Hotels in Pittsfield, MA

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Pittsfield, MA hotels
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23 Cheap hotels in Pittsfield, MA

Handpicked Hotels for Families in Pittsfield, MA

A hotel built for families in Pittsfield, MA ensures city attractions are within easy reach, making for a much smoother trip for everyone.

Quality Inn Lee - Lenox South - Pittsfield, MA
8.3 1493 reviews
Pittsfield, MA
20/06 – 27/06
£161/nighttotal: £1127 (7 )

Quality Inn Lee - Lenox South

1 2
hotel , Lee
The Quality Inn in Lee, Massachusetts is conveniently located near popular attractions like Cranwell Spa & Golf Club, Tanglewood, and the Tanglewood Musical Center, making it a great base for exploring the Berkshires. The hotel is a 2-star establishment that has received very good user ratings for its cleanliness, location, and overall experience.
The hotel offers comfortable rooms with private bathrooms and free Wi-Fi, ensuring a pleasant stay. Guests can enjoy a complimentary continental breakfast, a swimming pool, a fitness centre, and a restaurant on-site.

Best Hotels with a Pool in Pittsfield, MA

Pool access at your hotel in Pittsfield, MA makes a proper swim in the heart of the city a wonderful part of every day. Find your ideal stay here.

Disney Magic At Jiminy Mountain - Pittsfield, MA
8.3 56 reviews
Pittsfield, MA
01/07 – 31/07
£162/nighttotal: £4860 (30 )

Disney Magic At Jiminy Mountain

1 1
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.
Holiday Inn Express & Suites Pittsfield - Berkshires By Ihg - Pittsfield, MA
9.4 144 reviews
Pittsfield, MA
20/06 – 27/06
£185/nighttotal: £1295 (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?

    You'll find plenty to see in Pittsfield! The historic Berkshire Museum is worth a visit, as is the vibrant Barrington Stage Company for a theatrical experience. A short drive away, you can explore the grand Norman Rockwell Museum in Stockbridge.
  • 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?

    Downtown Pittsfield is a great choice for hotels. It's within walking distance of many restaurants, shops, and attractions. The area around the Berkshire Museum and the Colonial Theatre is particularly lively.
  • 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, head to the Pittsfield Public Library, a beautiful building with a great selection of books. You can also enjoy a picnic at the scenic Springside Park, or take a stroll around the historic streets of the city.
  • 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?

    Pittsfield is perfect for a relaxing break! Spend an afternoon at the Hancock Shaker Village, exploring the tranquil grounds and learning about the Shaker way of life. You can also unwind with a scenic hike in the nearby Mount Greylock State Reservation.
  • What are the best family friendly hotels in Pittsfield, MA?

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

    You'll find a range of hotel chains in Pittsfield, including the popular Hilton, Holiday Inn, and Best Western. There are also several independent hotels and bed and breakfasts offering a more boutique experience.
  • 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 to suit different budgets and preferences. You can find everything from budget-friendly motels to upscale hotels with modern amenities. There are also charming bed and breakfasts for a more intimate stay.
  • 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 shoulder season, from April to May and September to October. You'll find lower prices and fewer crowds compared to the peak summer months.
  • 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. Many also have swimming pools, fitness centres, and on-site restaurants. It's always good to check the individual hotel's website for specific amenities.
  • What pet-friendly activities are available in Pittsfield, MA?

    Pittsfield is a dog-friendly town! You can enjoy a leisurely walk with your furry friend at the scenic Springside Park or take them for a swim at the Pittsfield Lake. Many restaurants also have outdoor seating where you can enjoy a meal with your pet.

Destinations nearby

Compare Hotels with Breakfast Included in Pittsfield, MA

There's no need to hunt for a café in the morning, as breakfast is included with every hotel in Pittsfield, MA.

Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg - Pittsfield, MA
9.3 58 reviews
Pittsfield, MA
20/06 – 27/06
£185/nighttotal: £1295 (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).
Quality Inn Lee - Lenox South - Pittsfield, MA
8.3 1493 reviews
Pittsfield, MA
20/06 – 27/06
£161/nighttotal: £1127 (7 )

Quality Inn Lee - Lenox South

1 2
hotel , Lee
The Quality Inn in Lee, Massachusetts is conveniently located near popular attractions like Cranwell Spa & Golf Club, Tanglewood, and the Tanglewood Musical Center, making it a great base for exploring the Berkshires. The hotel is a 2-star establishment that has received very good user ratings for its cleanliness, location, and overall experience.
The hotel offers comfortable rooms with private bathrooms and free Wi-Fi, ensuring a pleasant stay. Guests can enjoy a complimentary continental breakfast, a swimming pool, a fitness centre, and a restaurant on-site.
Hampton Inn & Suites Berkshires-lenox - Pittsfield, MA
9.1 1280 reviews
Pittsfield, MA
20/06 – 27/06
£192/nighttotal: £1344 (7 )

Hampton Inn & Suites Berkshires-lenox

1 2
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.
Courtyard By Marriott Lenox Berkshires - Pittsfield, MA
9.1 1015 reviews
Pittsfield, MA
20/06 – 27/06
£260/nighttotal: £1820 (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.

Discover Hotels with Free Parking in Pittsfield, MA

A car park at your hotel in Pittsfield, MA means the city centre is easy to navigate every day with no extra faff.

Garden Gables - Pittsfield, MA
9.0 5 reviews
Pittsfield, MA
20/06 – 27/06
£362/nighttotal: £2534 (7 )

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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