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Our top choices for Stamford hotels

Lobby
Vacation Village in the Berkshires

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2170)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ￥16,166
￥19,764 total
includes taxes & fees
Dec 14 - Dec 15
Vacation Village in the Berkshires
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1004)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ￥19,348
￥21,611 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hotel Downstreet, an Ascend Collection Hotel
Exterior
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1001)
Nestled in Bennington, this hotel offers complimentary continental breakfast, WiFi, and parking. Enjoy the seasonal outdoor pool, tennis court, and fitness center after a day on nearby slopes. Guests consistently praise the helpful staff, clean rooms, and excellent value.
"Great location near historic downtown area, nice rooms. Overall, a very pleasant stay."
United States
Richard
The price is ￥15,760
￥17,178 total
includes taxes & fees
Dec 21 - Dec 22
Hotel Vervana, Trademark Collection by Wyndham
Exterior
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (446)
"It is the perfect place to stay!"
United States
Darrell
The price is ￥22,336
￥28,423 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Porches Inn at Mass MoCA
Reception
The Villager Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (764)
Immerse in the tranquility of Williamstown at this cozy retreat with free continental breakfast and WiFi. Located near Mountain Meadow Preserve and Williamstown Trailhead, this motel offers clean rooms and exceptionally helpful staff.
"It's very good for stay over"
United States
Frances
The price is ￥10,729
￥11,984 total
includes taxes & fees
Dec 14 - Dec 15
The Villager Motel
Lobby
Best Western Bennington

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (942)
This serene hotel offers a seasonal outdoor pool and fitness center for active travelers. Located near Bennington Museum with free breakfast, WiFi, and parking. Guests praise the quiet atmosphere and friendly staff who enhance the convenient experience.
"Great stay"
United States
TONY
The price is ￥16,448
￥17,928 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Best Western Bennington
Front of property - evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (549)
Nestled near Williams College, this inviting hotel offers free WiFi and parking plus a fitness center. Savor American cuisine at The Barn Kitchen & Bar, unwind on the terrace, or explore nearby Denison Park. Helpful staff enhance your stay.
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is ￥30,647
￥34,232 total
includes taxes & fees
Dec 23 - Dec 24
The Williams Inn
Property amenity
Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
2.5 star property
Williamstown
8.8 out of 10, Excellent, (394)
Guests love the attentive service and complimentary breakfast at this welcoming hotel. Located near Colonial Plaza, it offers an indoor pool for year-round enjoyment, 24-hour fitness center, and convenient amenities including free WiFi and parking.
"our stay was great."
United States
nathaniel
The price is ￥24,412
￥27,269 total
includes taxes & fees
Dec 23 - Dec 24
Fairfield Inn & Suites by Marriott Williamstown
Property grounds
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (588)
Dive into adventure at this Williamstown motel near Linear Park, offering a refreshing seasonal outdoor pool. With free breakfast, WiFi, and parking, plus nearby skiing opportunities, guests consistently praise the helpful staff, clean rooms, and overall value.
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is ￥15,394
￥17,195 total
includes taxes & fees
Dec 23 - Dec 24
Maple Terrace Motel
Exterior
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (987)
Experience mountain magic at this ski-in/ski-out resort featuring 2 restaurants, 2 bars, and an outdoor pool. Condos include microwaves and DVD players, while the property offers ski storage, rentals, and lessons just steps from Mountain Coaster.
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥27,976
￥31,250 total
includes taxes & fees
Dec 15 - Dec 16
Jiminy Peak Mountain Resort
View from property
Williamstown Motel

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.4 out of 10, Exceptional, (314)
Mountain getaway in Williamstown offers complimentary continental breakfast, WiFi, and parking. Adventure seekers can enjoy cross-country skiing and snowboarding in the vicinity. Relax in the garden or terrace after exploring Colonial Plaza and Lower Linear Park.
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
The price is ￥15,425
￥17,230 total
includes taxes & fees
Dec 14 - Dec 15
Williamstown Motel
Exterior
Berkshire Valley Inn

Berkshire Valley Inn

Berkshire Valley Inn
2.5 star property
Williamstown
9.2 out of 10, Wonderful, (564)
Mountain adventures await at this Williamstown retreat near Jiminy Peak Mountain Resort. Enjoy free breakfast, WiFi, and parking before hitting nearby hiking trails or ski slopes. The seasonal outdoor pool offers refreshing relaxation after exploring Brodie Mountain.
"We had a short but pleasant stay. "
United States
Scott
The price is ￥18,791
￥20,990 total
includes taxes & fees
Dec 14 - Dec 15
Berkshire Valley Inn
Library
South Shire

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
Experience the essence of Vermont at this charming inn. Located near Bennington Arts Guild Gallery, guests can explore local attractions before relaxing with a drink at the on-site bar. The friendly staff receives consistent praise from travelers.
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is ￥26,798
￥30,908 total
includes taxes & fees
Dec 18 - Dec 19
South Shire
Exterior
Deerfield Valley Inn

