Hotels in Pittsfield, MA

23 available hotel offers

2 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Pittsfield, MA hotels
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

23 Cheap hotels in Pittsfield, MA

Best Pittsfield, MA hotels for families

Hotel On North - Pittsfield, MA
9.5 1158 reviews
Pittsfield, MA
13/10 – 18/10
1433 ﺩ.ﺇ/nighttotal: 7165 ﺩ.ﺇ (5 )

Hotel On North

1 3
hotel , Pittsfield
Hotel On North is situated in Pittsfield, conveniently located 13 kilometres from Tanglewood and 13 kilometres from Cranwell Spa & Golf Club. The hotel enjoys excellent user ratings and a very good location rating, as well as an excellent cleanliness rating.
The accommodation offers 1 bedroom and 1 bathroom, and has a range of amenities and activities for guests to enjoy. Features include free Wi-Fi, parking, a fitness centre, a spa, a restaurant, a bar, room service, and a concierge service.
Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg - Pittsfield, MA
9.4 144 reviews
Pittsfield, MA
13/10 – 18/10
857 ﺩ.ﺇ/nighttotal: 4285 ﺩ.ﺇ (5 )

Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg

1 3
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.
Hampton Inn & Suites Berkshires-lenox - Pittsfield, MA
9.1 1280 reviews
Pittsfield, MA
13/10 – 18/10
1077 ﺩ.ﺇ/nighttotal: 5385 ﺩ.ﺇ (5 )

Hampton Inn & Suites Berkshires-lenox

1 3
hotel , Lenox
The Hampton Inn & Suites Berkshires-Lenox is situated in Lenox, Massachusetts, just a short distance from downtown Lenox and popular attractions like Tanglewood and Jiminy Peak. The hotel is a 3-star establishment with excellent user ratings, making it a popular choice for travellers.
The hotel features modern, comfortable rooms with signature Cloud Nine beds for a restful night's sleep. Guests can enjoy a range of amenities, including a complimentary hot breakfast, an indoor swimming pool, a fitness centre, a spa, and a restaurant and bar.
Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg - Pittsfield, MA
9.3 58 reviews
Pittsfield, MA
13/10 – 18/10
858 ﺩ.ﺇ/nighttotal: 4290 ﺩ.ﺇ (5 )

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

1 3
hotel , Pittsfield
The Holiday Inn Express & Suites Pittsfield – Berkshires by IHG is situated in the Berkshire Mountains, a 1.6km drive from Pittsfield's city centre and conveniently close to Bousquet Ski Area (0.8km) and Jiminy Peak (19km).
This hotel offers an outdoor swimming pool, free Wi-Fi, complimentary weekday newspapers, and on-site laundry facilities, making it ideal for skiers visiting the nearby slopes or those exploring the Norman Rockwell Museum (under 32km away).

Best Pittsfield, MA hotels with a pool

Among the 23 accommodations in Pittsfield, MA, here are the 3 best hotels with a pool

The Yankee Inn - Pittsfield, MA
9.0 1845 reviews
Pittsfield, MA
13/10 – 18/10
858 ﺩ.ﺇ/nighttotal: 4290 ﺩ.ﺇ (5 )

The Yankee Inn

1 3
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.
Element By Marriott Lenox Berkshires - Pittsfield, MA
8.3 13 reviews
Pittsfield, MA
13/10 – 18/10
1335 ﺩ.ﺇ/nighttotal: 6675 ﺩ.ﺇ (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.
Courtyard By Marriott Lenox Berkshires - Pittsfield, MA
9.1 1015 reviews
Pittsfield, MA
06/09 – 13/09
1189 ﺩ.ﺇ/nighttotal: 8323 ﺩ.ﺇ (7 )

Courtyard By Marriott Lenox Berkshires

1 2
hotel , Lenox
The Courtyard By Marriott Lenox Berkshires is located in Lenox, Massachusetts, just a short drive from the Tanglewood Music Center and Cranwell Spa & Golf Club, offering easy access to the area's cultural and recreational attractions. This 3-star hotel receives excellent user ratings for its location, cleanliness and overall experience.
The hotel features a modern design with comfortable rooms. Guests can enjoy amenities such as a swimming pool, hot tub, fitness centre, restaurant and bar, and a terrace with views of the Berkshires.

Frequently Asked Questions about hotels in Pittsfield, MA

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

    The downtown area is a good choice for staying in Pittsfield. You'll be within walking distance of many restaurants, shops, and attractions, and it's also close to the Berkshires Scenic Byway.
  • What are the best hotels with a swimming pool in Pittsfield, MA?

