Find hotels in Pittsfield, MA at the best prices

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Pittsfield, MA hotels
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23 Cheap hotels in Pittsfield, MA

Best Pittsfield, MA hotels for families

Best Western Plus Berkshire Hills Inn & Suites - Pittsfield, MA
8.4 1438 reviews
Pittsfield, MA
06/09 – 13/09
$190/nighttotal: $1330 (7 )

Best Western Plus Berkshire Hills Inn & Suites

1 2
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.
Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg - Pittsfield, MA
9.3 58 reviews
Pittsfield, MA
06/09 – 13/09
$270/nighttotal: $1890 (7 )

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

1 2
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).
Element By Marriott Lenox Berkshires - Pittsfield, MA
8.3 13 reviews
Pittsfield, MA
13/10 – 18/10
$509/nighttotal: $2545 (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.
Berkshires Untold - Pittsfield, MA
9.3 1192 reviews
Pittsfield, MA
13/10 – 18/10
$456/nighttotal: $2280 (5 )

Berkshires Untold

1 3
hotel , Lenox
This 3.5-star hotel in Lenox, located in the Berkshires district, offers the 'Berkshires Untold' package and provides excellent user ratings for its comfortable and family-friendly atmosphere.
Guests can expect amenities such as internet, air conditioning, a terrace or balcony, concierge service, a restaurant, bar, and parking, with 1 bathroom per accommodation equipped with essential toiletries and hairdryers, and select bathrooms featuring bathrobes and towels.

Best Pittsfield, MA hotels with a pool

Among the 23 accommodations in Pittsfield, MA, here are the 2 best hotels with a pool

Element By Marriott Lenox Berkshires - Pittsfield, MA
Pittsfield, MA
13/10 – 18/10
$251/nighttotal: $1255 (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.
Element Lenox Berkshires - Pittsfield, MA
9.6 47 reviews
Pittsfield, MA
06/09 – 13/09
$269/nighttotal: $1883 (7 )

Element Lenox Berkshires

1 2
hotel , Lenox
Element Lenox Berkshires, a 3-star hotel in Lenox, is situated within the historical district, offering proximity to Kennedy Park and Pleasant Valley Wilderness Sanctuary (approximately 1.2 kilometres walk) and within 4.8 kilometres of Guido's Marketplace and The Bookstore.
This accommodation provides complimentary continental breakfast, free WiFi in public areas, and an on-site indoor swimming pool, alongside a snack bar and cafe for guest convenience.

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 iconic Berkshire Museum, showcasing art, science, and history, and the vibrant Barrington Stage Company for live theatre. If you're looking for a day trip, the scenic Mount Greylock, the highest peak in Massachusetts, is a popular destination.
  • What are the best hotels with a swimming pool in Pittsfield, MA?

    Best Western Plus Berkshire Hills Inn & Suites, Hilton Garden Inn Lenox Pittsfield and Berkshire Inn are among 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 is a great choice for hotels, offering easy access to restaurants, shops, and attractions like the Berkshire Museum and the Colonial Theatre. You'll find a good selection of hotels there, from budget-friendly to more upscale 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?

    For budget-friendly fun, you can visit the Pittsfield Public Library, which offers free events and programs, or take a stroll through the beautiful Springside Park, a lovely green space with walking trails and a playground.
  • 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?

    Relaxation is easy in Pittsfield. You can enjoy a peaceful picnic at the beautiful Hancock Shaker Village, take a scenic hike on the Appalachian Trail, or simply unwind with a book at the charming The Bookstore on the Common.
  • What are the best family friendly hotels in Pittsfield, MA?

  • Where can you find the best traditional local cuisine in Pittsfield, MA?

    For a taste of local tradition, head to the iconic The Red Lion Inn, known for its hearty New England fare and historical charm. You can also try the delicious homemade pies and pastries at the popular The Sweet Surrender Bakery.
  • What are the best pet friendly hotels in Pittsfield, MA?

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

    You'll find familiar chains like the Holiday Inn Express, Hampton Inn, and the Best Western in Pittsfield, offering comfortable and convenient accommodations.
  • What are the best hotels with jacuzzi in Pittsfield, MA?

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

    Pittsfield offers a variety of hotels to suit different budgets and preferences, from budget-friendly motels to upscale boutique hotels and historic inns.
  • When is the best time to book a hotel in Pittsfield, MA?

    The best time to book a hotel in Pittsfield is during the shoulder seasons, spring and autumn, when rates are generally lower and the weather is pleasant. You can also find good deals during the winter months, but be aware that some attractions may have limited hours.
  • What amenities do hotel rooms typically offer in Pittsfield, MA?

    Hotel rooms in Pittsfield generally offer standard amenities like free Wi-Fi, air conditioning, and a flat-screen TV. Some hotels may also have additional features like 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 Springside Park, or take them for a swim at the dog-friendly Pontoosuc Lake. You can also find plenty of pet-friendly restaurants and cafes in the downtown area.

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
06/09 – 13/09
$270/nighttotal: $1890 (7 )

Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg

1 2
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

Garden Gables - Pittsfield, MA
9.0 5 reviews
Pittsfield, MA
03/07 – 06/07
$1341/nighttotal: $4023 (3 )

Garden Gables

1 2
hotel , Lenox
Garden Gables, a 3-star hotel in Lenox, offers the "Garden Gables" package and is conveniently located for access to local attractions.
This accommodation provides air-conditioned rooms with free WiFi, private bathrooms, a coffee machine, and flat-screen TVs, with select rooms featuring a private terrace, and a shared lounge area is available for guest relaxation.
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