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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.