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Compare 45 Resorts in Stamford with updated reviews, rates, and availability.

Mount Snow Grand Summit Resort
Exterior

Mount Snow Grand Summit Resort

3.0 star property
8.8 out of 10, Excellent, (170)
"👍"
The price is SAR 1,052
SAR 1,259 total
includes taxes & fees
22 Jan - 23 January 2025
Mount Snow Grand Summit Resort
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Room

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

8.4 out of 10, Very Good, (7)
"Great time at jiminy! This unit was super clean and super convenient to everything at jiminy including the lodge and lifts! Thank you for the speedy communication! Appreciate it! We’ll be back next year! Thanks!"
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
Bentley Brook Resort: Premier Retreat at Jiminy Peak's Base
Snow and ski sports

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

10.0 out of 10, Exceptional, (2)
"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
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Exterior

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

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
1 Bedroom - Vacation Village in the Berkshires Resort - Hancock
Property grounds

1 Bedroom - Vacation Village in the Berkshires Resort - Hancock

2.0 star property
10.0 out of 10, Exceptional, (2)
"We enjoyed staying at this clean, quiet, and comfy property. Close to so many beautiful spots! Only minutes to both New York and Vermont!"
1 Bedroom - Vacation Village in the Berkshires Resort - Hancock
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
SKI SLOPE on the property. It is walkable to our cabin. But a car will be easier

SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!

9.6 out of 10, Exceptional, (15)
"Kim is a wonderful host, and her cabin is just perfect. This is my second time staying at her place, since I like to travel with my dog whenever possible. Very roomy with a high ceiling, but still nice and toasty. It has everything you could want in a full kitchen, and there’s also a great restaurant and country store/deli just a few steps away. We had a great time at the haunt this Halloween season, which I had never done before. Lots of fun things to do, and gorgeous hikes in the area. I have...
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Snow and ski sports

Hot SKI-in SKI-out Rentals Bentley Brook Resort!

10.0 out of 10, Exceptional, (1)
"Great property! Great location. Smooth check-in."
Hot SKI-in SKI-out Rentals Bentley Brook Resort!
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
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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 SAR 1,076
SAR 1,548 total
includes taxes & fees
6 Jan - 7 January 2025
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Deluxe King, kitchenette, fireplace
Cider 1 Fireplace

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 SAR 946
SAR 1,386 total
includes taxes & fees
6 Jan - 7 January 2025
Deluxe King, kitchenette, fireplace
Deluxe King Room w/fireplace and separate entrance
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Deluxe King Room w/fireplace and separate entrance

10.0 out of 10, Exceptional, (3)
"Everything about stay was wonderful! Anle to check in early which was so nice as we were Soaking wet from rain. Lots Of room. All the amenities. Dinner right there. Comfortable beds. Coffee and tea in room and even a real fireplace. Would love to come back."
The price is SAR 903
SAR 1,328 total
includes taxes & fees
6 Jan - 7 January 2025
Deluxe King Room w/fireplace and separate entrance
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Snow and ski sports

Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury

10.0 out of 10, Exceptional, (2)
"The property manager was great and very communicative. The hotel is the perfect place to stay if skiing at Jiminy peak. Ski school right outside, pool and arcade room for the children."
Ski-In/Ski-Out Bliss: Bentley Brook Resort" ⛷️🏔️✨ #SlopeSideLuxury
Deluxe 2xQueen- 2nd floor in Historic Inn
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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 SAR 816
SAR 1,225 total
includes taxes & fees
7 Jan - 8 January 2025
Deluxe 2xQueen- 2nd floor in Historic Inn
Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Snow and ski sports

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort

Unleash Your Alpine Adventure: Wyndham Bentley Brook Ski-In, Ski-Out Resort
Deluxe King - 2nd floor in Historic Inn
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Deluxe King - 2nd floor in Historic Inn

The price is SAR 860
SAR 1,276 total
includes taxes & fees
6 Jan - 7 January 2025
Deluxe King - 2nd floor in Historic Inn
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Snow and ski sports

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

10.0 out of 10, Exceptional, (2)
"Jimney is always a great time"
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
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Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

8.0 out of 10, Very Good, (1)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
The price is SAR 860
SAR 1,276 total
includes taxes & fees
6 Jan - 7 January 2025
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
King with Bunk Bed- 2nd floor in Historic Inn
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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 SAR 860
SAR 1,280 total
includes taxes & fees
5 Jan - 6 January 2025
King with Bunk Bed- 2nd floor in Historic Inn
Vacation Village In The Berkshires 5 Star Resort - Suite B
Exterior

Vacation Village In The Berkshires 5 Star Resort - Suite B

Vacation Village In The Berkshires 5 Star Resort - Suite B
Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort
Snow and ski sports

Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort

10.0 out of 10, Exceptional, (1)
"Great place to get my 6 year old on the mountain. What a great time !"
Xmas in Hancock @ Jiminy Premier Ski-In/Ski-Out Resort
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Snow and ski sports

Pres Week- Bentley Brook Resort - Your Peak Winter Escape

10.0 out of 10, Exceptional, (1)
"Great location and overall wonderful stay at Jiminy Peak!"
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
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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Other property types in Stamford

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1750)
"Nice and quiet family get a way"
The price is SAR 704
SAR 810 total
includes taxes & fees
1 Jan - 2 January 2025
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is SAR 710
SAR 779 total
includes taxes & fees
5 Jan - 6 January 2025
Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (231)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is SAR 548
SAR 839 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!
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.

Frequently asked questions

What can I expect from a resort vacation in Stamford?
You deserve some time off, and a resort is the ideal 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 fun activities to try.
What's a top resort for my stay in Stamford?
Our highest-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 center.
What can I do in Stamford?
Thunderbolt Mountain Coaster offers fun for the whole family, while Mount Snow is one of the most popular places to visit nearby. Additional attractions in the area include Green Mountain National Forest and Stamford Town Hall.
What's the seasonal 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.
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) from the heart of the city. If you’d like to venture out around the area, you may want a rental car for your journey.