Hotels in Woodstock
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Top Rated Woodstock Hotels

Woodstock Inn & Resort

The Shire Woodstock

506 On the River Inn

The Jackson

Sleep Woodstock Motel

The Vesper

Lincoln Inn & Gallery

Stay At Jimmy's

Comfort Inn Rutland - Killington

Align Inn Vermont

Killington Mountain Lodge, Tapestry Collection by Hilton

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
How much is a Woodstock hotel?
Check Woodstock hotel room prices by star rating

4 Star Hotels
Cheap Woodstock hotels options

Sleep Woodstock Motel
Top reasons to visit Woodstock
- Picturesque Countryside: Immerse yourself in the charm of Woodstock by exploring its picturesque countryside, full of breathtaking views and tranquil landscapes.
- Unique Shops and Galleries: Get your retail therapy fix at Woodstock's unique shops and galleries, where you'll find one-of-a-kind treasures and local artwork.
- Woodstock Sanctuary: Interact with rescued animals at the Woodstock Sanctuary and experience the joy of connecting with these beautiful creatures.
- Iconic Red Barns: Admire the iconic red barns that dot the landscape of Woodstock, a true testament to the town's rural charm.
- Thrilling Skiing at Killington Resort: Hit the slopes at Killington Resort and experience the thrill of skiing in Woodstock's winter wonderland.
Popular hotels in Woodstock
Woodstock, a charming town nestled in the heart of Vermont, offers a variety of hotel accommodations to suit every traveler's taste. Whether you're looking for a cozy bed and breakfast with a homemade breakfast to start your day or a luxurious resort with all the amenities, Woodstock has it all. With top hotels that provide exceptional service and stunning views, you'll find the perfect place to relax after a day of skiing. So, pack your bags and get ready for an unforgettable ski vacation in Woodstock!
- Killington Mountain Lodge, Tapestry Collection by Hilton - This 3.5-star hotel is located 13.6 miles away from Woodstock. It offers close proximity to the mountain, skiing, and a hot tub. With activities like snowboarding, snowshoeing, and snowmobile riding, this hotel is perfect for winter sports enthusiasts. It also features an indoor pool and golf facilities.
- Comfort Inn Trolley Square - Situated 22.7 miles from Woodstock, this 2.5-star hotel is known for its friendly staff and proximity to snow tubing, ziplining, and snowshoeing. It also offers activities like snowmobile riding and rock climbing. With skiing as one of its main attractions, this hotel is a great choice for a ski vacation.
- Fireside Inn & Suites West Lebanon - Located 10.1 miles away from Woodstock, this 2.5-star hotel features a hot tub, indoor pool, and friendly staff. It offers amenities such as connecting rooms, airport transportation, and a fitness center. With its proximity to a university and a fireplace, this hotel provides a comfortable stay for visitors.
Top things to see and do in Woodstock
Woodstock, Vermont is a charming town that offers a variety of activities for travelers to enjoy. Whether you're interested in exploring the picturesque countryside, browsing unique shops and galleries, or immersing yourself in the town's rich history, Woodstock has something for everyone. Some of the best places to visit include the Woodstock Sanctuary, where you can interact with rescued animals, and the Woodstock Gallery, which showcases local artwork. Don't miss the opportunity to admire the iconic red barns that dot the landscape. And when it comes to dining, Woodstock has a wide range of restaurants that cater to all tastes.
- Billings Farm and Museum: Immerse yourself in the rich history of Vermont's agricultural heritage at Billings Farm and Museum. Explore the charming farmstead and witness the daily activities of a working dairy farm. Delight in the picturesque views of the river and surrounding countryside. Take a hike through the scenic trails and enjoy the beauty of the landscape. Discover the architectural beauty of the historic buildings and learn about the region's past. Engage in birdwatching and soak in the serene atmosphere. A perfect blend of culture, nature, and history awaits you.
- Woodstock Town Hall Theatre: Step into the cultural heart of Woodstock at the Town Hall Theatre. Experience the magic of live performances in a charming theater nestled by the river. Be enchanted by the historic architecture and the cozy small-town atmosphere. Whether you're seeking romance, family fun, or entertainment, this theater has it all. Immerse yourself in the rich history of the region through captivating shows. Enjoy the scenic beauty of the countryside and the nearby mountains. A truly unforgettable cultural experience awaits you.
- Marsh-Billings-Rockefeller National Historical Park: Transport yourself to a bygone era at Marsh-Billings-Rockefeller National Historical Park. Step into a historic house surrounded by breathtaking natural beauty. Marvel at the stunning vistas of the river and mountains. Indulge in the thrill of skiing or revel in the tranquility of birdwatching. Experience the rich history and heritage of the region through hiking and exploring the scenic trails. Immerse yourself in the beauty of the blooming flowers and camp under the starry sky. A perfect blend of culture and nature awaits you at this national park.
