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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

3-star Hotel with prices starting at $146 (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.
  • Outdoor pool
  • Spa
  • Heated pool
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Located at One West Street, Holiday Inn & Suites Pittsfield-Berkshires has great rooms from $146 (before taxes). It offers an outdoor pool, room service, a restaurant, parking, and mountain views. It has a terrific 7.70 rating out of 10 from previous guests who have stayed here. Only 0.5 miles from the city center, visitors will especially love golf, city views, a hot tub, a spa and wellness center, and a spa 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
  • Outdoor pool
  • Room service
  • Parking
  • Hot tub
  • Spa
  • Indoor pool
  • Horse riding
  • Golf
  • Spa/Wellness
More Great Amenities
  • Restaurant
  • Fishing
  • Heated pool
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Hotel on North

3-star Hotel with prices starting at $227 (before taxes) - See All Prices
A Great Stay for a Weekend Escape
  • High Quality: guest ratings are higher than average.
  • Family-Friendly
  • Pets allowed
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A great place to stay is Hotel on North which has nice rooms starting at $227. Offering room service, a restaurant, a fitness center, a bar, and laundry services, it also has a great guest rating of 9.00 out of 10 from many previous guests. It's located at 297 North Street. This fun hotel is also nice because it offers pet-friendly rooms, free parking, table tennis, laundry facilities, and family rooms which weekend visitors will enjoy. Also, it's just 0.4 miles from the city center. Having the delicious restaurant in the hotel is an added bonus.

Weekend Trip Hotel Amenities
  • Room service
  • Pets allowed
  • Family-Friendly
  • Golf
  • Spa/Wellness
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Table tennis
  • Family rooms
  • Breakfast in the room
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Yankee Suites Extended Stay

Guest House with prices starting at $145 (before taxes) - See All Prices
A Nice Option for a Weekend Retreat
  • Great Value: the price is lower than average for weekend trip hotels.
  • High Quality: guest ratings are higher than average.
  • Pets allowed
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We found Yankee Suites Extended Stay to be a great place to stay, and the price starts at $145. We loved that is has rooms with kitchens, golf, pet-friendly rooms, free parking, and laundry facilities, and it also has a terrific guest rating of 8.80 out of 10 from previous guests. It's located at 20 West Housatonic Street. You'll also find air-conditioning, a microwave, a refrigerator, balconies, and private parking which weekend travelers will love. And this comfortable hotel is just 0.6 miles from the center of town. And with the ability to cook your own meals in the kitchen, you can save money and time. It's a great value, too, because it's less than the average price for weekend trip hotels.

Weekend Trip Hotel Amenities
  • Kitchen
  • Pets allowed
  • Golf
  • Spa/Wellness
More Great Amenities
  • Free parking
  • Microwave
  • Refrigerator
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Hilton Garden Inn Lenox Pittsfield

3-star Hotel with prices starting at $232 (before taxes) - See All Prices
Perfect Hotel for a 3-day trip in Pittsfield
  • High Quality: guest ratings are higher than average.
  • Pets allowed
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With terrific rooms from $232, Hilton Garden Inn Lenox Pittsfield, at 1032 South Street provides a restaurant, a fitness center, a bar, laundry services, and pet-friendly rooms. Its terrific guest rating is 8.80 out of 10 from previous guests staying here. Travelers will really like this relaxing hotel which also offers an indoor pool, free parking, laundry facilities, family rooms, and a multi-lingual staff. It's located just 3.1 miles from the city center, too.

Weekend Trip Hotel Amenities
  • Pets allowed
  • Indoor pool
  • Golf
  • Spa/Wellness
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
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BEST WESTERN PLUS Berkshire Hills Inn & Suites

3-star Hotel with prices starting at $155 (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.
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BEST WESTERN PLUS Berkshire Hills Inn & Suites has a great guest rating of 8.00 out of 10, and offers a fitness center, breakfast, laundry services, a hot tub, and free parking. The great rooms here start at $155 before taxes and depending on the season. It can be found at 1350 West Housatonic Street. Furthermore, it also offers laundry facilities, family rooms, a multi-lingual staff, air-conditioning, and a 24-hour desk, which is nice for visitors. Just 3.6 miles from the city center, this terrific hotel is a terrific choice. That hot tub is terrific after a long day of sightseeing. 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
  • Breakfast included
  • Hot tub
  • Golf
  • Spa/Wellness
More Great Amenities
  • Fitness center
  • Laundry service
  • Free parking
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


Also, take a look at the Weekend Trip hotels in nearby destinations: Albany, Saratoga Springs, Manchester, Clifton Park, and Lenox.

For more terrific hotel ideas in Pittsfield, make sure you also see 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
$181

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 $181. 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: $145
  • 3-star hotels: $190


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