Bennington Hotel Guide - Hotels with Connecting Rooms in Bennington, Vermont

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Check availability on Bennington Hotels with Connecting Rooms

Our top choices for Bennington hotels with connecting rooms

Indoor pool
Hampton Inn Bennington

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1003)
"Second time staying on the first"
United States
Olivia
The price is €129
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn Bennington
Free WiFi, bed sheets
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (941)
"We like that getting to Stratton Mountain and the downtown area was very walkable or easy to get there by regularly running shuttle buses."
United States
Mark
The price is €191
includes taxes & fees
7 Jan - 8 Jan 2026
The Black Bear Lodge at Stratton Mountain Resort
Lobby
Best Western Bennington

Best Western Bennington

Best Western Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (942)
"Great stay"
United States
TONY
The price is €98
includes taxes & fees
22 Dec - 23 Dec
Best Western Bennington
Signature Suite, Kitchen, Mountain View | Living area
Brittany Motel

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (326)
"Well, being that it was self check in I did not interact with the staff. I loved the room an thought the little xmas tree was an awesome touch. If I'm ever staying in the area again I will definitely stay there."
United States
Joseph
The price is €112
includes taxes & fees
17 Dec - 18 Dec
Brittany Motel
Porch
The Manchester View

The Manchester View

The Manchester View
2.5 star property
Manchester Center
9.4 out of 10, Exceptional, (778)
"Room very clean comfortable and quiet "
United States
Patty
The Manchester View
Property amenity
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel
3.0 star property
Manchester Center
8.4 out of 10, Very good, (865)
"Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! "
United States
Amanda
The price is €114
includes taxes & fees
23 Dec - 24 Dec
The Palmer House Resort, an Ascend Collection Hotel
Lobby
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (576)
"Beautiful hotel! "
United States
sarah
The price is €225
includes taxes & fees
17 Dec - 18 Dec
The Equinox Golf Resort & Spa
Reception
Aspen At Manchester

Aspen At Manchester

Aspen At Manchester
2.5 star property
Manchester Center
8.8 out of 10, Excellent, (607)
"Great place to stay"
United States
Brian
The price is €115
includes taxes & fees
18 Dec - 19 Dec
Aspen At Manchester
Free daily continental breakfast
Four Winds Country Motel

Four Winds Country Motel

Four Winds Country Motel
2.0 star property
Manchester Center
8.4 out of 10, Very good, (520)
"The check in was very quick and staff was friendly. The room is clean, comfortable, and quiet. "
United States
Alicia
The price is €102
includes taxes & fees
17 Dec - 18 Dec
Four Winds Country Motel
Lobby lounge
Sun Lodge

Sun Lodge

Sun Lodge
3.5 star property
Bromley Mountain
8.6 out of 10, Excellent, (300)
"Everything was great, rooms are ok, lobby is wonderful, food amazing "
United States
Beata
The price is €156
includes taxes & fees
5 Jan - 6 Jan 2026
Sun Lodge
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 Bennington

Hampton Inn Bennington

10/10 Excellent
"Yes"
Mary 2-night trip
Posted 10 days ago
Hampton Inn Bennington

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Frequently asked questions

What are the best hotels with connecting rooms in Bennington?
A top pick is Hampton Inn Bennington. Base yourself at this 2.5-star stay which offers a swimming pool and a terrace. Best Western Bennington is another hotel with connecting rooms to consider. Spend your holiday at this 2.5-star option and you'll have access to conveniences including a swimming pool and pool sun loungers. You can choose from multiple hotels with connecting rooms in Bennington with a total average guest review rating of 8.4.
How many hotels with adjoining rooms are there in Bennington?
Make use of your holiday days and pick from 14 hotels with adjoining rooms in Bennington. For an official business trip, a family holiday and everything in between, Expedia can help you find the perfect place in just a few clicks.
What are the best cheap hotels with connecting rooms in Bennington?
With hotels with connecting rooms starting from €98 per night, you may want to extend your visit to Bennington! One property that's easy on your pocketbook is Hampton Inn Bennington. It comes with the space you need as well as a swimming pool and a sauna. Another cost-effective choice is Best Western Bennington. Along with connecting rooms, it offers pool sun loungers and an electric car charging station. If you're sightseeing in Bennington and want to stay within your budget, there are plenty of free and popular attractions to add to your to-do list. Old First Congregational Church and Norman Rockwell Exhibition are always popular with visitors. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Bennington?
Kick back at Hampton Inn Bennington, a 2.5-star option just a short drive from town. Amenities here include a sauna and housekeeping services. Another family-friendly hotel with connecting rooms is Best Western Bennington. Complimentary breakfast and WiFi help make this 2.5-star escape a guest favourite. After checking in and chilling out in your comfy digs, it's time to discover the local sights. Bennington Centre for the Arts and Prospect Mountain Nordic Ski Centre are two excellent family-friendly attractions in Bennington.
Why book your hotel with connecting rooms in Bennington with Expedia?
We think that family holidays shouldn't be complicated, so if you're after hotels with connecting rooms at a competitive rate, Expedia has got your back. Keep the budget in check and stay in a low-cost motel with connecting rooms, or book 5-star accommodation and pamper your loved ones. Use our convenient search filters to find a property in Bennington that meets your needs.
How can I find cheap hotels with connecting rooms in Bennington?
Expedia is here to help you look for cheap hotels with connecting rooms in Bennington. To find the perfect stay in just a few keystrokes, try out our convenient filter tool to refine your search results by amenities, budget and star rating.
What is there to do in Bennington near my hotel with connecting rooms?
Whatever you love to do, Bennington has tons to keep you on the go. Prospect Mountain Cross-Country Ski Centre, Woodford State Park and Prospect Mountain Nordic Ski Centre are on many visitors' lists. Don't forget to explore Old First Congregational Church, Norman Rockwell Exhibition and Robert Frost Stone House Museum either. With Expedia's hotel deals in Bennington, you can see more popular attractions like these with the money you save.