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Top Woodstock hotels

Stay At Jimmy's
"Very cool space- a lottle unorthodox, but so much the better!"
Reviewed on Mar 16, 2026

The Jackson
"Staff not helpful. Asked for a change in reservation and was denied. Woodstock is over rated"
Reviewed on Jul 25, 2026

Sleep Woodstock Motel
"This place was the BEST find!!! It was sparkling clean, everything new, everything you could possibly need. Keyless Entry works very well. Very dog friendly including dog bones, bowls, towel etc. The town of Woodstock is adorable so I will be back so I can explore more!!!!"
Reviewed on Jul 25, 2026

Woodstock Inn & Resort
"Quaint New England charm with beautifully maintained grounds. We enjoyed both the spa and the Red Rooster restaurant which were both wonderful. There was a wedding onsite one night while we were there and while beautiful, made it difficult to enjoy the outside fire and smores that evening as it was ..."
Reviewed on Jul 27, 2026

On The River Inn
"Very well-maintained property and nice guest rooms and dining room/bar is beautiful. The country breakfast was also a plus. Would definitely come back here!"
Reviewed on Jul 28, 2026

The Vesper
"Great easy parking and seamless entry. Good stay."
Reviewed on Jul 23, 2026

Lincoln Inn & Gallery
"We loved the property and the grounds. We were able to use the full kitchen in the common area off the main house. The rooms were clean and the bed was luxurious. The fire pit was an added bonus. We will definitely book again."
Reviewed on Jul 26, 2026

The Shire Woodstock

Deer Brook Inn
Cheap Woodstock hotels

Sleep Woodstock Motel
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 name | Type | Stars | Description |
| Woodstock Inn & Resort | Resort | 4.5 | This 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 Woodstock | Hotel | 3.0 | With 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 Motel | Motel | 2.0 | If 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.
- 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.
- 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.
- 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!
- 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.
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 Month | Temperature | Precipitation | Cloudiness |
| January | 19.6°F (-6.9°C) | Light Rain | Mostly Cloudy |
| February | 21.6°F (-5.8°C) | Light Rain | Mostly Cloudy |
| March | 29.7°F (-1.3°C) | Light Rain | Mostly Cloudy |
| April | 42.1°F (5.6°C) | Light Rain | Mostly Cloudy |
| May | 55.2°F (12.9°C) | Light Rain | Mostly Sunny |
| June | 62.8°F (17.1°C) | Light Rain | Mostly Sunny |
| July | 68.7°F (20.4°C) | Light Rain | Mostly Sunny |
| August | 66.9°F (19.4°C) | Light Rain | Mostly Sunny |
| September | 59.7°F (15.4°C) | Light Rain | Mostly Sunny |
| October | 48.0°F (8.9°C) | Light Rain | Mostly Cloudy |
| November | 35.4°F (1.9°C) | Light Rain | Mostly Sunny |
| December | 26.8°F (-2.9°C) | Light Rain | Mostly 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
Recent Woodstock hotel reviews by fellow wanderers

On The River Inn
"Very well-maintained property and nice guest rooms and dining room/bar is beautiful. The country breakfast was also a plus. Would definitely come back here!"
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