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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Resort in Stamford

Mount Snow Grand Summit Resort
Relax in two comfortable rocking chairs by a crackling fire pit surrounded by a serene landscape.

Mount Snow Grand Summit Resort

3.0 star property
8.6 out of 10, Excellent, (203)
"Very nice being right on the mountain. "
The price is NZ$299
includes taxes & fees
29 July - 30 July
Mount Snow Grand Summit Resort
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Cozy seating area with a fireplace, bench, and sofa, perfect for relaxing.

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.

2.0 star property
10.0 out of 10, Exceptional, (41)
"The room was larger than expected and VERY clean. It had everything I needed for a pleasant and relaxing stay while attending the Berkshire Yoga Festival at Jiminy Peak. "
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
Bentley Brook the perfect home base for exploring nearby Berkshire County
Set amidst lush greenery, this hotel features a traditional facade with evenly spaced windows and balconies.

Bentley Brook the perfect home base for exploring nearby Berkshire County

10.0 out of 10, Exceptional, (1)
"We just spent a couple nights here but enjoyed our time here. There was plenty of room for 4 people and it was a close walk to the base of Jiminy Peak for the adventure park. Staff was helpful and friendly as well. "
Bentley Brook the perfect home base for exploring nearby Berkshire County
Bentley Brook the perfect home base for exploring nearby Berkshire County
Situated in a lush valley, this hotel offers a traditional architectural style with a symmetrical facade and balconies.

Bentley Brook the perfect home base for exploring nearby Berkshire County

10.0 out of 10, Exceptional, (1)
Bentley Brook the perfect home base for exploring nearby Berkshire County
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Experience the warm ambiance of our inviting lobby, featuring a stone fireplace, plush sofas, and a high ceiling.

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Enjoy meals at the kitchen's wooden dining table with benches.

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants

8.6 out of 10, Excellent, (10)
"Great place to stay very clean and comfortable."
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Luxury King with balcony
Cozy living room with a central fireplace, leather sofas, and a coffee table, surrounded by exposed beams and a brick fireplace.

Luxury King with balcony

The price is NZ$752
includes taxes & fees
20 July - 21 July
Luxury King with balcony
Lg 1 Bd - Vacation Village in the Berkshires
Relax in the spacious lobby with a comfortable seating area, ornate coffee table, and stunning mountain views.

Lg 1 Bd - Vacation Village in the Berkshires

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great spot"
Lg 1 Bd - Vacation Village in the Berkshires
COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
Enjoy a refreshing swim in the pool surrounded by a wooden deck and a white fence.

COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE

9.6 out of 10, Exceptional, (17)
"Perfect for a weekend of skiing with the family."
COZY CABIN IN BERKSHIRES RESORT - LABOR DAY SALE
Deluxe 2xQueen- 2nd floor in Historic Inn
Welcome to the Farm Road Estate, a charming historic inn & cottages with a welcoming atmosphere.

Deluxe 2xQueen- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (5)
"Gorgeous property in a wonderful area. It was IMMACULATELY clean and cozy. We loved our stay and had plenty of recommendations for things to do nearby. The restaurant was lovely and again so cute and cozy. The only negative I can say is that the bar was way overpriced. We would be happy to stay again"
The price is NZ$723
includes taxes & fees
21 July - 22 July
Deluxe 2xQueen- 2nd floor in Historic Inn
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Charming cottage with a gabled roof and a cozy porch, featuring a front entrance with a door and a window above.

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

9.8 out of 10, Exceptional, (7)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
The price is NZ$885
includes taxes & fees
16 July - 17 July
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Vacation Village In The Berkshires 5 Star Resort - Suite B
Relax by the pool surrounded by expansive views of the surrounding landscape.

Vacation Village In The Berkshires 5 Star Resort - Suite B

Vacation Village In The Berkshires 5 Star Resort - Suite B
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Cozy living area with a stone fireplace, wooden benches, and a unique chandelier.

Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out

10.0 out of 10, Exceptional, (6)
"Great location, clean and perfect for a family! "
Bentley Brook Alpine Haven: Premier Ski-In/Ski-Out
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Cozy gathering space with a stone fireplace, wooden bench, and dining area.

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

9.6 out of 10, Exceptional, (4)
"Bentley Brook is the ideal location for a young family on a ski trip!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Cozy gathering space with a stone fireplace, modern TV, and bar area.

Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base

10.0 out of 10, Exceptional, (3)
"This property is great for skiing, especially with kids. There is a nice pool and little movie theater thats prefect for after a day on the slopes."
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Deluxe King, kitchenette, fireplace
Welcome to Farm Road Estate, a charming historic inn with a porch and beautiful gardens.

Deluxe King, kitchenette, fireplace

10.0 out of 10, Exceptional, (4)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
The price is NZ$789
includes taxes & fees
17 July - 18 July
Deluxe King, kitchenette, fireplace
Deluxe King Room w/fireplace and separate entrance
Step into the historic Farm Road Estate, where charming cottages await.

Deluxe King Room w/fireplace and separate entrance

10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
The price is NZ$675
includes taxes & fees
30 July - 31 July
Deluxe King Room w/fireplace and separate entrance
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Cozy living area with a stone fireplace, wooden bench, and dining table.

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy

9.6 out of 10, Exceptional, (4)
"Very easy access to the slope and perfect for family with kids"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
King with Bunk Bed- 2nd floor in Historic Inn
Welcome to Farm Road Estate Historic Inn & Cottages, a charming two-story building surrounded by a beautifully landscaped area with lush plants and seasonal pumpkins.

King with Bunk Bed- 2nd floor in Historic Inn

10.0 out of 10, Exceptional, (2)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
The price is NZ$727
includes taxes & fees
16 July - 17 July
King with Bunk Bed- 2nd floor in Historic Inn
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
Stroll through the serene outdoor space, featuring a charming gazebo and a beautifully manicured lawn.

Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl

10.0 out of 10, Exceptional, (1)
"Large property with ski-in/ski-out proximity to Jiminy Peak. Units are standard but large, clean, and with helpful amenities for a family vacation (kitchenette in unit, plus nice pool for kids' apres-ski, kids' movies, etc.) We'll be back."
Bentley Brook - Hancock, MA - 2BD, Sleeps 8ppl
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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Frequently asked questions

What can I expect from a resort holiday in Stamford?
You deserve a getaway, and a resort is just the place to find all the amenities and services you need for a relaxing time in Stamford. One of the comfortable resort hotels in the area might be just what you're looking for, whether you want an amazing pool, blissful spa treatments or activities for the youngsters.
What's a favourite resort for my stay in Stamford?
Here's our top-rated resort near Stamford: Mount Snow Grand Summit Resort - Ski resort, 5-minute walk from Mount Snow. 16.9 mi (27.3 km) from Stamford. Features ski-in/ski-out access, a full-service spa and a fitness centre.
What can I do in Stamford?
Green Mountain National Forest, Clarksburg State Park and Stamford Town Hall are a few of the interesting sights to visit. Additional attractions in the area include Natural Bridge State Park and Massachusetts Museum of Contemporary Art.
What's the weather like in Stamford?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Stamford are January, March, February and November, with each month seeing an average of 17 cm of snowfall.
What's the best way to get to and around Stamford?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 25.5 mi (41.1 km) away from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.