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Discover the charm of Pittsfield, Massachusetts, a vibrant city nestled in the heart of the Berkshires. As the largest city in Berkshire County, Pittsfield offers a unique blend of cultural richness and natural beauty, making it an ideal destination for travelers. Stay in the bustling downtown area, where you'll find a variety of accommodations ranging from cozy inns to modern hotels. The neighborhoods of Lenox and Stockbridge are also popular for their quaint charm and proximity to cultural landmarks.

Explore top attractions such as the Berkshire Museum, which offers a fascinating mix of art, history, and natural science exhibits. Don't miss the Colonial Theatre, a beautifully restored venue hosting a variety of performances. For outdoor enthusiasts, the nearby Pittsfield State Forest provides ample opportunities for hiking and enjoying the scenic beauty of the Berkshires. Whether you're seeking cultural experiences or outdoor adventures, Pittsfield is a destination that promises a memorable stay.

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Hampton Inn & Suites Berkshires-Lenox
Full StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Lenox · 5.39 km from centre

9.2

 

980 reviews

Breakfast available

Located in Lenox, Hampton Inn & Suites Berkshires-Lenox is in a rural location, within a 5-minute drive of Guido's Marketplace and Arrowhead Museum. This hotel is 4.5 mi (7.3 km) from Tanglewood Music Center and 1 mi (1.6 km) from Pleasant Valley Wilderness Sanctuary.

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Holiday Inn & Suites Pittsfield-Berkshires by IHG
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 0.11 km from centre

7.8

 

731 reviews

Breakfast available

With a stay at Holiday Inn & Suites Pittsfield-Berkshires by IHG, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum. This hotel is 0.2 mi (0.4 km) from Colonial Theater and 0.4 mi (0.7 km) from Berkshire Museum.

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The Central Downtown Inn Suites
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 0.32 km from centre

8.8

 

96 reviews

Located in Pittsfield, within 7.7 miles of Cranwell Spa & Golf Club and 7.9 miles of Tanglewood Musical Center, The Central Downtown Inn Suites provides accommodations with a terrace and free WiFi throughout the property as well as free private parking for guests who drive. Each room is equipped with a patio.

Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a desk. Featuring a private bathroom with a bath and a hairdryer, certain rooms at the hotel also offer a balcony. Guest rooms will provide guests with a dishwasher.

Tanglewood is 8 miles from The Central Downtown Inn Suites, while Norman Rockwell Museum is 13 miles away. Albany International Airport is 45 miles from the property.

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Hotel On North
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 0.47 km from centre

9.4

 

682 reviews

With a stay at Hotel On North in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Athenaeum. This hotel is 0.4 mi (0.6 km) from Barrington Stage Company and 0.5 mi (0.7 km) from Colonial Theater.

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Berkshire Inn
Full StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Motel in Pittsfield · 0.89 km from centre

7.6

 

759 reviews

With a stay at Berkshire Inn, you'll be centrally located in Pittsfield, within a 15-minute drive of Tanglewood Music Center and Berkshire Museum. This motel is 0.6 mi (1 km) from Colonial Theater and 0.8 mi (1.2 km) from Berkshire Athenaeum.

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51 Seymour St
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Apartment in Pittsfield · 1.00 km from centre

Located in Pittsfield, 51 Seymour St is within a 5-minute drive of Barrington Stage Company and Berkshire Athenaeum. This apartment is 7.2 mi (11.6 km) from Jiminy Peak Mountain Resort and 8.6 mi (13.9 km) from Tanglewood Music Center.

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Berkshire Vacation Rentals: Chic Pittsfield Home With A View
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Holiday home in Pittsfield · 2.51 km from centre

9.0

 

1 review

Berkshire Vacation Rentals: Chic Pittsfield Home With A View is located in Pittsfield, just 7.2 miles from Cranwell Spa & Golf Club and 7.3 miles from Tanglewood Musical Center. This vacation home provides air-conditioned accommodations with a patio.

With free Wifi, this 3-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace.

Guests can also relax in the garden.

Tanglewood is 7.5 miles from the vacation home, while Norman Rockwell Museum is 13 miles away. Albany International Airport is 44 miles from the property.

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Heart of the Berkshires
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Motel in Pittsfield · 3.89 km from centre

9.4

 

3 reviews

Located in Pittsfield, Heart of the Berkshires is on a river, within a 5-minute drive of Hancock Shaker Village and Balderdash Cellars. This motel is 9.4 mi (15.1 km) from Tanglewood Music Center and 10.6 mi (17 km) from Jiminy Peak Mountain Resort.

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Heart of the Berkshires Motel
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Motel in Pittsfield · 3.89 km from centre

7.7

 

139 reviews

Located in Pittsfield, within 9.2 miles of Tanglewood Musical Center and 9.4 miles of Tanglewood, Heart of the Berkshires Motel provides accommodations with a shared lounge and free WiFi as well as free private parking for guests who drive. The property has a shared kitchen and a concierge service for guests.

At the motel, each room has a desk. Complete with a private bathroom equipped with free toiletries, guest rooms at Heart of the Berkshires Motel have a TV and air conditioning, and selected rooms come with a seating area. All rooms will provide guests with a fridge.

Guests at the accommodation will be able to enjoy activities in and around Pittsfield, like fishing.

Cranwell Spa & Golf Club is 9.4 miles from Heart of the Berkshires Motel, while Norman Rockwell Museum is 14 miles away. Albany International Airport is 42 miles from the property.