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

    For budget-friendly fun, head to the Pittsfield Farmers Market on Thursdays, enjoy a picnic at the beautiful Springside Park, or take a free walking tour of the city's historic downtown.
  • What are the most popular 2, 3 and 4-star hotels in Pittsfield, MA?

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

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

    To unwind, you can visit the tranquil Lake Pontoosuc for a leisurely stroll or a picnic, or take a scenic drive along the Taconic Crest Trail for breathtaking views of the Berkshire Mountains.
  • What are the best family friendly hotels in Pittsfield, MA?

    The best family friendly hotels in Pittsfield, MA are Hotel On North and Best Western Plus Berkshire Hills Inn & Suites.

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

    You can find a few well-known hotel chains in Pittsfield, like the Holiday Inn Express and the Hampton Inn. They offer comfortable accommodations and convenient amenities.
  • What are the best pet friendly hotels in Pittsfield, MA?

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

    Pittsfield offers a variety of hotels, from budget-friendly motels to charming bed and breakfasts and upscale boutique hotels. You can choose the option that best suits your travel style and budget.
  • What are the best hotels with jacuzzi in Pittsfield, MA?

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

    Booking your hotel in advance is recommended, especially during peak season, which is typically from late spring to early autumn. You'll have more options and potentially better rates.
  • What amenities do hotel rooms typically offer in Pittsfield, MA?

    Most hotels in Pittsfield offer standard amenities like free Wi-Fi, air conditioning, and a television. Some may also have a swimming pool, fitness centre, or complimentary breakfast.
  • What pet-friendly activities are available in Pittsfield, MA?

    You can enjoy a walk with your furry friend at the scenic Wahconah Park, take a scenic drive along the Mohawk Trail, or visit the pet-friendly outdoor seating at the popular local brewery, Berkshire Brewing Company.

Destinations nearby

Best Pittsfield, MA hotels with breakfast

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

Holiday Inn Express & Suites Pittsfield-lenox-berkshires - Pittsfield, MA
Pittsfield, MA
13/10 – 18/10
858 ﺩ.ﺇ/nighttotal: 4290 ﺩ.ﺇ (5 )

Holiday Inn Express & Suites Pittsfield-lenox-berkshires

1 3
hotel , Pittsfield
Holiday Inn Express & Suites Pittsfield-lenox-berkshires is located in the Berkshires district of Pittsfield, offering convenient access to local attractions.
This hotel provides complimentary daily breakfast, a swimming pool, a jacuzzi, a fitness centre, and allows pets, making it a suitable option for families visiting the area.
Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg - Pittsfield, MA
9.4 144 reviews
Pittsfield, MA
13/10 – 18/10
857 ﺩ.ﺇ/nighttotal: 4285 ﺩ.ﺇ (5 )

Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg

1 3
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.
Best Western Plus Berkshire Hills Inn & Suites - Pittsfield, MA
8.4 1438 reviews
Pittsfield, MA
13/10 – 18/10
682 ﺩ.ﺇ/nighttotal: 3410 ﺩ.ﺇ (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.
Courtyard By Marriott Lenox Berkshires - Pittsfield, MA
9.1 1015 reviews
Pittsfield, MA
06/09 – 13/09
1189 ﺩ.ﺇ/nighttotal: 8323 ﺩ.ﺇ (7 )

Courtyard By Marriott Lenox Berkshires

1 2
hotel , Lenox
The Courtyard By Marriott Lenox Berkshires is located in Lenox, Massachusetts, just a short drive from the Tanglewood Music Center and Cranwell Spa & Golf Club, offering easy access to the area's cultural and recreational attractions. This 3-star hotel receives excellent user ratings for its location, cleanliness and overall experience.
The hotel features a modern design with comfortable rooms. Guests can enjoy amenities such as a swimming pool, hot tub, fitness centre, restaurant and bar, and a terrace with views of the Berkshires.

Best Pittsfield, MA hotels with parking

The Springs Motel - Pittsfield, MA
Pittsfield, MA
03/07 – 06/07
1150 ﺩ.ﺇ/nighttotal: 3450 ﺩ.ﺇ (3 )

The Springs Motel

1 2
hotel , New Ashford
Econo Lodge The Springs, a 2-star hotel in New Ashford, is situated 1 kilometre from the town centre.
This budget-friendly inn offers free Wi-Fi, parking, a swimming pool, picnic/barbecue areas, and a terrace; pets are welcome (surcharge applies).
©2026 cozycozy.com