A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Bennington apartments

Exterior

1. 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
The price is AED 274
AED 795 total
includes taxes & fees
21 Sep - 22 Sep
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Property grounds

2. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (65 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
The price is AED 661
AED 905 total
includes taxes & fees
21 Sep - 22 Sep
Spacious apartment in beautiful, historic Arlington VT
Smart TV

3. Long Trail House South Wing 2B2B Condo

Long Trail House South Wing 2B2B Condo
Stratton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Very clean accomodations with comfortable beds! Host was very communicative as well!"
United States
carlene p.
The price is AED 760
AED 1,793 total
includes taxes & fees
27 Sep - 28 Sep
Long Trail House South Wing 2B2B Condo
Dining

4. Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations were absolutely amazing. We had a wonderful time. The home is beautiful. The host is very communicative."
United States
Victor G.
The price is AED 452
AED 1,528 total
includes taxes & fees
29 Sep - 30 Sep
Historic Home with Colonial Charm in Manchester
Private kitchen

5. Modern Mountain Retreat w/ Chef’s Kitchen

Modern Mountain Retreat w/ Chef’s Kitchen
Manchester
10.0 out of 10, Exceptional, (1 review)
"Communication with Caroline was top notch and speedy! Very clear instructions for accessing the property and check out. Even though this place is connected with two other rooms/units ( I think that is what it is) we never heard them and hopefully we didn't bother them either!The house was amazing inside and out. The location was exceptional!Thank you for a beautiful stay!"
United States
Eva G.
The price is AED 605
AED 1,721 total
includes taxes & fees
29 Sep - 30 Sep
Modern Mountain Retreat w/ Chef’s Kitchen
Children's area

6. Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (20 reviews)
"Nice place "
United States
Janja L.
The price is AED 473
AED 1,382 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Bromley Retreat
Pool

7. Equinox Getaway | Queen Guest Room w/ Sauna & Spa

Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Manchester Village Historic District
The price is AED 999
AED 1,253 total
includes taxes & fees
30 Sep - 1 Oct
Equinox Getaway | Queen Guest Room w/ Sauna & Spa
Pool

8. Queen's Quarters | 2 Queen Room + Mountain View

Queen's Quarters | 2 Queen Room + Mountain View
Manchester Village Historic District
The price is AED 1,186
AED 1,488 total
includes taxes & fees
30 Sep - 1 Oct
Queen's Quarters | 2 Queen Room + Mountain View
Pool

9. Enchanting Equinox | 2 Queen Room + Pool & Spa

Enchanting Equinox | 2 Queen Room + Pool & Spa
Manchester Village Historic District
The price is AED 1,282
AED 1,605 total
includes taxes & fees
21 Sep - 22 Sep
Enchanting Equinox | 2 Queen Room + Pool & Spa
Pool

10. Equinox Haven | King Room w/ Pool & Spa Access

Equinox Haven | King Room w/ Pool & Spa Access
Manchester Village Historic District
The price is AED 1,175
AED 1,471 total
includes taxes & fees
21 Sep - 22 Sep
Equinox Haven | King Room w/ Pool & Spa Access
Pool

11. Accessible Guest Room | King + Mountain View

Accessible Guest Room | King + Mountain View
Manchester Village Historic District
The price is AED 1,627
AED 2,039 total
includes taxes & fees
22 Sep - 23 Sep
Accessible Guest Room | King + Mountain View
Pool

12. Grand Equinox | 2 Queen Room + Pool & Spa Access

Grand Equinox | 2 Queen Room + Pool & Spa Access
Manchester Village Historic District
The price is AED 1,774
AED 2,221 total
includes taxes & fees
22 Sep - 23 Sep
Grand Equinox | 2 Queen Room + Pool & Spa Access
Pool

13. Cozy Quarters | 2 Queen + Mountain View

Cozy Quarters | 2 Queen + Mountain View
Manchester Village Historic District
The price is AED 1,682
AED 2,025 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Quarters | 2 Queen + Mountain View
Pool

14. Accessible Retreat | King Room + Mountain View

Accessible Retreat | King Room + Mountain View
Manchester Village Historic District
The price is AED 1,925
AED 2,428 total
includes taxes & fees
27 Sep - 28 Sep
Accessible Retreat | King Room + Mountain View
Pool

15. Majestic Equinox | King Room + Mountain View

Majestic Equinox | King Room + Mountain View
Manchester Village Historic District
The price is AED 1,675
AED 2,112 total
includes taxes & fees
12 Oct - 13 Oct
Majestic Equinox | King Room + Mountain View
Pool

16. Oversized Retreat | King Suite + Pool & Spa Access

Oversized Retreat | King Suite + Pool & Spa Access
Manchester Village Historic District
The price is AED 1,789
AED 2,250 total
includes taxes & fees
12 Oct - 13 Oct
Oversized Retreat | King Suite + Pool & Spa Access
Exterior

17. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (35 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is AED 248
AED 525 total
includes taxes & fees
21 Sep - 22 Sep
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Outdoor pool, a heated pool

18. 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)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is AED 179
AED 1,094 total
includes taxes & fees
21 Sep - 22 Sep
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Interior

19. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
The price is AED 281
AED 667 total
includes taxes & fees
21 Sep - 22 Sep
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Outdoor dining

20. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.0 out of 10, Wonderful, (19 reviews)
"Great place with easy access to town and even better access to a nice spot to hangout by the creek. I will definitely stay here again."
United States
Thomas
The price is AED 441
AED 1,041 total
includes taxes & fees
21 Sep - 22 Sep
2-Bdr Apt In Town, By the Water
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

South Shire

South Shire

10/10 Excellent
"Romantic old Victorian with charming decor. Nice walkable distance to downtown."
Kimberly 1-night trip
Posted 5 days ago
South Shire

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?
Here are some of the favorite apartments in the area: Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna: Located in Stratton, 22.3 mi/35.9 km away. Includes free WiFi, private balconies, and fireplaces. A fitness center and a hot tub are on site. FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!: Located 6.2 mi/10 km away in Pownal. A private pool, free WiFi, and private patios are included. Onsite laundry facilities and an outdoor pool are on site. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.: Located in Ludlow, 44 mi/70.8 km from Bennington. Includes free WiFi, private patios, and fireplaces. A fitness center and onsite laundry facilities are 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 Harmon Hill, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Prospect Mountain Cross-Country Ski Center and Woodford State Park 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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