Book Hotels in Woodstock, VT

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Woodstock hotels

Stay At Jimmy's

Stay At Jimmy's

3 out of 5
45 Pleasant St, Woodstock, VT
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $227 total per night from Jul 28 to Jul 29
$227 total
Jul 28 - Jul 29
Total includes taxes and fees
Free WiFi in public areas is available at this bed & breakfast. If you want to take your pet along, this pet-friendly property offers everything you'll need ...
"Everything was amazing!!! We will definately go back."

Reviewed on Jul 21, 2025

Stay At Jimmy's
The Jackson

The Jackson

4 out of 5
43 Senior Lane, Woodstock, VT
$224 nightly
The price is $247 total per night from Jul 28 to Jul 29
$247 total
Jul 28 - Jul 29
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
"Staff amazing beautiful setting and rooms"

Reviewed on Jul 21, 2025

The Jackson
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $129 total per night from Jul 28 to Jul 29
$129 total
Jul 28 - Jul 29
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-in, and express check-out are also on ...
"Cozy and comfortable stay!"

Reviewed on Jul 21, 2025

Sleep Woodstock Motel
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$489 nightly
The price is $538 total per night from Aug 17 to Aug 18
$538 total
Aug 17 - Aug 18
Total includes taxes and fees
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free ...
"Really enjoyed our stay."

Reviewed on Jul 18, 2025

Woodstock Inn & Resort
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
$252 nightly
The price is $278 total per night from Jul 27 to Jul 28
$278 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the ...
"We really enjoyed our stay. Beautiful place, very clean."

Reviewed on Jul 21, 2025

On The River Inn
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
2709 West Woodstock Rd, Woodstock, VT
$116 nightly
The price is $128 total per night from Jul 29 to Jul 30
$128 total
Jul 29 - Jul 30
Total includes taxes and fees
This inn features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning. A fireplace in the lobby and a picnic area ...
"Charming Inn with beautiful gallery and family owned"

Reviewed on Jul 20, 2025

Lincoln Inn & Gallery
The Vesper

The Vesper

3 out of 5
21 Pleasant St, Woodstock, VT
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $175 total per night from Jul 30 to Jul 31
$175 total
Jul 30 - Jul 31
Total includes taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A virtual front desk are provided ...
"Charming quaint place with artistic decor. Care was taken with the breakfast - delicious, homemade and wonderful presentation. It felt very homey. Prompt response to my texts; excellent communication. Welcoming and friendly. I would definitely stay here again and recommend the Vesper highly."

Reviewed on Jul 17, 2025

The Vesper
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $196 total per night from Jul 30 to Jul 31
$196 total
Jul 30 - Jul 31
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
"Great spot on the river!"

Reviewed on Jul 23, 2025

The Shire Woodstock
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $138 total per night from Aug 18 to Aug 19
$138 total
Aug 18 - Aug 19
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Location"

Reviewed on Jul 23, 2025

Comfort Inn Rutland - Killington
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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.

Cheap Woodstock hotels

Sleep Woodstock Motel

Sleep Woodstock Motel

4324 West Woodstock Road, Woodstock, VT
$118 nightly
The price is $129 total per night from Jul 28 to Jul 29
$129 total
Jul 28 - Jul 29
Total includes taxes and fees
9.6/10 Exceptional! (502 reviews)
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.

Woodstock Hotel & Travel Guide

Are you traveling to Central Vermont- Killington and are eager to find somewhere to put your feet up in between making memories in Woodstock? Travelocity has you covered. Within driving distance of the main area of Woodstock, travelers can select from 14 memorable places to stay.

Visitors will find The Jackson House Inn and 506 On the River Inn within wandering distance of Woodstock's town center.

Woodstock features just a handful of no-frills lodgings; you will find the The Lincoln Inn & Restaurant At The Covered Bridge 3 miles (4 kilometers) from the downtown area.

The Castle Hill Resort And Spa is located 18 miles (29 kilometers) from the town center of Woodstock. Another place to stay is the Killington Grand Resort Hotel, which is approximately 12 miles (19 kilometers) away. Other possible hotels are the Mountain Green Ski & Golf Resort and the Inn at Clearwater Pond.

Anyone who is longing to discover more of the forests and mountains common in this pocket of the country, you would be wise to take some time in other parts of Central Vermont. Enjoy snowboarding and skiing or venture out to see the district's major cultural and natural attractions. Family-friendly Travelocity-registered hotel options will cater to your needs.

13 miles (20 kilometers) to the west of Woodstock, you will reach Killington, which is where you can spend the day enjoying Killington Ski Resort and Green Mountain National Golf Course. A few Travelocity-recommended Killington rooms include the North Star Lodge and Resort and Killington Center Inn & Suites. 20 miles (36 kilometers) west of Woodstock, you can also stay at Rutland, home to the Hampton Inn Rutland and Holiday Inn Rutland-Killington Area. The Pine Hill Park and Vermont State Fairgrounds are frequented places to explore should you visit Rutland.

