Top 10 Hotels in The Berkshires

See all 127 Hotels in The Berkshires
Yankee Inn

Yankee Inn

461 Pittsfield Rd, Lenox 01240

2.5 out of 5.0
3.8 out of 5 (460 reviews)

Located in the heart of Lenox, this hotel is 0.5 mi (0.9 km) from Kennedy Park and within 3 mi (5 km) of Pleasant Valley …

Get Rates
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St, Pittsfield 01201

2.5 out of 5.0
4.1 out of 5 (416 reviews)

Located in the heart of Pittsfield, this hotel is 1.7 mi (2.8 km) from Hancock Shaker Village and 2.9 mi (4.7 km) from …

Get Rates
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge 01262

3.5 out of 5.0
4.3 out of 5 (150 reviews)

This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, …

Get Rates
Howard Johnson Express Inn - Lenox

Howard Johnson Express Inn - Lenox

462 Pittsfield Rd, Lenox 01240

2.0 out of 5.0
3.5 out of 5 (550 reviews)

Situated in Lenox, this motel is within 2 mi (3 km) of Arrowhead Museum, Kennedy Park, and Bousquet Ski Area. Pleasant Valley …

Get Rates
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock 01237

3.0 out of 5.0
4.2 out of 5 (740 reviews)

Situated in Hancock, this condo is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (2 …

$105
33 Main

33 Main

33 Main Street, Lenox 01240

4.0 out of 5.0

Situated in Lenox, this bed & breakfast is within a 10-minute walk of Lenox Library and Ventfort Hall Mansion and Gilded Ag …

Get Rates
White Horse Inn

White Horse Inn

378 South St, Pittsfield 01201

3.0 out of 5.0
4.7 out of 5 (127 reviews)

Situated in Pittsfield, this bed & breakfast is within 1 mi (2 km) of Colonial Theater, Berkshire Museum, and Berkshire …

$115
Chambery Inn

Chambery Inn

199 Main St, Lee 01238

3.0 out of 5.0
4.7 out of 5 (132 reviews)

Situated in the mountains, this bed & breakfast is within a 5-minute walk of Animagic Museum of Animation and Lee Library. …

$95
Days Inn Lenox MA

Days Inn Lenox MA

194 Pittsfield Rd, Lenox 01240

2.0 out of 5.0
3.1 out of 5 (321 reviews)

Situated in Lenox, this motel is 0.4 mi (0.7 km) from Kennedy Park and within 3 mi (5 km) of Pleasant Valley Wilderness …

Get Rates
Hotel On North

Hotel On North

297 North Street, Pittsfield 01201

3.5 out of 5.0
4.7 out of 5 (108 reviews)

Situated in Pittsfield, this hotel is within a 10-minute walk of Berkshire Museum, Berkshire Athenaeum, and Colonial Theater. …

Get Rates

Recent Reviews in The Berkshires

Where to stay in The Berkshires

The Berkshires Hotel Guide

Expedia.com offers a selection of 127 hotels in The Berkshires. You are sure to find cheap deals and discount rates among them with our Best Price Guarantee. No matter what type of hotel strikes your fancy, we will let you search for your preferred one to accommodate your travel needs.

Expedia.com will not only save you time, but also money when booking your stay at a hotel in The Berkshires. Making reservations so you can stay within your budget is easy with us.

Expedia.com even provides you with a map so you may find cheap hotels in the The Berkshires neighborhood you prefer.

Go ahead. Enter your travel dates to view the best offers on hotel rooms in The Berkshires, Massachusetts now, including last minute deals!