All Inclusive Hotels and Resorts in The Berkshires

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires All Inclusive Hotels and Resorts

Tonight
4 Nov - 5 Nov
Tomorrow
5 Nov - 6 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Top All Inclusive Hotels and Resorts in The Berkshires

Exterior
Club Wyndham Bentley Brook
Club Wyndham Bentley Brook
3.0 star property
9.2 out of 10, Wonderful, (557)
"The staff was very friendly to me & others they were helping around me! Family friendly & great for couples! "
United States
Felicity
Club Wyndham Bentley Brook
Exterior
Willows Motel Williamstown
Willows Motel Williamstown
2.0 star property
9.0 out of 10, Wonderful, (978)
"The room is very nice. This is the best free breakfast I've ever seen at a hotel. I would definitely stay here again."
United States
Ellen
The price is S$129
includes taxes & fees
11 Nov - 12 Nov
Willows Motel Williamstown
Exterior detail
Maple Terrace Motel
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (582)
"Reception was great, lovely beds (most important to me), great location, this place is excellent."
United States
William
The price is S$144
includes taxes & fees
11 Nov - 12 Nov
Maple Terrace Motel
Exterior
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1030)
"Great place. Friendly staff and very well located. Great breakfast options. "
United States
Abiezer
The price is S$169
includes taxes & fees
5 Dec - 6 Dec
The Yankee, Trademark Collection by Wyndham
Outdoor pool, pool loungers
The Red Lion Inn
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (1028)
"Food was great!"
United States
Emily
The price is S$260
includes taxes & fees
13 Nov - 14 Nov
The Red Lion Inn
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
8.0 out of 10, Very good, (940)
"Spotless and friendly staff"
United States
Nikisha
The price is S$150
includes taxes & fees
9 Nov - 10 Nov
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1000)
"The staff is very friendly and helpful "
United States
karin
The price is S$162
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn & Suites Berkshires-Lenox
Terrace/patio
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.2 out of 10, Wonderful, (656)
"Lovely hotel, room was great along with the staff and the grounds where beautiful. Thank you."
United States
Vicki
The price is S$186
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Lenox Pittsfield
Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (782)
"This was an older property, but room was nice and bathroom was updated. "
United States
Martha
Monument Mountain Motel
Front of property – evening/night
The Williams Inn
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (533)
"Great stay"
United States
SIDNEY
The price is S$284
includes taxes & fees
17 Nov - 18 Nov
The Williams Inn
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

Top The Berkshires Hotel Reviews

Explore a world of travel with Expedia