Hotels in Pittsfield
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Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGcleanliness Located in Pittsfield, the hotel offers peaceful rooms near Berkshire attractions.

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suitescleanliness Relaxing Berkshire retreat near Tanglewood with free breakfast and mountain recreation.

Berkshire Inn
Berkshire Inncleanliness Peaceful Berkshire Inn near cultural attractions and outdoor adventures awaits.

The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
Hotel On North
Hotel On Northcleanliness Experience refined comfort in the heart of Pittsfield, steps from transportation.

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGcleanliness Lakeside getaway in Berkshires with indoor pool and Tanglewood Music Center nearby.

Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfieldcleanliness Modern hotel near Herman Melville's Arrowhead with indoor pool and Asian fusion dining.

Berkshire Mountain Lodge
Berkshire Mountain Lodge
FairBridge Inn Express
FairBridge Inn Expresscleanliness Restful sanctuary in Pittsfield with free WiFi and parking, perfect for skiers.

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndhamcleanliness Unwind in Lenox with mountain vistas, seasonal pools, and easy Berkshire access.

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenoxcleanliness Experience Lenox from a central motel with a pool and friendly staff at your service.

Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenoxcleanliness Relaxing Berkshires retreat with indoor pool near Tanglewood Music Center.

Element Lenox Berkshires
Element Lenox Berkshirescleanliness Unwind in the Berkshires with a cozy indoor pool near Tanglewood Music Center.

Berkshires Untold
Berkshires Untoldcleanliness Enjoy luxury and culture in the Berkshires with nearby Tanglewood Music Center access.

Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshirescleanliness Convenient Lenox escape with indoor pool just minutes from Tanglewood Music Center.

The Whitlock
The Whitlockcleanliness Boutique retreat in Lenox with easy access to Tanglewood Music Center.

Hampton Terrace Inn
Hampton Terrace Inncleanliness Enchanting Berkshires inn with a seasonal outdoor pool and tennis courts period.

The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshirescleanliness Charming B&B retreat in Lenox with garden views and complimentary breakfast.

The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection Hotelcleanliness Tranquil lakefront escape with stunning sunset views and a 24-hour fitness center.

Inn at Kenmore Hall
Inn at Kenmore HallCheck out hotels with a pool in Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGYou may also like pet-friendly hotels in Pittsfield

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesGo beyond your typical stay in Pittsfield
Learn more about Pittsfield
Tucked into the heart of the Berkshires, this cultural powerhouse punches well above its weight. The Berkshire Museum offers an eclectic mix of art, history, and aquarium exhibits that somehow work perfectly together. At the gloriously restored Colonial Theater, performances unfold in a space where the acoustics haven't changed since 1903. Herman Melville wrote 'Moby-Dick' at his home Arrowhead, now open for tours that reveal the author's mountain view that reminded him of a whale's back. The Hancock Shaker Village presents a fascinating glimpse into America's most successful utopian community. Come winter, locals hit the slopes at Bousquet Ski Area, while summer brings outdoor theater at Barrington Stage Company where Broadway shows often premiere before heading to New York.

Check out reviews of Pittsfield hotels guests love

The Black Swan Lee - Lenox, an Ascend Collection Hotel
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