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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Bennington apartments

Children's area

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (10 reviews)
"Great location, steps to the Plaza trail, clean and well stocked with kitchen gear, towels etc. The furniture is a little dated but overall a great place to stay! Loved it!"
United States
Barb C.
The price is AED 333
AED 1,169 total
includes taxes & fees
14 Apr - 15 Apr
Cozy Bromley Retreat
Exterior

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
8.0 out of 10, Very Good, (1 review)
"Great location and covered parking. "
United States
Jonathan M.
The price is AED 382
AED 856 total
includes taxes & fees
15 Apr - 16 Apr
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Property grounds

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (61 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is AED 628
AED 893 total
includes taxes & fees
30 Mar - 31 Mar
Spacious apartment in beautiful, historic Arlington VT
Living area

Green Mountain Getaway

Green Mountain Getaway
Bennington
9.6 out of 10, Exceptional, (18 reviews)
"Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! "
United States
Meredith Y.
The price is AED 605
AED 1,296 total
includes taxes & fees
25 Apr - 26 Apr
Green Mountain Getaway
Dining

Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
The price is AED 396
AED 1,444 total
includes taxes & fees
31 Mar - 1 Apr
Historic Home with Colonial Charm in Manchester
Private kitchen

Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
The price is AED 593
AED 1,670 total
includes taxes & fees
15 Apr - 16 Apr
Modern Mountain Retreat w/ Chef’s Kitchen
Outdoor pool, a heated pool

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Perfect spot for Mount Snow "
United States
Bobby
The price is AED 234
AED 1,182 total
includes taxes & fees
29 Mar - 30 Mar
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Outdoor dining

2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.6 out of 10, Exceptional, (12 reviews)
"wonderful apartment right in town."
United States
Stuart S.
The price is AED 441
AED 1,041 total
includes taxes & fees
27 Mar - 28 Mar
2-Bdr Apt In Town, By the Water
Exterior

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (29 reviews)
"eyerything was clean and in order and our hosts were friendly , helpful and welcoming"
United States
kathie m.
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Property grounds

Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment
Whitingham
10.0 out of 10, Exceptional, (1 review)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
Lake Whitingham & Mount Snow Area Village Apartment
Interior

Cozy apt in beautiful secluded spot 15 mins from Mt Snow

Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Cozy little spot that had everything we needed. Peaceful, quiet, and once the rain let up on our stay we walked out to the gorgeous little pond on the property. So serene. Catherine was great!"
United States
Erica H.
The price is AED 312
AED 755 total
includes taxes & fees
31 Mar - 1 Apr
Cozy apt in beautiful secluded spot 15 mins from Mt Snow
Outdoor dining

Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is AED 478
AED 1,062 total
includes taxes & fees
29 Mar - 30 Mar
Downtown | Waterfront | Walk to Shops
Property grounds

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is AED 404
AED 866 total
includes taxes & fees
30 Mar - 31 Mar
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Gift shop

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is AED 404
AED 866 total
includes taxes & fees
30 Mar - 31 Mar
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Gift shop

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is AED 404
AED 866 total
includes taxes & fees
30 Mar - 31 Mar
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Golf

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (32 reviews)
"Nice place close to mountain easy in easy out"
United States
Aaron B.
The price is AED 389
AED 841 total
includes taxes & fees
30 Mar - 31 Mar
Efficient condo near slopes with kitchenette & great location
1 bedroom, WiFi, bed sheets

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
10.0 out of 10, Exceptional, (12 reviews)
"Room was perfect location for skiing. Able to see slopes and a few of the chairlifts from room. Beds were super comfortable. Parking was close by and in private area which helped avoid parking in huge resort parking lot. Owner was very responsive."
United States
Charles
The price is AED 404
AED 866 total
includes taxes & fees
30 Mar - 31 Mar
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Beach

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
8.4 out of 10, Very Good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is AED 471
AED 944 total
includes taxes & fees
29 Mar - 30 Mar
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Indoor pool

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock
9.8 out of 10, Exceptional, (22 reviews)
"Great place to spend the new years holiday! Perfect location for skiing!"
United States
Alexandra D.
The price is AED 404
AED 866 total
includes taxes & fees
30 Mar - 31 Mar
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Indoor pool, a heated pool

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Hancock
9.4 out of 10, Exceptional, (6 reviews)
"Convenience to slopes and restaurants really great….,had a nice stay"
United States
Thomas S.
The price is AED 404
AED 866 total
includes taxes & fees
30 Mar - 31 Mar
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
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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Top Bennington Hotel Reviews

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"Every employee was incredibly friendly, even if only passing us in the foyer or hallways. Stacy, the operations manager, was especially engaging, knowledgeable and helpful as we were deciding what to do for dinner and what events and venues were worth visiting. We took all of her suggestions and were thrilled when she was spot-on across the board, from Ye Olde Tavern to the syrup-making tour at Dutton’s to the Vermont Country Store. She’s an asset to your operations."
Pam 1-night trip
Posted 3 days ago
Hampton Inn and Suites Manchester

Frequently asked questions

What's it like to stay at an apartment in Bennington?
You can search through 8 apartments in Bennington for your vacation. Why not visit the area's ski slopes and take time to enjoy its majestic mountain landscape while you're here?
Are you thinking about an apartment instead of a traditional hotel?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's the best apartment I should consider for a stay in Bennington?
Listed below are some of the favorite apartments in the area: Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake: Located in Whitingham, 18 mi/29 km from the heart of Bennington. Includes private balconies, fireplaces, and Smart TVs. Free breakfast and onsite laundry facilities are on site. Long Trail House Studio at Stratton Mountain Resort: Located 22.3 mi/35.9 km away in Stratton. Fireplaces and sofa beds are included. Onsite laundry facilities and a hot tub are on site. Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK: Located in Ludlow, 44 mi/70.7 km away. Includes laundry facilities, free WiFi, and private patios. A fitness center and onsite laundry facilities are on site. Stratton South Long Trail Studio Adjacent to the Village and Lifts: Located 22.3 mi/35.9 km away in Stratton. Private balconies, fireplaces, and sofa beds are included. Onsite laundry facilities and an outdoor pool are on site. Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside: Located in Dorset, 28.9 mi/46.5 km from Bennington. Includes free WiFi, private balconies, and fireplaces. Access to onsite laundry facilities is available on site.
How many apartments can I expect to find in Bennington?
Expedia has 8 apartments to book in Bennington.
What will the weather be like when I travel to Bennington?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Bennington. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.
What are the must-see places to visit in Bennington?
Bennington is well regarded for its mountains and ski slopes. Enjoy the outdoors at Green Mountain National Forest and Harmen Hills Trail, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Old First Congregational Church and Bennington Battle Monument are other places worth a visit.
What's the best way to get to and around Bennington?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Albany Intl. Airport (ALB), which is located 31.7 mi (51 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 31.9 mi (51.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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