Photo by Marina Timo

Hotels in Woodstock

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Where to stay in Woodstock?

Twin Gables of Woodstock
Twin Gables of Woodstock
3.0 star property
Woodstock
9.8 out of 10, Exceptional, (205 reviews)
Step back in time at this Victorian retreat in Woodstock. Hike nearby trails or go kayaking, then return to enjoy the garden terrace. Continental breakfast served daily complements free WiFi and parking.
The price is $139
$167 total
includes taxes & fees
May 3 - May 4
Twin Gables of Woodstock
The Herwood Inn
The Herwood Inn
4.5 star property
Woodstock
9.8 out of 10, Exceptional, (110 reviews)
Discover this luxurious guesthouse offering complimentary bicycles and WiFi near The Comeau Property. After hiking local trails, unwind in the hot tub or garden. The terrace provides a peaceful spot to relax after exploring Woodstock's attractions.
The price is $176
$197 total
includes taxes & fees
Apr 27 - Apr 28
The Herwood Inn
Woodstock Way Hotel
Woodstock Way Hotel
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (263 reviews)
Tucked beside a train station in creative Woodstock, this hotel combines mountain charm with spa indulgences. Unwind with deep-tissue massages, sip drinks at the bar, or relax on the terrace after exploring nearby galleries and museums.
The price is $219
$285 total
includes taxes & fees
Apr 28 - Apr 29
Woodstock Way Hotel
Morning Glory B n B Woodstock NY
Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.6 out of 10, Excellent, (157 reviews)
Escape to a peaceful Woodstock B&B offering free breakfast and convenient parking near The Comeau Property. Enjoy outdoor tennis on-site while mountain biking and cross-country skiing await nearby. The garden provides a tranquil spot after exploring local attractions.
The price is $199
$223 total
includes taxes & fees
Apr 27 - Apr 28
Morning Glory B n B Woodstock NY
The Woodstock Inn on the Millstream
The Woodstock Inn on the Millstream
3.0 star property
Woodstock
9.0 out of 10, Wonderful, (207 reviews)
Nestled along a serene millstream in Woodstock, this cozy hotel offers free breakfast, WiFi, and parking. Explore nearby SweetHeart Gallery and Woodstock Artists Association while enjoying the tranquil garden and terrace between your cultural adventures.
The price is $179
$200 total
includes taxes & fees
Apr 26 - Apr 27
The Woodstock Inn on the Millstream
Jenny's Country Manor
Jenny's Country Manor
2.0 star property
Red Hook
7.6 out of 10, Good, (133 reviews)
Escape to Jenny's Country Manor in Red Hook, where cozy accommodations meet countryside charm. Enjoy complimentary WiFi and parking while exploring nearby Lake Carvel and Stissing Lake Park. Daily housekeeping ensures a fresh, comfortable stay.
The price is $140
$158 total
includes taxes & fees
Apr 30 - May 1
Jenny's Country Manor
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)
This countryside 4.5-star B&B offers complimentary breakfast, WiFi, and parking in peaceful Clinton Corners. Unwind on the terrace or stroll through the garden before exploring nearby Clinton Vineyards, with room amenities including refrigerators and microwaves.
The price is $170
$192 total
includes taxes & fees
Apr 25 - Apr 26
it's a good thing
Changing Times Boutique Country Lodging
Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (117 reviews)
Escape to this serene country lodging in Craryville with free WiFi and parking. Explore nearby hiking trails, go kayaking, or visit West Beach. Lake Taghkanic State Park awaits close by, with Hudson station just a 15-minute drive away.
The price is $175
$196 total
includes taxes & fees
Apr 26 - Apr 27
Changing Times Boutique Country Lodging
St. Charles Hotel
St. Charles Hotel
2.0 star property
Hudson
6.8 out of 10, (883 reviews)
Nestled in Hudson with nearby hiking trails, this hotel offers a relaxing retreat with free breakfast, WiFi, and parking. Clean rooms provide comfort after exploring Stoddard Corner and Oakdale Beach, all backed by staff praised for their helpfulness.
The price is $199
$225 total
includes taxes & fees
May 8 - May 9
St. Charles Hotel
Pocketbook Hotel and Bath
Pocketbook Hotel and Bath
2.0 star property
Hudson
8.4 out of 10, Very Good, (38 reviews)
Experience serene comfort at this boutique hotel where massages await at the full-service spa. Just 20 minutes from Hudson Station and near Stoddard Corner, enjoy complimentary WiFi and convenient amenities including an onsite café for a rejuvenating stay.
The price is $233
$308 total
includes taxes & fees
May 14 - May 15
Pocketbook Hotel and Bath
Hudson Whaler
Hudson Whaler
2.5 star property
Hudson
9.6 out of 10, Exceptional, (285 reviews)
Walking distance from Hudson Station, this hotel offers a welcoming fireplace in the lobby and complimentary WiFi. Guests praise the helpful staff and excellent property condition. Enjoy free parking while exploring nearby attractions in this charming New York town.
The price is $207
$241 total
includes taxes & fees
Apr 26 - Apr 27
Hudson Whaler
Nautical Nest
Nautical Nest
2.5 star property
Hudson
9.6 out of 10, Exceptional, (134 reviews)
Tucked near Hudson Station, this cozy hotel offers free WiFi and parking for stress-free adventures. Explore Hudson Opera House and Area Library on foot, then return for daily housekeeping service. Convenient transit puts the best of Hudson at your fingertips.
The price is $143
$166 total
includes taxes & fees
May 4 - May 5
Nautical Nest
The Nest Hudson
The Nest Hudson
3.5 star property
Hudson
9.6 out of 10, Exceptional, (230 reviews)
Nestled near Hudson Station, this inviting hotel offers complimentary WiFi and parking. Enjoy the garden terrace after exploring local hiking trails or visiting the nearby Opera House. Winter enthusiasts will appreciate quick access to skiing and snowboarding.
The price is $148
$172 total
includes taxes & fees
Apr 26 - Apr 27
The Nest Hudson
The Amelia
The Amelia
2.0 star property
Hudson
9.8 out of 10, Exceptional, (29 reviews)
Dive into Hudson's charm at this hotel near the train station. After a refreshing swim, start your day with free breakfast. Visit nearby Hudson Opera House or explore the town, returning to convenient amenities with free WiFi and parking.
The price is $303
$342 total
includes taxes & fees
Apr 26 - Apr 27
The Amelia
Howard Hotel
Howard Hotel
2.0 star property
Hudson
9.8 out of 10, Exceptional, (137 reviews)
This welcoming Hudson hotel offers free WiFi and rooms featuring hydromassage showerheads for ultimate relaxation. Just an 8-minute walk from the train station, you'll find cultural attractions and a hair salon on-site.
The price is $137
$154 total
includes taxes & fees
May 4 - May 5
Howard Hotel
Hudson Navigator
Hudson Navigator
2.0 star property
Hudson
9.6 out of 10, Exceptional, (64 reviews)
Enjoy easy access to Hudson Opera House and Max and Lillian Katzman Theater from this hotel. Free WiFi and daily housekeeping enhance your stay, with the train station just a 7-minute walk away.
The price is $152
$177 total
includes taxes & fees
Apr 26 - Apr 27
Hudson Navigator
Hudson Mariner
Hudson Mariner
3.0 star property
Hudson
9.2 out of 10, Wonderful, (122 reviews)
Located 5 minutes from Hudson Station, this welcoming hotel offers free WiFi and parking. Explore Max and Lillian Katzman Theater and Hudson Opera House, then return for comfortable accommodations with daily housekeeping service.
The price is $168
$196 total
includes taxes & fees
Apr 26 - Apr 27
Hudson Mariner
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, (554 reviews)
Set beside Hudson Station, this boutique hotel offers easy access to Max and Lillian Katzman Theater. Enjoy the fitness center, American fare at Torch restaurant, and a welcoming bar. Rooms feature convenient sofa beds and refrigerators for added comfort.
The price is $193
$218 total
includes taxes & fees
May 10 - May 11
The Wick, Hudson, A Tribute Portfolio Hotel
Wm. Farmer & Sons
Wm. Farmer & Sons
2.5 star property
Hudson
9.2 out of 10, Wonderful, (90 reviews)
Soak in the laid-back vibe at this convenient Hudson inn, just 3 minutes from the station. After exploring nearby Max and Lillian Katzman Theater, enjoy farm-to-table cuisine at the on-site restaurant with room service available. Free WiFi and parking enhance your stay.
The price is $176
$198 total
includes taxes & fees
Apr 26 - Apr 27
Wm. Farmer & Sons
Quality Inn Hyde Park Poughkeepsie North
Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.2 out of 10, Very Good, (1,008 reviews)
Just minutes from the Poughkeepsie Station and Roosevelt historic sites, this welcoming hotel offers a free daily buffet breakfast and 24-hour fitness center. Enjoy clean, value-priced rooms with complimentary WiFi and parking for a convenient Hudson Valley getaway.
The price is $93
$105 total
includes taxes & fees
May 13 - May 14
Quality Inn Hyde Park Poughkeepsie North
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.

When is the best time to visit Woodstock?

Our prices for hotels in Woodstock are cheapest in January
Price trends for hotels in Woodstock
Pricing is based on two traveler single night rates
View properties in April
Currently viewing crowd sizes and weather for April.
Typical weather for Woodstock
April
High 13°C / low 3°C. Partly sunny.
View properties in April
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April, no crowd data, average high temperature 13 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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May, no crowd data, average high temperature 20 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
25°
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June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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28°
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July, no crowd data, average high temperature 28 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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27°
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August, no crowd data, average high temperature 27 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 16 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 9 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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December, no crowd data, average high temperature 3 degrees Celsius, average low temperature -4 degrees Celsius. Snow likely.
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January, no crowd data, average high temperature 0 degrees Celsius, average low temperature -8 degrees Celsius. Snow likely.
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February, no crowd data, average high temperature 2 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
Monthly weather averages (˚C)

Top landmarks in Woodstock

Learn more about Woodstock

Beyond the famous festival that never actually happened here, this Catskill Mountain town pulses with artistic energy. Galleries like Colony and SweetHeart showcase local talent, while the historic Bearsville Theater hosts performances worth planning a trip around. Hikers can tackle Overlook Mountain for Hudson Valley panoramas that explain why painters have been drawn here for generations. The Comeau Property offers gentler trails through meadows where deer appear like ghosts at dusk. Thorn Preserve provides another natural escape, though the true Woodstock experience happens in town, where tie-dye never went out of style and musicians still perform impromptu on village greens. For a wilder adventure, Hunter Mountain awaits in the nearby Catskills.

Photo by Marina Timo
Open Photo by Marina Timo

Check out reviews of Woodstock hotels guests love

Frequently asked questions

What accommodations do travelers recommend in Woodstock?
Where can I get free parking at my hotel in Woodstock?
These hotels offer the perk of free parking: The Herwood Inn and Morning Glory B n B Woodstock NY.
Can I book a refundable hotel in Woodstock?
If you need the flexibility to change your plans to Woodstock, most hotels provide refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Woodstock if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, look over our selection of 70 vacation homes. You can also consider one of the 13 apartments or 22 cottages.
What will the weather in Woodstock be like during my visit?
The warmest months in Woodstock are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.
Why should I book my Woodstock hotel with Hotels.com?
There are plenty of reasons to book your Woodstock travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.