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Compare hotels in Stockbridge with room rates, reviews, and availability. Most hotels are fully refundable.

My Place Hotel-Randolph VT

2.0 star property
9.4 out of 10, Exceptional, (221)
"Very nice accommodations and convenient location."
The price is AU$268
includes taxes & fees
27 July - 28 July
My Place Hotel-Randolph VT

Off Grid Glamping Shed with River Access

2.0 star property
The price is AU$145
includes taxes & fees
15 July - 16 July
Off Grid Glamping Shed with River Access

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

2.0 star property
10.0 out of 10, Exceptional, (15)
"It is not luxurious, but is absolutely unique and fun! We loved it!"
The price is AU$221
includes taxes & fees
26 July - 27 July
Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (249)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (147)
"Loved the cabin. Great access to Sugarbush and all the MR valley has to offer. The hosts could not be nicer."
The price is AU$676
includes taxes & fees
15 July - 16 July
Stetson Hollow Cabin by Stetson Brook

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

9.4 out of 10, Exceptional, (76)
"Great place to stay and great host!"
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

Cozy Cabin Retreat

10.0 out of 10, Exceptional, (28)
"This cabin was perfect! Clean and lovely - loved opening the back door and hearing the brook go by in the back yard. The hosts were super kind and considerate. Loved meeting their puppies! Would go back in a heartbeat - super convenient to the highway and easy to get to and from."
Cozy Cabin Retreat

ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE

5.0 out of 10, (2)
"My husband and I stayed here for one night during this beautiful fall season. Peter met us when we arrived and showed us around and was very accommodating. The layout of the church is wide open. With antiques, unique collectibles, and interesting artifacts that were placed to be aesthetic to the eye. Yes, there were antique knives and antique toy guns, which added to the unique character of this VRBO. The feel of the house is that it is much loved and there is much thought into what goes in it...
The price is AU$1,327
includes taxes & fees
15 July - 16 July
ROMANTIC SPIRITUAL FAIRYTALE EUROPEAN TYPE COWBOY/INDIAN CASTLE

The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow

10.0 out of 10, Exceptional, (1)
"Perfect size little cabin that was warm and dry, a perfect refuge after a week of camping! Lovely property with everything we needed, and we loved seeing the baby cows every morning. Location was great and close to many trails in the national forest. "
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow

Secluded retreat in the trees

10.0 out of 10, Exceptional, (23)
"The place was great ,it fit into our budget and the owners were more than helpful."
The price is AU$404
includes taxes & fees
17 July - 18 July
Secluded retreat in the trees

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (500)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Luxe 14-acre Vermont Countryside Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This home has it all! Beautifully decorated, cozy fireplace, spacious private surroundings, the BEST claw foot bathtubs, mountain and star views magnificent! We had 12 people and the home’s size afforded us all plenty of privacy. Great stove in kitchen. Plenty of firewood stacked. Off grid living was cool! No TVs! Such a needed break from the seasonal chaos! Highly recommend ❤️"
Luxe 14-acre Vermont Countryside Lodge!

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

9.8 out of 10, Exceptional, (45)
"Clean property, beautiful views, definitely would stay again! "
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more

9.2 out of 10, Wonderful, (11)
"Everything was perfect "
Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi

Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi

1875 Modern Renovated 7 Acres with Post & Beam Barn and Charm - Close to Skiing

9.4 out of 10, Exceptional, (34)
"We had a great stay, the newly renovated kitchen is gorgeous, the bathtub upstairs is huge. We slept well and had everything we needed. We shopped at Bergamot & Amor, had lunch at Sarducci’s in Montpelier & enjoyed the warmth of the pellet stove in the evenings."
The price is AU$700
includes taxes & fees
28 July - 29 July
1875 Modern Renovated 7 Acres with Post & Beam Barn and Charm - Close to Skiing

Romantic Retreat secluded in Vermont with WiFi and AC included

2.0 star property
Romantic Retreat secluded in Vermont with WiFi and AC included

Dreamy Artist Chalet in Secluded Historic Village

8.8 out of 10, Excellent, (6)
"The chalet was cozy and comfortable. I didn’t not expect this level of comfort in the middle of a forest. The drive from the country road did scare me a little bit. "
The price is AU$674
includes taxes & fees
4 Aug - 5 Aug
Dreamy Artist Chalet in Secluded Historic Village

The Apartment at Sky Hollow, The Apartment at Sky Hollow

The Apartment at Sky Hollow, The Apartment at Sky Hollow

Cozy renovated barn apartment on first floor

9.4 out of 10, Exceptional, (9)
"Beautiful setting and lovely stay!"
Cozy renovated barn apartment on first floor
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.
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Guide to exploring around Stockbridge

Guide to exploring around Stockbridge

Top reasons to visit Stockbridge

  • Stunning Outdoor Activities: Stockbridge is a haven for adventure lovers, featuring skiing, hiking, and fly fishing in beautiful natural settings.
  • Charming Local Markets: Experience the vibrant Stockbridge market, showcasing unique goods and fresh produce reflective of local culture.
  • Family-Friendly Attractions: Perfect for family holidays, the area offers a blend of adventure and relaxation amidst stunning scenery.
  • Quaint Nearby Towns: Explore delightful neighbouring towns that capture the charm of the Hampshire countryside.
  • Diverse Accommodation Options: From luxurious hotels to cosy agritourism stays, there's a perfect base for every traveller.

