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Top Woodstock hotels

Deer Brook Inn

Deer Brook Inn

3 out of 5
4548 W Woodstock Rd Woodstock VT
$220 nightly
The price is $242 total per night from Nov 1 to Nov 2
$242 total
Nov 1 - Nov 2
Total with taxes and fees
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and climate control. Popular attractions Ottaquechee River and Union Arena Community Center are ...
"I highly recommend Deer Brook Inn. The photos don’t do it justice. It’s beautiful, cozy, well-kept and everything you’d want for a Vermont getaway. The innkeepers may be some of my favorite humans I’ve ever met. Their energy is bright and peaceful which reflects into the energy of the inn. They have ..."

Reviewed on Oct 17, 2026

Opens in a new windowDeer Brook Inn
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

Woodstock VT
This vacation home features a garden, laundry facilities, and barbecue grills.
"Sharen and Mike were excellent hosts. Very responsive and friendly. House is stocked with the essentials you would need. Bed was comfortable. It was great to be able to stay there with my dog and plenty of outdoor space to roam. Not far from the center of Woodstock for restaurants and shopping as ..."

Reviewed on Oct 21, 2026

Opens in a new windowClassic, cozy farmhouse in the 4 season playground of VT's prettiest town!
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
$176 nightly
The price is $194 total per night from Nov 5 to Nov 6
$194 total
Nov 5 - Nov 6
Total with 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, ...
"It was very nice and quaint. The gentleman Sean, I believe his name that served wine and cheese was a very friendly person and and funny. The restaurant was good. The only thing we were on the third floor and that was hard for us since we were 78 years old. Oh"

Reviewed on Oct 25, 2026

Opens in a new windowThe Jackson
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road Woodstock VT
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $95 total per night from Oct 27 to Oct 28
$95 total
Oct 27 - Oct 28
Total with 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 ...
"Convenient, clean and well stocked motel room. Did just what we needed for the 1 night stay. I even left behind two pieces of clothing which the staff have very kindly agreed to help ship back to me - most appreciated!"

Reviewed on Oct 25, 2026

Opens in a new windowSleep Woodstock Motel
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$409 nightly
The price is $450 total per night from Nov 16 to Nov 17
$450 total
Nov 16 - Nov 17
Total with 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 ...
"Amazing venue for our wedding!"

Reviewed on Oct 25, 2026

Opens in a new windowWoodstock Inn & Resort
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$181 nightly
The price is $200 total per night from Nov 15 to Nov 16
$200 total
Nov 15 - Nov 16
Total with 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 ...
"Great place would stay again"

Reviewed on Oct 25, 2026

Opens in a new windowOn The River Inn
The Vesper

The Vesper

3 out of 5
21 Pleasant St Woodstock VT
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $182 total per night from Nov 9 to Nov 10
$182 total
Nov 9 - Nov 10
Total with 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 ...
"Not very comfortable , broken or in need of repair toilet holder , mold in some grout in tub , road noise , not enough towels provided. For the price we paid it should have been more equipped cold oatmeal , not a hot breakfast"

Reviewed on Oct 19, 2026

Opens in a new windowThe Vesper
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $152 total per night from Nov 9 to Nov 10
$152 total
Nov 9 - Nov 10
Total with 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.
"Friendly staff, large room with beautiful property & riverview."

Reviewed on Oct 25, 2026

Opens in a new windowThe Shire Woodstock
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
2709 Woodstock Rd Woodstock VT
Fully refundableReserve now, pay when you stay
$208 nightly
The price is $229 total per night from Nov 25 to Nov 26
$229 total
Nov 25 - Nov 26
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a picnic area are also provided.
"The property is situated on a beautiful site. The owner Luke is very pleasant and helpful. The room was smaller than expected. They offered a nice coffee/tea counter but no continental breakfast despite having a nice dining area."

Reviewed on Oct 24, 2026

Opens in a new windowLincoln Inn & Gallery
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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
$86 nightly
The price is $95 total per night from Oct 27 to Oct 28
$95 total
Oct 27 - Oct 28
Total with taxes and fees
9.6/10 Exceptional! (644 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 $95. 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 2,759 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.

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