Hotels in Stockbridge

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The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (155 reviews)
The price is $159
$175 total
includes taxes & fees
May 21 - May 22
The Trailside Inn

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (217 reviews)
Step into tranquility at this family-friendly retreat near Killington Resort. Enjoy Kent Bistro's dinner offerings and unwind in the sauna or hot tub. With free breakfast, a garden, and highly praised staff, you're perfectly positioned for Pico Mountain adventures.
The price is $142
$181 total
includes taxes & fees
May 25 - May 26
Mountain Meadows Lodge

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
Slopeside escape with free breakfast and parking, only minutes from Killington and Pico ski resorts. Travelers praise the value and helpful staff at this mountain haven, where outdoor adventures like hiking and cross-country skiing await right outside your door.
The price is $109
$120 total
includes taxes & fees
May 21 - May 22
Mountain Sports Inn

Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (680 reviews)
Just 10 minutes from Killington Resort, this charming hotel offers free breakfast, WiFi, and parking. Take a dip in the outdoor pool after exploring hiking trails or snowshoeing. Attentive staff ensure a pleasant stay in scenic Vermont.
The price is $169
$194 total
includes taxes & fees
May 24 - May 25
Greenbrier Inn

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
Just 5 minutes from Killington Resort, this quiet lodge offers a peaceful mountain escape. Dive into the outdoor pool, relax in the sauna after skiing, or enjoy a meal at the restaurant with a drink at the bar.
The price is $148
$162 total
includes taxes & fees
May 20 - May 21
North Star Lodge and Resort

Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (188 reviews)
Surrounded by Vermont's mountains, this cozy inn offers a peaceful stay just minutes from Killington and Pico ski resorts. Enjoy free WiFi and parking, plus a charming picnic area for outdoor relaxation after slopes adventures.
The price is $138
$152 total
includes taxes & fees
May 25 - May 26
Après Inn Killington

Killington Haus

Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (43 reviews)
The price is $127
$140 total
includes taxes & fees
May 24 - May 25
Killington Haus

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (119 reviews)
Embrace Vermont's natural beauty at this ski-in/ski-out resort with cross-country trails and a private beach. Relax with spa treatments after tennis matches or fitness sessions, then savor American cuisine at Highlands Dining Room or unwind at the bar.
The price is $325
$354 total
includes taxes & fees
May 20 - May 21
The Mountain Top Inn & Resort

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,009 reviews)
Experience the ultimate ski vacation with slopeside convenience. This mountain retreat offers free breakfast and parking, plus an outdoor pool to relax after hitting the slopes. Near both Killington and Pico Mountain resorts, you'll appreciate the helpful staff and cozy bar/lounge.
The price is $149
$172 total
includes taxes & fees
May 20 - May 21
The Mountain Inn at Killington

Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (394 reviews)
Escape to this cozy B&B near prime skiing at Killington and Pico Mountain. Unwind in private hot tubs after a day on the slopes, or stroll to nearby restaurants and shops. The quiet, homey atmosphere lets you fall asleep to natural sounds with windows open.
The price is $115
$140 total
includes taxes & fees
Jun 4 - Jun 5
Snowed Inn

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,000 reviews)
The price is $122
$134 total
includes taxes & fees
May 25 - May 26
Killington Mountain Lodge, Tapestry Collection by Hilton

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (429 reviews)
Escape to this charming Vermont inn, just minutes from Killington Resort. Enjoy free breakfast before hitting the slopes, or relax in the seasonal outdoor pool after a sauna session. The 24-hour gym and cozy bar offer perfect spots to unwind between mountain adventures.
The price is $205
$223 total
includes taxes & fees
May 20 - May 21
The Vermont Inn

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
Wake up to adventure in this Killington vacation home with free WiFi. Located within a 10-minute drive of both Killington Resort and Pico Mountain, you'll find the perfect base for skiing thrills and mountain exploration.
The price is $214
$792 total
includes taxes & fees
May 20 - May 21
Breakaway House by Killington Vacation Rentals

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (452 reviews)
This business-friendly hotel in Randolph Center offers complimentary WiFi and parking near Whale Dance Sculpture and Montague Golf Club. Just 6 minutes from Randolph Station and 24 minutes from Montpelier airport, with round-the-clock front desk assistance.
The price is $122
$133 total
includes taxes & fees
Jun 3 - Jun 4
My Place Hotel-Randolph VT

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (24 reviews)
Warm mountain escape with ski-trail access and an indoor pool for year-round relaxation. Enjoy free parking and nearby hiking trails while staying close to both Killington Resort and Pico Mountain for thrilling winter adventures.
The price is $220
$295 total
includes taxes & fees
May 20 - May 21
Mountain Green

Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,001 reviews)
Enjoy a serene stay just 10 minutes from Pico Mountain Ski Resort with complimentary shuttle and breakfast. After skiing, unwind at the seasonal outdoor pool, tennis court, or 24-hour fitness center. Clean rooms and helpful staff enhance your Vermont adventure.
The price is $170
$187 total
includes taxes & fees
May 25 - May 26
Best Western Inn & Suites Rutland-Killington

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (580 reviews)
Set in a serene landscape just outside Woodstock, this cozy motel offers the perfect basecamp for Killington and Sugarbush skiing adventures. Clean, peaceful rooms welcome you after days of outdoor exploration. Enjoy free WiFi, parking, and proximity to the Ottaquechee River.
The price is $86
$130 total
includes taxes & fees
May 20 - May 21
Sleep Woodstock Motel

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (70 reviews)
Tucked in charming Woodstock, this inn provides a cozy retreat with a welcoming fireplace in the lobby. Explore the nearby Union Arena Community Center or wander along the scenic Ottaquechee River. Convenient free WiFi and self parking make your Vermont adventure seamless.
The price is $120
$132 total
includes taxes & fees
May 20 - May 21
Lincoln Inn & Gallery

Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (1 review)
The price is $259
$284 total
includes taxes & fees
May 26 - May 27
Deer Brook Inn

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
8.8 out of 10, Excellent, (211 reviews)
Embrace alpine adventure at this ski-in/ski-out haven featuring 2 hot tubs and an outdoor pool. After thrilling runs at Killington Resort, relax at the full-service spa. The bar and restaurant offer perfect après-ski unwinding near Pico Mountain.
The price is $232
$272 total
includes taxes & fees
May 20 - May 21
Killington Grand Hotel
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.

Top landmarks in Stockbridge

Learn more about Stockbridge

Stockbridge is well-known for its attractions such as Green Mountain National Forest and Les Newell Wildlife Management Area.

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Frequently asked questions

What accommodations do travelers like in Stockbridge?
Guests like Mountain Sports Inn.
Can I book a refundable hotel in Stockbridge?
If you want the flexibility to change your plans to Stockbridge, most hotels offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Stockbridge if I want a vacation home instead of a hotel?
Browse 13 vacation homes on our site. You can also book one of the 5 chalets for your stay.
What will the weather in Stockbridge be like during my vacation?
July and August are typically the warmest months in Stockbridge when the average temp is 63°F. January and February are the coldest months when the average temperature is 23°F. July and June are the months with the most rain.
Why should I book my Stockbridge hotel with Hotels.com?
There are lots of reasons to book your Stockbridge trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.