The Berkshires Chalets

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Our top choices for The Berkshires chalets

1. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

includes taxes & fees

29 Sept - 30 Sept

2. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover

Brian S.

includes taxes & fees

5 Oct - 6 Oct

3. Vikings Villages Resort - Double Bed Room

Guilford

includes taxes & fees

20 Sept - 21 Sept

4. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

includes taxes & fees

21 Sept - 22 Sept

5. Chalet 1mi to Mount Snow with cinema and hot tub

Dover

Liz E.

includes taxes & fees

22 Sept - 23 Sept

6. NEW Private Chalet - 4 mins to Mt Snow

Dover

Mark C.

includes taxes & fees

20 Sept - 21 Sept

7. Snow Owl Chalet - Dover, 4-Bd 3-Bth - 10 Min. - Mt Snow! Saltwater Hot Tub!

Dover

Andrew B.

includes taxes & fees

20 Sept - 21 Sept

8. Secluded Luxurious Chalet with heated Pool,Hot Tub, Game Rooms. Pet-Friendly!

Cropseyville

Patrick H.

includes taxes & fees

7 Oct - 8 Oct

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Top The Berkshires Hotel Reviews

Berkshires Untold

10/10 Excellent

"Liked everything! Mostly, the people. The staff was friendly and excited to serve us"

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"I really love staying here. It’s no nonsense clean and i feel safe traveling as a woman alone… However they really need to step up their morning breakfast. I eat gluten free and they never have any. I’ve asked for ivermectin a month now and they just tell me they will mention it…."

Find out more about The Berkshires