Photo by Photo courtesy of Berkshire Visitors Bureau

Best Resorts in The Berkshires

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for The Berkshires resorts

Exterior
Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance

Deluxe King Room w/fireplace and separate entrance
West Dover
10.0 out of 10, Exceptional, (4)
"We thoroughly enjoyed our one-night stay. Our room was cozy and all the staff were wonderful."
United States
Charles B.
$329 nightly
The price is $358
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King Room w/fireplace and separate entrance
Interior
Luxury King with balcony

Luxury King with balcony

Luxury King with balcony
West Dover
$358 nightly
The price is $391
Dec 21 - Dec 22
Total with taxes and fees
Luxury King with balcony
Exterior
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace

Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Dover
9.4 out of 10, Exceptional, (6)
"This is a beautiful, large suite in a quaint Vermont town. There are two main rooms: a bedroom with a king bed and a bunk bed, and a separate living room with a fireplace. The main inn also has lounge areas open to guests all night, and is a perfect stay for both families and couples. "
United States
Olivia
$560 nightly
The price is $613
Jan 6 - Jan 7, 2026
Total with taxes and fees
Deluxe King, Living Room w/sofa bed, bunk bed & fireplace
Exterior
Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace

Deluxe King, kitchenette, fireplace
West Dover
10.0 out of 10, Exceptional, (4)
"End of season special. Perfect size, fireplace was great on a cold rainy night. Last night restaurant was open for a few weeks."
United States
john L.
$325 nightly
The price is $354
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King, kitchenette, fireplace
Exterior
Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn

Deluxe 2xQueen in Historic Inn
West Dover
$469 nightly
The price is $512
Jan 6 - Jan 7, 2026
Total with taxes and fees
Deluxe 2xQueen in Historic Inn
Exterior
Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn

Deluxe 2xQueen- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (5)
"Everything was just fantastic! Everyone was friendly and accommodating. Owners were so nice! Property is amazing and a great location to Mount Snow. Can not go wrong with this spot."
United States
Brendan M.
$316 nightly
The price is $344
Dec 21 - Dec 22
Total with taxes and fees
Deluxe 2xQueen- 2nd floor in Historic Inn
Exterior
Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
$345 nightly
The price is $376
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn
Exterior
Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn

Deluxe King- 2nd floor in Historic Inn
West Dover
$331 nightly
The price is $361
Dec 22 - Dec 23
Total with taxes and fees
Deluxe King- 2nd floor in Historic Inn
Interior
Deluxe Queen Suite with pull-out love seat, private entrance

Deluxe Queen Suite with pull-out love seat, private entrance

Deluxe Queen Suite with pull-out love seat, private entrance
Dover
$379 nightly
The price is $414
Dec 21 - Dec 22
Total with taxes and fees
Deluxe Queen Suite with pull-out love seat, private entrance
Exterior
King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn

King with Bunk Bed- 2nd floor in Historic Inn
West Dover
10.0 out of 10, Exceptional, (2)
"Very well apportioned room. Super clean and comfortable. Restaurant was delicious. Bartender is cool to chat with."
United States
Forrest W.
$372 nightly
The price is $405
Dec 21 - Dec 22
Total with taxes and fees
King with Bunk Bed- 2nd floor in Historic Inn
Exterior
Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn

Deluxe King - 2nd floor in Historic Inn
West Dover
$345 nightly
The price is $376
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King - 2nd floor in Historic Inn
Exterior
Luxury King w/balcony, accessible

Luxury King w/balcony, accessible

Luxury King w/balcony, accessible
West Dover
10.0 out of 10, Exceptional, (2)
"My husband and I had a wonderful time at the Inn . our room was beautiful and we had two delicious meals in the restaurant I would definitely recommend this Inn to anyone traveling in southern Vermont."
United States
Kimberley B.
$303 nightly
The price is $330
Dec 21 - Dec 22
Total with taxes and fees
Luxury King w/balcony, accessible
Exterior
Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace

Deluxe King, Living Room w/sofa bed & fireplace
Dover
10.0 out of 10, Exceptional, (4)
"Had a really nice time - the place was lovely. They had some on property activities and were very close to the mountain. We had a great time and would definitely stay here again if back in the area!"
United States
Taylor G.
$379 nightly
The price is $414
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King, Living Room w/sofa bed & fireplace
Exterior
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub

Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
West Dover
10.0 out of 10, Exceptional, (2)
"Such a quaint, beautiful Spot. It’s uniqueness, historic feel and common area was very warming. Personnel was very friendly and attentive"
United States
Jessica
$315 nightly
The price is $342
Dec 22 - Dec 23
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed and jacuzzi tub
Exterior
Deluxe King Suite, Living Room w/sofa bed & fireplace

Deluxe King Suite, Living Room w/sofa bed & fireplace

Deluxe King Suite, Living Room w/sofa bed & fireplace
West Dover
10.0 out of 10, Exceptional, (1)
"My husband and I really enjoyed the accommodations. Great location with tons do do nearby. The place was so cozy and inviting. Would definitely stay again"
United States
Megan M.
$393 nightly
The price is $428
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King Suite, Living Room w/sofa bed & fireplace
Exterior
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths

Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
West Dover
8.0 out of 10, Very Good, (1)
"The inn and grounds were wonderful. Great food at the Sawmill. Wonderful area to explore leading to an all around wonderful time."
United States
Craig C.
$316 nightly
The price is $344
Dec 21 - Dec 22
Total with taxes and fees
Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths
Exterior
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance

Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Dover
9.8 out of 10, Exceptional, (7)
"My husband and I stayed here so we could ride Mt Snow for a few days. The place is wonderful! All staff is incredibly helpful and friendly, the food and cocktails in their restaurant are phenomenal, the landscape and accommodation are beautiful. We will definitely be back."
United States
Sydney W.
$405 nightly
The price is $442
Dec 22 - Dec 23
Total with taxes and fees
Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance
Exterior
Deluxe King Room w/pull-out love seat and fireplace

Deluxe King Room w/pull-out love seat and fireplace

Deluxe King Room w/pull-out love seat and fireplace
Dover
10.0 out of 10, Exceptional, (1)
"Beautiful and clean, this property was exactly as described perfectly located in West Dover. Close proximity to all. Having the Inn on premise was fabulous. Country breakfast and lovely dinners. Could not be nicer. Randi the Innkeeper is always available for any concerns."
United States
Susan L.
$393 nightly
The price is $428
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King Room w/pull-out love seat and fireplace
Exterior
Deluxe 2xQueen & fireplace

Deluxe 2xQueen & fireplace

Deluxe 2xQueen & fireplace
Dover
10.0 out of 10, Exceptional, (1)
"Beautiful Inn however, the fridge should be lifted off the floor. It’s too low. A small broom and dust pan would be nice to sweep up the dirt that treks in from the dirt parking lot and walk ways. Upgrade full size beds to at least two Queen size beds."
United States
Christina R.
$341 nightly
The price is $371
Dec 21 - Dec 22
Total with taxes and fees
Deluxe 2xQueen & fireplace
Exterior
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance

Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
Dover
10.0 out of 10, Exceptional, (2)
"The place was clean, cozy and comfortable. The whole estate is beautiful."
United States
Mike T.
$393 nightly
The price is $428
Dec 21 - Dec 22
Total with taxes and fees
Deluxe King Suite, Living Room area w/sofa bed & fireplace, private entrance
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top The Berkshires Hotel Reviews

Find out more about The Berkshires

The Berkshires Resorts information

Number of reviews
Accommodation
 Resorts
Lowest Price
Highest Price

Explore a world of travel with Expedia