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The Best Hotels for a Weekend Getaway in Pittsfield

If you're planning a weekend getaway to Pittsfield, Massachusetts, you'll need to find a great hotel to stay at. We've analyzed all of the hotels in the area based on key criteria to help you figure out where to stay for a weekend in Pittsfield. Whether you're a family or a couple, there are plenty of hotels in the area to suit your needs for the perfect long weekend. From affordable rates to luxurious amenities, there's something for everyone. Many of the hotels offer comfortable, relaxing rooms with easy access to nearby activities which are perfect for a 2-day or 3-day trip to the area. You'll also find plenty of great restaurants and bars in the area, perfect for a night out and the ultimate weekend of culture and cuisine. And there's no shortage of things to do in Pittsfield, from sightseeing to exploring. So why wait? Book your hotel for a weekend escape in Pittsfield at one of these terrific places to start planning your perfect weekend getaway.

(Prices are listed in U.S. Dollars.)

Holiday Inn & Suites Pittsfield-Berkshires By IHG

3-star Hotel with prices starting at $115 (before taxes) - See All Prices
A Terrific Hotel for a Long Weekend in Pittsfield
  • Great Value: the price is lower than average for 3-star hotels.
  • Spa
  • Heated pool
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Located at 1 West Street, Holiday Inn & Suites Pittsfield-Berkshires By IHG has great rooms from $115 (before taxes). It offers room service, a restaurant, golf, city views, and a hot tub. It has a terrific 7.60 rating out of 10 from previous guests who have stayed here. Only 0.5 miles from the city center, visitors will especially love a spa, an indoor pool, horse riding, mini-golf, and a heated pool at this convenient hotel. We love an indoor pool because you can enjoy it any time of the year. The price of this hotel is less than average for weekend trip hotels, which makes it a great value.

Weekend Trip Hotel Amenities
  • Room service
  • Hot tub
  • Spa
  • Indoor pool
  • Horse riding
  • Spa/Wellness
More Great Amenities
  • Restaurant
  • Heated pool
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Hilton Garden Inn Lenox Pittsfield

3-star Hotel with prices starting at $161 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • High Quality: guest ratings are higher than average.
  • Pets allowed
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A great place to stay is Hilton Garden Inn Lenox Pittsfield which has nice rooms starting at $161. Offering room service, a restaurant, a fitness center, a bar, and laundry services, it also has a great guest rating of 8.50 out of 10 from many previous guests. It's located at 1032 South Street. This fun hotel is also nice because it offers pet-friendly rooms, a hot tub, an indoor pool, free parking, and laundry facilities which weekend visitors will enjoy. Also, it's just 3.1 miles from the city center. Having a hot tub at this hotel is also a nice splurge.

Weekend Trip Hotel Amenities
  • Room service
  • Pets allowed
  • Hot tub
  • Indoor pool
  • Spa/Wellness
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Hotel on North

3-star Hotel with prices starting at $162 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
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We found Hotel on North to be a great place to stay, and the price starts at $162. We loved that is has room service, a bar, laundry services, pet-friendly rooms, and free parking, and it also has a terrific guest rating of 9.20 out of 10 from previous guests. It's located at 297 North Street. You'll also find laundry facilities, family rooms, air-conditioning, a 24-hour desk, and breakfast in the room which weekend travelers will love. And this comfortable hotel is just 0.4 miles from the center of town. The room service is especially nice after a long day.

Weekend Trip Hotel Amenities
  • Room service
  • Pets allowed
  • Family-Friendly
  • Spa/Wellness
More Great Amenities
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Family rooms
  • Breakfast in the room
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The Central Downtown Inn Suites

4-star Hotel with prices starting at $127 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Pittsfield
  • Great Value: the price is lower than average for weekend trip hotels.
  • Pets allowed
  • Pets allowed
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With terrific rooms from $127, The Central Downtown Inn Suites, at 20 West Housatonic Street provides rooms with kitchens, rooms with kitchens, golf, golf, and pet-friendly rooms. Its terrific guest rating is 7.60 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers pet-friendly rooms, free parking, free parking, laundry facilities, and laundry facilities. It's located just 0.6 miles from the city center, too. Having a kitchen in the room is a great way to make meals and save money, too. It's a great value, as the price is less than the average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Kitchen
  • Kitchen
  • Pets allowed
  • Pets allowed
  • Spa/Wellness
  • Spa/Wellness
More Great Amenities
  • Free parking
  • Free parking
  • Microwave
  • Microwave
  • Refrigerator
  • Refrigerator
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Best Western Plus Berkshire Hills Inn & Suites

3-star Hotel with prices starting at $82 (before taxes) - See All Prices
A Great Stay for a Weekend Trip to Pittsfield
  • Great Value: the price is lower than average for 3-star hotels.
  • Pets allowed
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Best Western Plus Berkshire Hills Inn & Suites has a great guest rating of 7.80 out of 10, and offers a fitness center, pet-friendly rooms, a hot tub, free parking, and laundry facilities. The great rooms here start at $82 before taxes and depending on the season. It can be found at 1350 West Housatonic Street. Furthermore, it also offers family rooms, air-conditioning, a 24-hour desk, a microwave, and a refrigerator, which is nice for visitors. Just 3.6 miles from the city center, this terrific hotel is a terrific choice. We found the price of this hotel to be a great value because the price is less than average for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Pets allowed
  • Hot tub
  • Golf
  • Spa/Wellness
More Great Amenities
  • Fitness center
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Also, take a look at the weekend trip hotels in nearby destinations: Albany, Lake George, Saratoga Springs, Lenox, and Dover.

For more terrific hotel ideas in Pittsfield, make sure you also see Best Hotels for a Weekend Getaway in Pittsfield, Best Hotels for One Week in Pittsfield, or Best Romantic Hotels for Couples in Pittsfield.


How much do hotels for a weekend visit cost in Pittsfield?

Pittsfield Average Weekend Trip Hotel Price
$129

Visitors will find a large range of terrific weekend trip hotel choices when planning a visit to Pittsfield, Massachusetts. The price of these weekend trip hotels can vary according to location, type, and amenities. The average weekend trip hotel price in Pittsfield, Massachusetts based on data from 5 hotels is an affordable $129. If you're interested in more information about hotels here, see our guide to hotel prices in Pittsfield.

The average prices of our suggested weekend trip hotels by star rating:

  • 4-star hotels: $127
  • 3-star hotels: $130


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