Find and Book Top Rated Hotels in Pittsfield

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8.6
Great40 reviews
MapView on map5.0 km from City Centre1.6 km from Bousquet Ski Area
From   US$ 131 /nightSelect
8.6
Great49 reviews
MapView on map700 m from City Centre300 m from Children's Museum-Berkshire
From   US$ 179 /nightSelect
8.8
Great22 reviews
4.6 km from City Centre1.4 km from Bousquet Ski Area
From   US$ 185 /nightSelect
8.4
Great94 reviews
5.7 km from City Centre1.2 km from Galaxy Entertainment
From   US$ 85 /nightSelect

Best hotels and places to stay in Pittsfield

Why visit?

Pittsfield, Massachusetts, offers an array of attractions and activities to entice tourists. As the largest city in Berkshire County, it boasts a rich cultural heritage, stunning natural landscapes, and a thriving arts scene. Visitors can explore the historic downtown area, enjoy outdoor adventures in the nearby mountains, and immerse themselves in the vibrant local arts and entertainment scene. With a range of options including hotels, motels, and pet-friendly accommodations, Pittsfield has something for every traveler.

Where to stay?

Downtown Pittsfield:Downtown Pittsfield is a bustling hub filled with historical charm, cultural attractions, and a diverse range of dining and entertainment options. Staying in this vibrant area puts you within walking distance of popular attractions such as the Berkshire Museum and the Colonial Theatre. Hotels in downtown Pittsfield offer convenient access to shopping, art galleries, and delicious local cuisine, making it an ideal choice for those seeking a central location.

Lenox: A short drive from Pittsfield, the town of Lenox is renowned for its scenic beauty and upscale accommodations. This charming New England town offers a range of boutique hotels and quaint bed and breakfast establishments. Lenox is home to Tanglewood, the summer home of the Boston Symphony Orchestra, making it a paradise for music lovers. Visitors can also explore the picturesque gardens of The Mount, the former home of author Edith Wharton.

The Berkshires: For those seeking a tranquil retreat surrounded by nature, staying in the Berkshires is an excellent choice. This region is known for its stunning mountain landscapes, hiking trails, and charming small towns. From rustic lodges to luxury resorts, the Berkshires offer a variety of accommodations to suit all budgets. Be sure to visit attractions like Mount Greylock State Reservation, the highest peak in Massachusetts, and the Norman Rockwell Museum, showcasing the renowned artists work.

What is the price per hotel room per night?

3-star hotels: The average price per night is around $100 to $150.

4-star hotels: The average price per night is around $150 to $250.

5-star hotels: The average price per night is around $250 to $400.

Best value for money:

Berkshire Inn: Located in Pittsfield, this affordable hotel offers comfortable rooms with amenities such as free Wi-Fi, flat-screen TVs, and mini-fridges. The hotel provides a complimentary continental breakfast, making it a great choice for budget-conscious travelers. Its convenient location near downtown Pittsfield and multiple dining options ensures guests have easy access to the citys attractions and entertainment options.

Yankee Inn: Situated just a short drive from Pittsfield, the Yankee Inn offers affordable rates without compromising on comfort. The spacious rooms feature modern amenities, including flat-screen TVs and mini-fridges. Guests can enjoy the indoor pool and fitness center, and the friendly staff is always ready to assist. The hotels prime location allows easy access to popular attractions in the Berkshires, making it an excellent value option for exploring the area.

Hotel On North: This boutique hotel in Pittsfield offers a unique blend of elegance and affordability. The rooms are stylishly decorated and equipped with modern comforts, including plush bedding and luxurious bathrooms. Guests can savor delicious meals at the hotels in-house restaurant, which showcases locally sourced ingredients. With its central location near cultural attractions and entertainment venues, Hotel On North provides excellent value for those seeking a comfortable stay in Pittsfield.

Best kid-friendly hotels:

Crowne Plaza Pittsfield-Berkshires: This family-friendly hotel boasts spacious rooms and suites, many of which feature separate living areas and kitchenettes. The hotel offers an indoor pool, a game room, and a childrens play area, ensuring young travelers have plenty of entertainment options. Its location near local parks and attractions, such as the Berkshire Museum, makes it an ideal choice for families visiting Pittsfield.

Hilton Garden Inn Lenox/Pittsfield: Situated in Lenox, this hotel provides a variety of amenities tailored to families. The spacious rooms offer comfortable beds and convenient amenities like mini-fridges and microwaves. The hotel features an indoor pool and a childrens playground, keeping kids entertained throughout their stay. Its proximity to family-friendly attractions like Tanglewood and the Berkshire Botanical Garden makes it a top pick for families visiting Pittsfield.

Best hotels for a romantic getaway:

The Porches Inn at Mass MoCA: Located in nearby North Adams, this charming hotel offers a romantic atmosphere with its cozy rooms and unique decor. Some rooms feature private porches and whirlpool tubs, perfect for a romantic retreat. Guests can enjoy a complimentary continental breakfast, and the hotels proximity to Mass MoCA provides easy access to world-class art exhibitions.

Kemble Inn: Situated in Lenox, this elegant Victorian mansion turned inn exudes romance and sophistication. The beautifully appointed rooms offer luxurious amenities, including fireplaces and clawfoot tubs. The inns award-winning restaurant serves gourmet cuisine, creating memorable dining experiences for couples. Its prime location near the cultural and natural attractions of Lenox, such as Tanglewood and Kennedy Park, makes it an idyllic choice for a romantic getaway.

Best for location:

Hilton Garden Inn Pittsfield: This hotel is centrally located in downtown Pittsfield, offering easy access to shops, restaurants, and cultural attractions. The comfortable rooms feature modern amenities like free Wi-Fi and mini-fridges. Guests can enjoy the on-site restaurant and fitness center, and the hotels proximity to Berkshire Museum and Colonial Theatre makes it a convenient base for exploring the city.

Hotel Fairfield Inn & Suites Great Barrington Lenox: Situated between Great Barrington and Lenox, this hotel offers a strategic location for exploring the Berkshires. The well-appointed rooms come with complimentary breakfast and amenities such as flat-screen TVs and ergonomic workstations. Being close to popular attractions like Tanglewood and Butternut Ski Area, it provides easy access to both cultural and outdoor activities.

Hotel Onota Lakeview: Located on the shores of Onota Lake, this hotel offers picturesque views and a serene setting. The comfortable rooms feature balconies or patios overlooking the lake. Guests can enjoy swimming or fishing in the lake, and the hotels proximity to downtown Pittsfield allows easy access to the citys attractions while providing a peaceful retreat by the water.

Best for a short city break:

Hampton Inn & Suites Berkshires-Lenox: Situated in Lenox, this hotel offers comfortable rooms with modern amenities. Guests can take advantage of the hotels free hot breakfast and relax in the indoor pool or fitness center. Its location near popular downtown Lenox and attractions like Tanglewood and Norman Rockwell Museum makes it a convenient choice for a short city break.

Hotel Holiday Inn Club Vacations Oak n Spruce Resort: Located in nearby South Lee, this resort-style hotel offers spacious suites with kitchenettes or full kitchens. Guests can enjoy amenities like indoor and outdoor pools, a mini-golf course, and various sports courts. The resorts proximity to outdoor activities like hiking and skiing makes it an ideal choice for a short city break combined with outdoor adventures.

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