Find great hotels near Stockbridge

Discover the charm of Stockbridge, Vermont, where a variety of hotel accommodations await your arrival. Whether you're seeking an adventurous getaway, a family-friendly retreat, or a pet-friendly escape, Stockbridge offers a range of options to suit every traveller's needs. From the renowned Grosvenor Stockbridge Hotel to cozy agritourism properties, you're sure to find the perfect base for your exploration of this picturesque region.

  • Killington Mountain Lodge, Tapestry Collection by Hilton: Embrace the spirit of adventure at Killington Mountain Lodge, a 3.5-star hotel offering a unique blend of business and recreational experiences. Located approximately 16.1km from Stockbridge, this lodge is perfect for those seeking a vibrant atmosphere suited for both corporate travellers and adventure seekers. The property features multiple meeting rooms, an accessible business centre, and ample conference space, making it ideal for business events. Additionally, guests can indulge in various outdoor activities nearby, including mountain biking, snowboarding, and skiing, ensuring an exhilarating stay for all.
  • Best Western Inn & Suites Rutland-Killington: Located around 22.5km from Stockbridge, the Best Western Inn & Suites Rutland-Killington provides a pet-friendly haven for adventure enthusiasts. This hotel caters to families and pet owners, allowing dogs with certain restrictions. Guests can enjoy a plethora of adventurous activities nearby, such as snowboarding, windsurfing, and rafting. With comfortable accommodations and a welcoming atmosphere, this property is a great choice for those looking to explore the great outdoors with their furry companions.
  • The Mountain Inn at Killington: Nestled 17.7km from Stockbridge, The Mountain Inn at Killington welcomes all travellers, with a special focus on the LGBTQIA community. This charming hotel offers a golf-themed experience alongside various outdoor adventures like horse riding, skiing, and hiking. Guests appreciate the inclusive atmosphere and the opportunity to engage in both relaxation and recreation. With its rich affiliation to LGBTQI travel guides, this inn is a delightful choice for those seeking a warm and welcoming environment while enjoying the natural beauty of Vermont.

Where to stay in and around Stockbridge

Stockbridge, Vermont, is a charming destination perfect for adventure seekers and families alike. Nestled in the heart of the picturesque countryside, you'll find an array of outdoor activities, from skiing to hiking. Explore the enchanting local scenery and friendly atmosphere, and don't miss the quaint nearby towns offering delightful experiences reminiscent of the Hampshire countryside. Whether it's a romantic getaway or a family vacation, Stockbridge has something special for everyone.

  • Killington: Situated a mere 11.3km from Stockbridge, Killington is a bustling city renowned for its seasonal charm. The area transforms into a winter wonderland from November to January, attracting adventure seekers keen on skiing and sports. With its expansive ski fields and well-equipped ski resorts, Killington offers thrilling slopes for all skill levels. Visitors can also enjoy the stunning natural beauty surrounding the city, including majestic mountains, tranquil lakes, and picturesque valleys, making it a perfect getaway for both winter sports enthusiasts and nature lovers alike.
  • Pittsfield: Just 4.8km from Stockbridge, the city of Pittsfield boasts a year-round appeal, with peak visitor numbers from July to September. This charming destination is popular for skiing and outdoor adventures, featuring access to numerous ski fields and resorts. Pittsfield is enveloped by beautiful valleys and pristine lakes, providing a scenic backdrop for hiking, fishing, and other outdoor activities. Whether you're hitting the slopes in winter or exploring the vibrant landscape in warmer months, Pittsfield is a delightful destination for all types of travellers.
  • Gaysville: Nestled in the heart of Stockbridge, Gaysville is a quaint village that offers a unique blend of ski and outdoor experiences. With visitor numbers peaking in January to February and October, Gaysville is a hidden gem for those seeking adventure without the busyness of larger cities. Enjoy the nearby ski fields and resorts, or explore the stunning valleys and lakes that define the village's charm. Gaysville’s welcoming atmosphere and access to natural beauty make it an ideal spot for a peaceful retreat while still providing plenty of outdoor activities.

Things to do near Stockbridge

Stockbridge, Vermont, is an ideal destination for outdoor enthusiasts, offering thrilling activities like skiing at its renowned ski resort. Enjoy fly fishing in the nearby rivers or tee off at the Stockbridge Golf Club for a relaxing day. This picturesque locale is perfect for a family holiday, providing a blend of adventure and relaxation amidst stunning natural scenery.