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
This charming B&B in West Dover offers free WiFi and parking, with Mount Snow just minutes away. Outdoor enthusiasts will love the nearby hiking trails, mountain biking, and cross-country skiing opportunities.
"We had a lovely time staying here. "
United States
Jeff
Deerfield Valley Inn
Lobby sitting area
Knotty Pine

Knotty Pine

Knotty Pine
2.5 star property
Bennington
9.2 out of 10, Wonderful, (29)
"The rooms were clean and well maintained. The staff was friendly. It is just a motel. "
United States
Martha
The price is ￥17,139
￥18,682 total
includes taxes & fees
Dec 14 - Dec 15
Knotty Pine
Double Room | Terrace/patio
Chalet 239

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (89)
Just 5 minutes from Mount Snow, this charming West Dover motel offers free on-the-go breakfast and convenient parking. Enjoy complimentary WiFi and snowmobiling access while staying close to Mount Snow Golf Course.
"Great place for a quick trip to VT!"
United States
Rory
The price is ￥20,895
￥22,984 total
includes taxes & fees
Dec 15 - Dec 16
Chalet 239
Indoor pool
Hampton Inn Bennington

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1002)
Explore the Green Mountains from this welcoming hotel, minutes from historic Bennington Battle Monument. Enjoy the indoor pool after a day of sightseeing, plus complimentary breakfast and parking. Helpful staff receive consistent praise from fellow travelers.
"Second time staying on the first"
United States
Olivia
The price is ￥21,548
￥23,487 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Bennington
Exterior
Huttopia Berkshires

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
Escape to this rustic campground in Williamstown, where adventures beckon with hiking trails and outdoor swimming. Just minutes from Jiminy Peak Mountain Resort and Mountain Coaster, nature enthusiasts will appreciate the scenic setting and convenient free parking.
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is ￥26,449
￥29,543 total
includes taxes & fees
Dec 14 - Dec 15
Huttopia Berkshires
Exterior
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort
3.0 star property
West Dover
8.8 out of 10, Excellent, (243)
Right at the base of Mount Snow, this resort offers direct slope access for maximum skiing time. After a day outdoors, unwind with hot stone massages at the full-service spa or enjoy dinner at Harriman's Restaurant. An outdoor pool, fitness center, and bar complement the free WiFi and parking.
"Great place to stay!"
United States
Sonia
The price is ￥34,844
￥41,701 total
includes taxes & fees
Dec 15 - Dec 16
Mount Snow Grand Summit Resort
Restaurant
The White House Inn

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (262)
Enjoy a charming Vermont getaway with on-site dining and a welcoming bar/lounge. Located near South Main Street and Pettee Memorial Library, this hotel offers free WiFi, complimentary parking, and peaceful garden views. Helpful staff ensure a pleasant stay.
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is ￥25,749
￥28,323 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The White House Inn
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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Stay near popular Stamford attractions

Stamford Town Hall

After visiting Stamford Town Hall, make a plan to see the other sights and activities in Stamford.
See properties

Top Stamford Hotel Reviews

Knotty Pine

Knotty Pine

10/10 Excellent
"Yes"
Clark 3-night trip
Posted 4 days ago
Knotty Pine

More cheap stays in Stamford

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT
The price is ￥15,760 per night from Dec 21 to Dec 22
￥15,760
￥17,178 total
Dec 21 - Dec 22
includes taxes & fees
8.2/10 Very Good! (999 reviews)

Frequently asked questions

What's the best place for a stay in Stamford?
Vacation Village in the Berkshires, located 17.4 mi (28 km) from the heart of Stamford, is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Hotel Downstreet, an Ascend Collection Hotel and The Williams Inn. See all available top hotels, or vacation rentals in Stamford.
What are some of the best vacation rentals in Stamford?
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.: This vacation home rental near Stamford is located in the mountains and has a fireplace, a patio, and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub. See all vacation rentals in Stamford.
If I need to cancel my hotel reservation in Stamford, will I receive a refund?
Yes, you'll find most hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Stamford.
Where can I learn more about changing or cancelling my trip to Stamford?
For additional details about picking new dates or cancelling your trip to Stamford, go to https://www.expedia.com/service/.
What are some hotels with pools in Stamford?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel and Mount Snow Grand Summit Resort are a couple of other choices that offer an onsite pool. View all hotels with pools in Stamford.
What is the best accommodation for staying close to Pittsfield Municipal Airport (PSF)?
Best Western Plus Berkshire Hills Inn & Suites is a popular hotel, featuring free breakfast and free parking. It's located a short 1.2 mi (1.9 km) from Pittsfield Municipal Airport. Other places to stay close to the airport are Berkshire Inn and Heart of the Berkshires Motel.
What is staying in Stamford like?
Visitors to Stamford are sure to find plenty to explore and enjoy. A top sight in the area is Mount Snow. In Stamford, there are 5 hotels and other accommodations to choose from. Find out more about Stamford.
What are the top places to visit in Stamford?
Favorite places to visit include Clarksburg State Park, Green Mountain National Forest, and Stamford Town Hall. Additionally, you'll find Mount Snow in the area. Check out what more to see and do in Expedia's Stamford guide.
What's the weather like in Stamford?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stamford are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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