodstock NY is a top 3-star B&B for skiing, and features free breakfast and free WiFi. Other good options to stay near skiing include Booking Summer 2020 Mountaintop Cottage/pool Just 3 min From Woodstock Village and #1 Woodstock. Stargaze. No Artificial Light. Sunset Studio in- Ground Pool. Those looking to ski or snowboard can spend their days at Hunter Mountain.
What are some accommodations with pools in Woodstock?
#1 Woodstock. Stargaze. No Artificial Light. Sunset Studio in- Ground Pool is a top apartment with an outdoor pool, an outdoor tennis court, and an in-room kitchen. Hotel Dylan is another choice that offers an onsite pool.
What is the best spa hotel in Woodstock?
Booking Summer 2020 Mountaintop Cottage/pool Just 3 min From Woodstock Village is a top spa hotel featuring an outdoor pool and tennis courts. Why not spend some time relaxing in the spa tub?
What is the best hotel near Albany International Airport (ALB)?
Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It’s located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

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