When sport is on your list of things to do in Woodstock, don't overlook a visit to Glens Falls Civic Center, which can be found 60 miles (95 kilometers) to the southwest of Woodstock. Sleep right by the sporting action at the The Glens Falls Inn or the Sleep Inn & Suites.

Lebanon Municipal Airport is situated 12 miles (20 kilometers) outside Woodstock's central precinct. Wise travelers who wish to find accommodation in the area can book a good option in the Hampton Inn White River Junction or the Fireside Inn & Suites West Lebanon.

Top reasons for your vacation to Woodstock

  • Charming Main Street: Explore the picturesque architecture, delightful dining options, and charming shops on Main Street.
  • Rich History: Visit local museums and explore the countryside to immerse yourself in Woodstock's rich history.
  • Romantic Getaway Vibes: Enjoy the close proximity to the river and cozy up with a good book in the town's charming library.
  • Family-Friendly Skiing: Experience a wide range of family-friendly activities, including skiing and snowshoeing adventures at the Nordic center.
  • Quaint Shops: Browse the quaint shops for unique souvenirs and take in the small town atmosphere.

Find your favorite hotels in Woodstock

If you're planning a ski vacation in Woodstock, Vermont, you'll find a range of hotel accommodations to suit your needs. From luxury resorts offering top-notch amenities and services to cozy bed and breakfasts with a homely feel, there are options for every budget and preference. Many hotels in Woodstock offer complimentary breakfast, allowing you to start your day with a delicious meal before hitting the slopes. Whether you're looking for a top hotel or a charming resort, Woodstock has something for everyone.

Hotel nameTypeStarsDescription
Woodstock Inn & ResortResort4.5This 4.5-star rated resort is an excellent option for your ski vacation. It offers a range of amenities including a relaxing indoor pool, golf course, theater, natural parks, fitness center, spa, concierge service, and sports facilities. Its close proximity to outdoor activities and attractions makes it a convenient choice for families.
The Shire WoodstockHotel3.0With a 3.0-star rating, this hotel is located near the river and offers beautiful views. It is ideal for snowboarding, cross-country skiing, hiking, and walking. The hotel also has connecting rooms and a river view. Its friendly staff and welcoming atmosphere make it a popular choice among tourists.
Sleep Woodstock MotelMotel2.0If you're on a budget, this 2.0-star rated motel is a great option. It is close to the river and countryside, perfect for hiking and skiing. The motel is pet-friendly and offers recreation facilities. It is known for its friendly staff and scenic surroundings.

Explore the best activities and sights in Woodstock

If you're planning a ski vacation in Woodstock, Vermont, you'll be treated to a wide range of family-friendly activities. Apart from hitting the slopes, you can explore the charming small town atmosphere and admire the beautiful architecture. Take a stroll along the river or visit the local museums to learn about the area's rich history. The countryside offers picturesque photo spots, and you can browse the quaint shops for unique souvenirs. Don't miss a visit to the Nordic center for cross-country skiing and snowshoeing adventures. And when it's time to refuel, there are plenty of dining options to choose from in Woodstock.

  1. Billings Farm and Museum: This captivating museum offers a unique cultural experience. Immerse yourself in the beauty of the nearby river as you explore the exhibits. Discover the charm of a small town through interactive displays and learn about the rich history of sports in the area. Take a leisurely hike through the surrounding countryside and admire the stunning architecture. Don't miss the opportunity to attend an opera performance in the museum's theater. Birdwatching enthusiasts will be thrilled by the diverse bird species that can be spotted here. With its picturesque scenery and fascinating exhibits, Billings Farm and Museum is a must-visit for history and nature lovers.
  2. Woodstock Town Hall Theatre: Step into a world of culture and entertainment at Woodstock Town Hall Theatre. Situated by the river, this theater offers a unique experience for the whole family. Be captivated by the stunning architecture and immerse yourself in the historical charm of the small town. Enjoy a performance amidst the breathtaking countryside scenery and majestic mountains. Whether you're seeking a romantic night out or a fun-filled family outing, Woodstock Town Hall Theatre has something for everyone. Let yourself be enchanted by the magic of the theater and create lasting memories in this picturesque setting.
  3. Marsh-Billings-Rockefeller National Historical Park: Explore the beauty of history at Marsh-Billings-Rockefeller National Historical Park. This historic house is nestled by a river in a small town and offers a unique cultural experience.Embark on a hike through the majestic mountains and admire the picturesque scenery around you. Discover the rich history of the area through informative exhibits and learn about the importance of conservation. Immerse yourself in the beauty of nature as you observe the diverse bird species and vibrant flowers. For a truly unforgettable experience, spend a night camping under the starry sky. Marsh-Billings-Rockefeller National Historical Park is a haven for nature and history enthusiasts alike.

Where to stay in Woodstock

Get ready for an unforgettable ski vacation in the heart of Woodstock, Vermont. This quaint town offers a variety of local affinities and vibes that will make your trip truly joyful. Firstly, you can experience the charm of Main Street, where you'll find picturesque architecture, delightful dining options, and charming shops for some unique shopping. Secondly, immerse yourself in the rich history of Woodstock by visiting museums and exploring the countryside. Lastly, don't miss out on the romantic getaway vibes, with its close proximity to the river and a cozy library where you can curl up with a good book. Get ready for an incredible ski vacation in Woodstock!

