Find All-Inclusive Hotels in The Berkshires, MA

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Check availability on The Berkshires All-Inclusive Hotels

Tonight
4 Jul - 5 Jul
Tomorrow
5 Jul - 6 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top The Berkshires All-Inclusive Hotels

Club Wyndham Bentley Brook
Exterior

Club Wyndham Bentley Brook

3.0 star property
9.2 out of 10, Wonderful, (529)
"We loved the suite we stayed in. The shower was small, but the water pressure and water temperature were great. Beautiful area!"
Club Wyndham Bentley Brook
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (924)
"Clean, conscientious service, great breakast spread. "
The price is £70
includes taxes & fees
8 Jul - 9 Jul
Willows Motel Williamstown
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (563)
"Pool, fire pit, grounds and staff were great!"
The price is £114
includes taxes & fees
8 Jul - 9 Jul
Maple Terrace Motel
The Yankee, Trademark Collection by Wyndham
Exterior

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Nice place to stay. Good breakfast. "
The price is £118
includes taxes & fees
14 Jul - 15 Jul
The Yankee, Trademark Collection by Wyndham
The Red Lion Inn
Outdoor pool, pool loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"I had excellent stay at the Red Lion Inn "
The price is £201
includes taxes & fees
4 Aug - 5 Aug
The Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (809)
"Staff was welcoming and informative "
The price is £101
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1002)
"Everyone was very nice to us! "
The price is £166
includes taxes & fees
13 Jul - 14 Jul
Hampton Inn & Suites Berkshires-Lenox
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (635)
"Very comfortable, VERY spacious rooms, friendly, helpful staff, very comfortable beds, being renovated, June 2025 so will be even better. AND Jae's Restaurant on property is very good, with great service. "
The price is £184
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Lenox Pittsfield
Monument Mountain Motel
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

2.5 star property
8.8 out of 10, Excellent, (723)
"Classic “on the road” motel. Simple,clean and cozy. Friendly proprietors "
Monument Mountain Motel
The Williams Inn
Front of property – evening/night

The Williams Inn

4.0 star property
9.6 out of 10, Exceptional, (459)
"Wonderful stay. Helpful, professional staff. "
The price is £180
includes taxes & fees
10 Jul - 11 Jul
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.