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Berkshire Mountain Lodge
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Lodge in Pittsfield · 4.09 km from centre

8.8

 

429 reviews

With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace. This golf lodge is 1.3 mi (2.1 km) from Bousquet Ski Area and 2.1 mi (3.4 km) from Pleasant Valley Wilderness Sanctuary.

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Hilton Garden Inn Lenox Pittsfield
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 4.57 km from centre

9.2

 

625 reviews

Breakfast available

With a stay at Hilton Garden Inn Lenox Pittsfield in Pittsfield, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace. This hotel is 1.4 mi (2.2 km) from Bousquet Ski Area and 1.5 mi (2.4 km) from Pleasant Valley Wilderness Sanctuary.

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Reception
Holiday Inn Express & Suites Pittsfield - Berkshires
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 4.62 km from centre

7.4

 

150 reviews

Breakfast available

With a stay at Holiday Inn Express & Suites Pittsfield - Berkshires in Pittsfield, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace. This hotel is 1.5 mi (2.3 km) from Bousquet Ski Area and 1.5 mi (2.4 km) from Pleasant Valley Wilderness Sanctuary.

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FairBridge Inn Express
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Motel in Pittsfield · 4.78 km from centre

5.2

 

700 reviews

Located in Pittsfield, FairBridge Inn Express is in the suburbs, a 4-minute drive from Crane Museum of Papermaking and 6 minutes from Berkshire Athenaeum. This motel is 11.2 mi (18.1 km) from Tanglewood Music Center and 3.2 mi (5.1 km) from Crane Museum of Papermaking.

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Best Western Plus Berkshire Hills Inn & Suites
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 5.01 km from centre

8.4

 

977 reviews

Breakfast available

Located in Pittsfield, Best Western Plus Berkshire Hills Inn & Suites is a 2-minute drive from Hancock Shaker Village and 5 minutes from Bousquet Ski Area. This hotel is 3.3 mi (5.3 km) from Colonial Theater and 8.4 mi (13.5 km) from Shakespeare and Company.

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The Yankee, Trademark Collection by Wyndham
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Lenox · 5.13 km from centre

9.0

 

951 reviews

Breakfast available

Located in Lenox, The Yankee, Trademark Collection by Wyndham is on the Strip, a 4-minute drive from Bousquet Ski Area and 7 minutes from Shakespeare and Company. This hotel is 4.7 mi (7.6 km) from Tanglewood Music Center and 5.4 mi (8.6 km) from The Mount.

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Howard Johnson by Wyndham Lenox
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Motel in Lenox · 5.18 km from centre

7.4

 

710 reviews

With a stay at Howard Johnson by Wyndham Lenox in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Guido's Marketplace. This motel is 1.1 mi (1.8 km) from Pleasant Valley Wilderness Sanctuary and 1.5 mi (2.4 km) from Arrowhead Museum.

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Lake Views and Dock Access - Pittsfield Cottage!
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This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Pittsfield · 5.76 km from centre

Lake Views and Dock Access - Pittsfield Cottage! is located in Pittsfield, just 12 miles from Tanglewood Musical Center and 12 miles from Tanglewood. The air-conditioned accommodation is 12 miles from Cranwell Spa & Golf Club.

With free Wifi, this 4-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area.

Norman Rockwell Museum is 17 miles from the vacation home. Albany International Airport is 43 miles away.

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Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Full StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 4.62 km from centre

This Comfort Inn is in the scenic Berkshire Mountains, a 10 minute drive from downtown Pittsfield. It features an outdoor pool and free Wi-Fi, and serves a buffet breakfast every morning.

Rooms at Comfort Inn Pittsfield come with a microwave and a refrigerator. Cable TV is also included.

The Pittsfield Comfort Inn offers coin laundry and fax and copy services. Complimentary newspapers are available on weekdays.

The Bousquet Ski Area is half a mile from Comfort Inn Pittsfield, and Jiminy Peak Ski Area is 12 miles away. The Norman Rockwell Museum is less than a 20 minute drive from the hotel.

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Fairbridge Inn Express Pittsfield
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Pittsfield · 4.75 km from centre

4.0

 

157 reviews

Fairbridge Inn Express Pittsfield is located in Pittsfield, 11 miles from Tanglewood and 11 miles from Cranwell Spa & Golf Club. This 3-star hotel offers free WiFi. Some units at the property feature a balcony with a city view.

Free private parking and a business center are available, as well as a 24-hour front desk.

Tanglewood Musical Center is 11 miles from the hotel, while Norman Rockwell Museum is 16 miles away. Albany International Airport is 48 miles from the property.

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Impressive Family-Friendly Lake Cottage in The Berkshires, Massachusetts
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Holiday home in The Berkshires, Lanesborough · 5.65 km from centre

Impressive Family-Friendly Lake Cottage in The Berkshires, Massachusetts offers accommodations in Lanesborough, 17 miles from Norman Rockwell Museum. The property is around 12 miles from Cranwell Spa & Golf Club, 12 miles from Tanglewood Musical Center, and 12 miles from Tanglewood.

The vacation home is composed of 1 separate bedroom, a fully equipped kitchen with a microwave and a toaster, and 1 bathroom. The accommodation has a fireplace.

Guests can also warm up near the outdoor fireplace after a day of cycling.

Albany International Airport is 43 miles away.

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