  1. West Woodstock: West Woodstock is a charming neighborhood in Woodstock, Vermont, known for its cozy atmosphere and picturesque setting. Families can enjoy a range of activities, including skiing on the nearby slopes, exploring the local dining scene, and strolling along the scenic river. The area offers a variety of shopping opportunities, from unique boutiques to quaint shops. Visitors can also relax in the cozy cafes and immerse themselves in the friendly atmosphere of the library. With its family-friendly environment and welcoming locals, West Woodstock is an ideal destination for a ski vacation with your loved ones.

Best times to go to Woodstock

The travel seasons of Woodstock

Trips to Woodstock show no change in popularity throughout the year. The peak season to visit is from August to October, with September being the highest month. Off-peak season starts from February to April, and March sees the least travelers.

Woodstock has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 68.7 degrees Fahrenheit. The wettest month in Woodstock is October, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January19.6°F (-6.9°C)Light RainMostly Cloudy
February21.6°F (-5.8°C)Light RainMostly Cloudy
March29.7°F (-1.3°C)Light RainMostly Cloudy
April42.1°F (5.6°C)Light RainMostly Cloudy
May55.2°F (12.9°C)Light RainMostly Sunny
June62.8°F (17.1°C)Light RainMostly Sunny
July68.7°F (20.4°C)Light RainMostly Sunny
August66.9°F (19.4°C)Light RainMostly Sunny
September59.7°F (15.4°C)Light RainMostly Sunny
October48.0°F (8.9°C)Light RainMostly Cloudy
November35.4°F (1.9°C)Light RainMostly Sunny
December26.8°F (-2.9°C)Light RainMostly Cloudy

Food and dining in Woodstock

Woodstock, Vermont is a haven for food lovers seeking distinctive local cuisines. One popular choice is Worthy Kitchen, a highly rated and highly popular restaurant that serves North American and New American dishes. Another option is Red Rooster at The Woodstock Inn and Resort, a moderately rated but highly popular restaurant offering North American gastropub fare. For those craving pizza, Maplefield At Woodstocks is a moderately rated restaurant and pizzeria that is also highly popular. Whether you're in the mood for classic American dishes or unique twists on local favorites, Woodstock has a range of restaurants to satisfy your taste buds.

How do I find a great hotel with Travelocity?

Ensure your entire crew experiences an unforgettable vacation. Utilize the family-friendly badge on our platform to find hotels that offer special amenities for children. Our custom filters will help you narrow down options to hotels in close proximity to popular attractions, with enhanced cleaning measures, and within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules require hassle-free trips. Our aim is to provide stress-free travel every time you and your family book with us so that you can spend less time worrying and more time creating cherished memories. To that end, we will assist you in finding and planning your perfect trip, while also offering transparent pricing and trustworthy reviews. Additionally, our 24/7 customer support ensures assistance before, during, and after your vacation.

How can I save money on my trip to Woodstock?

When planning your trip to Woodstock, Vermont, consider visiting during the less popular season of February-April to save money. Another way to save is by bundling your flights, hotel, and car bookings together for a discounted price. While in Woodstock, take advantage of the inexpensive local affinities such as exploring the beautiful countryside, visiting the small town's historical sites, and browsing the charming shops for unique finds. These activities offer affordable ways to enjoy the local culture and attractions.

Frequently asked questions

What are the top kid-friendly hotels in Woodstock?
Family vacations are where treasured memories are made, but it's no secret that traveling with children can be difficult. These kid-friendly Woodstock hotels offer perks that aim to keep guests of all ages comfortable and happy: Your crew will enjoy staying at Woodstock Inn & Resort. A swimming pool and a sauna are a few of the things that help make this place a favorite. Otherwise, spend your Woodstock getaway at The Blue Horse Inn. Take advantage of a swimming pool, a picnic area and more here.
Where can I find cheap hotels in Woodstock?
At Travelocity you'll find really nice hotels in Woodstock at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Woodstock rather than in Woodstock. We may find you even better rates, too.
How do I find the best Woodstock hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Woodstock then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Woodstock?
The cheapest hotel in Woodstock is $128. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Woodstock?
There are 2,635 hotels in Woodstock on Travelocity.
What are the best hotels in Woodstock?
Woodstock has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Woodstock for you!
When is the best time to visit Woodstock?
If you want the joy of a fun-filled trip in peak season, visit Woodstock during January, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as July, November and December.
When is the cheapest time to stay in Woodstock?
Based on historic data is usually the cheapest month to visit Woodstock. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Woodstock?
There are multiple hotels in Woodstock that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Woodstock. We have plenty of kid-friendly hotels in Woodstock to choose from on Travelocity!
Why book a hotel in Woodstock through Travelocity?
Because we have the top hotels in Woodstock! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Woodstock on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Woodstock hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity