Hotels in Pittsfield, MA

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Pittsfield, MA hotels
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23 Cheap hotels in Pittsfield, MA

Best Pittsfield, MA hotels for families

The Whitlock By The Lenox Collection - Pittsfield, MA
8.4 388 reviews
Pittsfield, MA
12/07 – 18/07
SG$453/nighttotal: SG$2718 (6 )

The Whitlock By The Lenox Collection

1 2
hotel , Lenox
The Whitlock by The Lenox Collection is situated in Lenox, Massachusetts, approximately 2.4 kilometres from Tanglewood and the Cranwell Spa & Golf Club.
This 3-star hotel offers 1-bedroom lodgings with free Wi-Fi, on-site parking, a bar, and sun terrace; guests can enjoy nearby activities such as skiing and cycling, plus easy access to the Norman Rockwell Museum (10.8 km away) and attractions in Great Barrington.
Element By Marriott Lenox Berkshires - Pittsfield, MA
8.3 13 reviews
Pittsfield, MA
13/10 – 18/10
SG$468/nighttotal: SG$2340 (5 )

Element By Marriott Lenox Berkshires

1 3
hotel , Lenox
The Element Lenox Berkshires hotel is located in Lenox, Massachusetts, approximately 5 kilometres from Cranwell Spa & Golf Club, 5.3 kilometres from the Tanglewood Musical Centre, and offers convenient access to the Norman Rockwell Museum.
This one-bedroom lodging sleeps up to three guests and provides standard hotel amenities, including proximity to outdoor activities in the Berkshires.
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield, MA
8.4 1437 reviews
Pittsfield, MA
13/10 – 18/10
SG$239/nighttotal: SG$1195 (5 )

Best Western Plus Berkshire Hills Inn & Suites

1 3
hotel , Pittsfield
The Best Western Plus Berkshire Hills Inn & Suites is situated just off Route 20 in Pittsfield, a short drive from the Lichtenstein Center for the Arts and the Arrowhead Museum, offering easy access to the town's cultural attractions. This 3-star hotel consistently receives very good reviews from guests for its comfortable rooms and friendly service.
The property features a range of amenities to suit all tastes, including a swimming pool, jacuzzi, fitness centre and a restaurant and bar. Guests can enjoy a relaxing stay with access to a spa and tennis courts, or explore the surrounding area with easy access to the Berkshires region.
Berkshires Untold - Pittsfield, MA
8.8 1572 reviews
Pittsfield, MA
06/09 – 13/09
SG$303/nighttotal: SG$2121 (7 )

Berkshires Untold

1 2
hotel , Lenox
Life House, Berkshires is located in Lenox, just 5.5km from Tanglewood and 5.8km from Cranwell Spa & Golf Club, offering easy access to the area's attractions. The 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The accommodation features a range of modern amenities, including free Wi-Fi, a shared lounge, free private parking, a restaurant, and a bar. Guests can enjoy a continental breakfast each morning and benefit from the multilingual staff, family rooms, and a relaxing atmosphere.

Best Pittsfield, MA hotels with a pool

Among the 23 accommodations in Pittsfield, MA, here are the 4 best hotels with a pool

Disney Magic At Jiminy Mountain - Pittsfield, MA
8.3 56 reviews
Pittsfield, MA
03/07 – 06/07
SG$387/nighttotal: SG$1161 (3 )

Disney Magic At Jiminy Mountain

1 2
hotel , Hancock
Disney Magic at Jiminy Mountain is located in Hancock, 20 miles from both Tanglewood and Cranwell Spa & Golf Club, making it a great base for exploring the surrounding countryside. This 4-star hotel has received very good user ratings, making it a popular choice for travellers.
The hotel offers comfortable accommodation, with each room featuring 46 square metres of space, one bedroom, one bathroom, and a capacity of 4 guests. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, sauna, fitness centre, and tennis court, as well as a restaurant and bar for dining and relaxation.
Element By Marriott Lenox Berkshires - Pittsfield, MA
Pittsfield, MA
13/10 – 18/10
SG$231/nighttotal: SG$1155 (5 )

Element By Marriott Lenox Berkshires

1 3
hotel , Lenox
Element By Marriott Lenox Berkshires, a 3-star hotel in Lenox, is located in the Berkshires region, offering convenient access to local attractions and 800 meters from nearby shops.
This establishment provides complimentary breakfast, on-site kitchen facilities, a swimming pool, a fitness centre, and laundry service, with concierge assistance and in-room entertainment available.
The Yankee Inn - Pittsfield, MA
9.0 1845 reviews
Pittsfield, MA
06/09 – 13/09
SG$211/nighttotal: SG$1477 (7 )

The Yankee Inn

1 2
hotel , Lenox
The Yankee, Trademark Collection by Wyndham, is located in the Berkshires, just a short distance from Lenox's popular attractions like Tanglewood, Jacob's Pillow, and MASS MoCA, and is situated on a 111-acre wildlife sanctuary offering a tranquil escape surrounded by the beauty of the Berkshires. This 3-star hotel has received very good user ratings for its location, cleanliness, and overall experience.
The hotel offers a contemporary, non-smoking environment. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, spa, concierge service, bar, fitness centre, and parking. The hotel is also close to the Appalachian Trail, making it ideal for hiking and nature enthusiasts.
Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg - Pittsfield, MA
9.4 144 reviews
Pittsfield, MA
06/09 – 13/09
SG$248/nighttotal: SG$1736 (7 )

Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg

1 2
hotel , Pittsfield
The Holiday Inn Express & Suites Pittsfield - Berkshires is located in Pittsfield, Massachusetts, its precise location within the town currently unavailable.
Further details regarding room sizes, amenities, and on-site facilities for this three-star lodging are not currently accessible.