Shopping

For a delightful shopping experience in Stockbridge, visit Black Dog Sports for outdoor gear. If you're up for a drive, check out the Green Mountain Shopping Plaza for a variety of shops and the Red Wagon Toy Company for unique gifts and toys, both offering a charming atmosphere.

Recreation

Green Mountain National Golf Course offers a stunning outdoor experience with lush fairways and breathtaking views, perfect for golf enthusiasts. For a more relaxed atmosphere, the Killington School for Tennis provides a tranquil setting for tennis lessons and wellness activities. Montague Golf Club also features scenic landscapes for a delightful day of sport.

Adventure

At Killington Resort, located 17.7km from Stockbridge, you can indulge in exhilarating skiing and outdoor adventures amidst breathtaking landscapes. Pico Mountain, 16.1km away, offers thrilling sports activities, while Pico Peak, also 17.7km distant, provides a fantastic alpine experience for skiing enthusiasts.

Nightlife

In Stockbridge, the Playhouse Movie Theatre offers a charming cinematic experience just 16.1km away, perfect for a romantic night out. For adventure lovers, the Green Mountain Rock Climbing Center, 24.1km away, provides exciting family-friendly fun, while the Timber Ripper Mountain Coaster, 40.2km away, promises exhilarating thrills.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Stockbridge

For a budget-friendly trip to Stockbridge, consider visiting between April to May or November, as these months offer lower accommodation rates. Tuesdays are the cheapest days to stay, while Fridays tend to be pricier. Use Expedia to find great deals by filtering results based on your budget and preferred hotel type, including eco-friendly options. Additionally, you can save by bundling your hotel, flights, and activities into a package deal. Take advantage of local free activities and explore the area on foot or by bike to keep costs down.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Stockbridge are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Stockbridge is Tuesday. The most expensive day to stay in Stockbridge is Friday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your ideal location, and much more. You can organise your results to display prices from lowest to highest, helping you find the most affordable hotels first. Additionally, you have the option to refine your choices by hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations that are available for booking.
  • Consider bundling your trip: You can save money by combining your Stockbridge hotel accommodation with your flights and activities through an Expedia package deal.

Find the best attractions near Stockbridge

Stockbridge, Vermont, is a fantastic destination for ski enthusiasts and outdoor adventurers. Visitors can explore ski resorts, national parks, and museums that offer cultural experiences. For a taste of local life, don't miss the Stockbridge market, where you can find unique goods and fresh produce. With a variety of activities to suit every traveller, Stockbridge promises an unforgettable holiday.

  • Killington Resort: Experience the thrill of skiing at one of the largest ski resorts in the Eastern U.S., just 17.7km from Stockbridge. With diverse slopes and trails, it’s perfect for all skill levels, and the après-ski scene adds to the vibrant outdoor vibes.
  • Pico Peak: Also located 17.7km away, Pico Peak offers a more intimate skiing experience. Its picturesque trails and breathtaking views make it a must-visit for adventure seekers and nature lovers alike.
  • Silver Lake State Park: Just 12.9km from Stockbridge, this national park is a haven for outdoor enthusiasts. Enjoy hiking, fishing, and stunning scenery that showcases Vermont's natural beauty.

Best time to go to Stockbridge

The best time to visit Stockbridge is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January17.8°F (-7.9°C)Light RainMostly CloudySlightly LowAverage
February20.1°F (-6.6°C)Light RainMostly CloudySlightly LowSlightly High
March28.4°F (-2.0°C)Light RainMostly CloudyAverageAverage
April40.6°F (4.8°C)Light RainMostly CloudyAverageSlightly Low
May54.1°F (12.3°C)Light RainMostly SunnyAverageSlightly Low
June61.5°F (16.4°C)Light RainMostly SunnySlightly HighAverage
July67.5°F (19.7°C)Light RainMostly SunnySlightly HighAverage
August65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
September58.6°F (14.8°C)Light RainMostly SunnySlightly HighAverage
October46.9°F (8.3°C)Light RainMostly CloudyAverageSlightly High
November34.5°F (1.4°C)Light RainMostly CloudySlightly LowSlightly Low
December25.0°F (-3.9°C)Light RainMostly CloudyAverageSlightly High

The nearest major airports for your trip to Stockbridge

To reach Stockbridge, Vermont, you can fly into three major airports. Burlington International Airport (BTV) is 82.1km away, with nearby hotels like the DoubleTree by Hilton Burlington (3.2km from the airport) offering convenient transportation services. Lebanon Municipal Airport (LEB) is 40.2km from Stockbridge, with good options such as the Hanover Inn Dartmouth (8.0km away) and Hotel Coolidge (3.2km away). Lastly, Rutland Southern Vermont Regional Airport (RUT) is located 32.2km away, with accommodations like Killington Grand Hotel (16.1km distant) providing easy access. Each airport features a variety of transportation services to help you get to your destination.