Top Chalets in Bennington County in 2026

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Our top choices for Bennington County chalets

1. Classic Stratton Ski Chalet: Perfect for Families

Winhall

marcello v.

2. Green Mountain Manor - Ski and Summer Chalet

Winhall

Jay T.

3. Brian Piece of Heaven for fall Foliage. Beautiful colors

arlington

Kerri B.

4. Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views

Winhall

Frank P.

5. A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley

Peru

Thomas L.

6. Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms

Winhall

Adolphus A.

7. Cozy chalet w/ hot tub & fire pit

Stratton Mountain

Jill B.

8. Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

Winhall

Victoria B.

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Top Bennington County Hotel Reviews

Knotty Pine

8/10 Good

"First, this mattress is so comfortable. Staff was helpful to remedy a booking issue. Rooms are smallish and the flooring is sloped like a fun house. The downtown area is super cute. I would stay here again for the value."

Aspen At Manchester

10/10 Excellent

"The motel was very nice and the location is perfect and very close to all of the restaurants and shops. The landscaping was beautiful and the view was amazing. My girls loved the free use of the Mountain Bikes and we enjoyed the fire pits at night. The room was clean and the beds were very comfortable. The pool was nice but it just had regular and Adirondack chairs but no actual lounge chairs which would have been a nice touch. The lobby was very nice and we played some of the Board Games Provided. They have a popcorn machine and smores kit which was really nice. Also, well stocked with extra towels, toiletries and bath tissues if needed. Things to improve on would be the pool and providing lounge chairs, water pressure in the shower was terrible but probably not much they can do about that. I would definitely stay here again as it was perfect for our travel needs and the price was great for everything offered. I also brought my dogs and they loved it too!!!"

The Equinox Golf Resort And Spa

8/10 Good

"We have been staying at the Equinox for years when in town for a horse show. Unfortunately, the property declines in condition and management every year. Walking in through the back of the hotel to check in, you're immediately hit with the smell of mold. The front desk staff weren't overly helpful or friendly. This year we had a very odd room requiring us to carry our luggage up a couple flights of stairs both in the hallway and once we opened the door to our room. I imagine that room being difficult for many. The room itself was fine. Relatively clean. Very comfortable beds. Nice, crisp white linens. The bathroom/vanity area are large but VERY dark making it super challenging to get ready. On a positive note, the air conditioning worked well - other years they have had to put in window units. In the year 2026, the rooms should also have smart TVs that allow for streaming. Positives..... Beautiful location. Easy drive to the horse show. The back deck/fire pit are a perfect spot to grab dinner/drinks. The absolute star of the show was the bartender Jayden. He could not have been more accommodating. 100% service with a smile. Helped us get seating for a large party on a Saturday night and provided superior service - to include offering to fill our water bottles as the hotel/resort doesn't offer filling stations. He truly made our stay!!"

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Check prices for these dates

Our top choices for Bennington County chalets

1. Classic Stratton Ski Chalet: Perfect for Families

2. Green Mountain Manor - Ski and Summer Chalet

3. Brian Piece of Heaven for fall Foliage. Beautiful colors

4. Stratton Mountain Ski Chalet: Hot Tub, Gameroom, Firepit, Grill, EV & Pond Views

5. A-Frame Chalet | Floor-to-Ceiling Windows, 1 Mi to Bromley

6. Chalet /Stratton Mountain VT /5 minutes from base/Tesla Charger/5 bedrooms

7. Cozy chalet w/ hot tub & fire pit

8. Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

9. Tranquil Brookside Retreat with Hot Tub & Firepit

10. Stratton Chalet | Barrel Sauna, Hot Tub & Views

11. Classic Alpine Vermont Chalet

12. MINUTES TO STRATTON AND BROMLEY!

13. Perfect house surrounded by National Forest to get away and decompress!!!

Find vacation rentals that suit your style

Top Bennington County Hotel Reviews

Knotty Pine

Hotel Vervana, Trademark Collection by Wyndham

Aspen At Manchester

Toll Road Inn

Hampton Inn and Suites Manchester

The Manchester View

The Equinox Golf Resort And Spa

The Palmer House Resort, an Ascend Collection Hotel

New Englander Inn Bennington