Frequently asked questions about hotels in Pittsfield, MA

  • What are the best landmarks to visit in Pittsfield, MA and around?

    Pittsfield is home to the beautiful Berkshire Museum, with its impressive collection of art and natural history exhibits. The historic Colonial Theatre is another must-see, with its grand architecture and regular performances. If you're looking for something a bit further afield, the Clark Art Institute in Williamstown is a world-renowned museum, just a short drive away.
  • What are the best hotels with a swimming pool in Pittsfield, MA?

  • Which area in Pittsfield, MA is a good option for staying in a hotel?

    The downtown area of Pittsfield is a good option for staying in a hotel. It's close to the main attractions, restaurants, and shops, and you'll be within walking distance of many places. You can find a variety of hotels in this area, from budget-friendly to more luxurious options.
  • What are the most popular 2, 3 and 4-star hotels in Pittsfield, MA?

    Among 2, 3 and 4-star hotels in Pittsfield, MA, Best Western Plus Berkshire Hills Inn & Suites, Hilton Garden Inn Lenox Pittsfield and Fairbridge Inn Express Pittsfield are the most popular ones.

  • What are the most affordable attractions in Pittsfield, MA?

    The Pittsfield Public Library is a great place to spend a few hours browsing books and enjoying the peaceful atmosphere. It's completely free to enter and you can also attend events and workshops. The nearby Park Square is a lovely green space in the heart of the city, perfect for a picnic or a stroll.
  • What are the best luxury hotels in Pittsfield, MA?

    Holiday Inn & Suites Pittsfield-berkshires By Ihg is among the best luxury hotels in Pittsfield, MA.

  • How can travelers relax during a week in Pittsfield, MA?

    There are plenty of ways to relax in Pittsfield. You can take a stroll through the beautiful grounds of the Berkshire Botanical Garden, or enjoy a picnic in the scenic parkland of the Bartholomew's Cobble. For a more active way to unwind, try a hike in the nearby Mount Greylock State Reservation, the highest point in Massachusetts.
  • What are the best family friendly hotels in Pittsfield, MA?

  • What hotel chains can you find in Pittsfield, MA?

    You can find a few well-known hotel chains in Pittsfield, including the Holiday Inn Express, the Hampton Inn, and the Best Western. There are also a number of independent hotels, offering a more unique experience.
  • What are the best pet friendly hotels in Pittsfield, MA?

  • What type of hotels can you find in Pittsfield, MA?

    Pittsfield offers a range of hotels, from budget-friendly motels to more luxurious options. You can find everything from basic rooms with essential amenities to suites with extra space and features like kitchenettes or balconies.
  • What are the best hotels with jacuzzi in Pittsfield, MA?

  • When is the best time to book a hotel in Pittsfield, MA?

    The best time to book a hotel in Pittsfield is during the off-season, which is generally from November to April. You'll find lower prices and less crowds during these months. However, if you're planning to visit during peak season, it's best to book in advance to secure the best rates and availability.
  • What amenities do hotel rooms typically offer in Pittsfield, MA?

    Most hotels in Pittsfield offer standard amenities like free Wi-Fi, cable TV, and air conditioning. Some hotels may also have additional features like swimming pools, fitness centres, or on-site restaurants.
  • What pet-friendly activities are available in Pittsfield, MA?

    The Berkshire Botanical Garden welcomes well-behaved dogs on leash, allowing you to enjoy the beautiful gardens together. The nearby Pontoosuc Lake is also a great place to take your furry friend for a walk or a swim.

Destinations nearby

Best Pittsfield, MA hotels with breakfast

Among the 23 accommodations in Pittsfield, MA, here are the 1 best hotels with breakfast

Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg - Pittsfield, MA
Pittsfield, MA
13/10 – 18/10
SG$317/nighttotal: SG$1585 (5 )

Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg

1 3
hotel , Pittsfield
The Holiday Inn Express Pittsfield Berkshires is located approximately 5 kilometres from Pittsfield city centre, near Guido's Marketplace, Herman Melville's Arrowhead, and Bousquet Ski Area.
This 2-star hotel offers free parking, an outdoor pool, and amenities including laundry services, a safe, and a concierge, with connecting rooms available and children staying free when using existing bedding.

Best Pittsfield, MA hotels with parking

Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg - Pittsfield, MA
Pittsfield, MA
21/08 – 24/08
SG$1414/nighttotal: SG$4242 (3 )

Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg

3 6
hotel , Pittsfield
The Holiday Inn Express & Suites Pittsfield - Berkshires offers convenient accommodation in Pittsfield, Massachusetts, though precise location details within the town are unavailable.
Further information is required to detail the hotel's specific amenities, room sizes, and proximity to local attractions such as the Berkshire Museum or the Hancock Shaker Village.
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