Best places to visit in Woodstock
Woodstock, Vermont, is a charming ski vacation destination with a heart of gold. Experience the thrill of hitting the slopes at Killington Resort, soak in the cozy atmosphere of Woodstock Village, and explore the rich history at the Billings Farm & Museum. A winter wonderland awaits!
- West Woodstock: West Woodstock is a hidden gem for ski holidays. Nestled in a picturesque neighborhood, this region offers a unique experience for skiing enthusiasts. With charming cafes and friendly people, you can unwind after a thrilling day on the slopes. The nearby river adds to the relaxing atmosphere, perfect for nature lovers. If you're a foodie, the dining options here won't disappoint. From cozy restaurants to lively bars, you'll find something to satisfy your taste buds. And don't forget to explore the local library and shops for a touch of culture and retail therapy. Whether you're traveling with family or seeking a solo adventure, West Woodstock is the ultimate destination for a memorable ski vacation.
Seasonal travel trends of Woodstock
The popularity of Woodstock shows no change throughout the year. The most popular time to visit is between August and October, with a seasonal peak in September. The off-peak tourist season is from February and April, with March typically being the quietest month.
Check out the month-by-month weather chart for Woodstock to help you plan your next trip. With a monthly average of 68.7 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in October. Regardless of when you visit Woodstock, every season has a reason to stay.
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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 |
Local eateries in Woodstock
In Woodstock, Vermont, you'll discover a delightful food and dining culture that embodies the essence of New England. Indulge in the flavors of locally sourced ingredients and savor the taste of farm-to-table cuisine. Whether you choose to dine at Maplefield At Woodstocks, a highly popular pizzeria, or Red Rooster at The Woodstock Inn and Resort, known for its North American dishes, you'll be treated to a satisfying meal. For a taste of European French cuisine, The Prince & The Pauper Restaurant is a must-visit. Don't miss the opportunity to sample local beers and maple syrup, and perhaps unwind at a cozy wine bar after exploring the town's library. Experience Woodstock's culinary scene and create lasting memories.
Where is a good place to stay in Woodstock?
What are some of the best family-friendly hotels in Woodstock?
Book one of these hotels for your family's stay in Woodstock. Woodstock Inn & Resort is a resort offering an indoor pool, 4 restaurants, and free valet parking. You and your family can also consider 506 On the River Inn, a hotel offering a children's pool, a restaurant, and free parking.
What are some favorite hotels in downtown Woodstock?
These are some of the most popular hotels in central Woodstock:
- Woodstock Inn & Resort is a resort offering a full-service spa, a golf course, and 4 restaurants.
- The Shire Woodstock is a hotel offering free WiFi, free parking, and flat-screen TVs.
- The Vesper is a B&B offering free breakfast, free WiFi, and free parking.
Enjoy the local attractions in historic Woodstock including the shopping, and check out the riverfront. Sights to visit in the heart of Woodstock include Woodstock Town Hall Theatre, VINS Nature Center and Billings Farm and Museum.
What are the best hotels to stay near Woodstock Town Hall Theatre?
Woodstock Town Hall Theatre is a traveler favorite for a reason. Come and learn what makes this arts and culture attraction such a highlight. Located 0.2 miles from the center of Woodstock, it is easily reached from a number of accommodations. Base yourself at The Blue Horse Inn (0.1 miles) and you'll be there in no time. Woodstock Inn & Resort (0.1 miles away) and The Woodstocker B&B (0.2 miles away) are a couple more excellent options within the vicinity.
Woodstock hotels essential information
Accommodation | 2,635 hotels |
---|---|
Lowest Price | $124 |
Highest Price | $384 |
Popular hotels | Woodstock Inn & Resort, The Shire Woodstock, 506 On the River Inn, The Jackson , Sleep Woodstock Motel, The Vesper , Lincoln Inn & Gallery, Stay At Jimmy's, Comfort Inn Rutland - Killington, Align Inn Vermont, Killington Mountain Lodge, Tapestry Collection by Hilton, Holiday Inn Club Vacations Mount Ascutney Resort by IHG |
Booking tips for Woodstock
Booking tips for Woodstock
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Saving tips for your trip
When planning your trip to Woodstock, Vermont, consider visiting during the less popular season from February to April to save on travel expenses. To further save money, bundle your flights, hotel, and car bookings together for a discounted price. Once in Woodstock, take advantage of the local attractions that are inexpensive, such as exploring the charming countryside, visiting the small town's historical sites, and browsing the unique shops and boutiques for affordable finds.
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