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The Best Romantic Hotels for Couples in Pittsfield

Where to Stay for your Anniversary, Honeymoon, or Proposal Trip in Pittsfield

Are you looking for a hotel for a romantic getaway in Pittsfield, Massachusetts? You're in the right place because we've analyzed all of the hotels here based on key criteria for a couples trip to Pittsfield. Based on amenities, price, location, guest ratings, and more, below you'll find plenty of romantic options. Whether you're planning a couple's get away, a wedding night, a honeymoon, or a romantic staycation, Pittsfield is home to some amzing luxurious romantic hotels and resorts, perfect for couples seeking a romantic escape. Maybe you're celebrating an anniversary? Whether you're celebrating your 1st anniversary, your 5th, 10th, 25th, or even your 50th anniversary, these hotels have plenty of romantic amenities. Or, perhaps you're just looking for a break from the kids? Or maybe you're looking for a great hotel for Valentine's Day or New Year's Eve? Pittsfield has plenty of options for a romantic experience. From luxury hotels with honeymoon suites to cozy boutique hotels or B&B's offering romance packages, you'll find everything you need here. Indulge in a relaxing hot tub or jacuzzi, enjoy breakfast in bed, and spend quality time with your significant other surrounded by luxurious amenities. You might be looking for a romantic date hotel in Pittsfield, or maybe you're planning a full-blown wedding night or honeymoon experience. Either way, below is a terrific range of romantic hotels to fit your needs, all within close proximity to fantastic restaurants and dining options along with fun activities and attractions. So, grab that special someone and start planning your romantic getaway in Pittsfield.

(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
Among the Best Places to Stay for a Romantic Trip to Pittsfield
  • Great Value: the price is lower than average for 3-star hotels.
  • Room service
  • 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, couples will especially love a spa, an indoor pool, horse riding, mini-golf, and a heated pool at this terrific 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 couples hotels, which makes it a great value.

Couples Hotel Amenities
  • Room service
  • Restaurant
  • Hot tub
  • Spa
  • Indoor pool
  • Horse riding
  • Spa/Wellness
More Great Amenities
  • 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 Very Romantic Hotel in Pittsfield
  • High Quality: guest ratings are higher than average.
  • Room service
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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 romantic hotel is also nice because it offers pet-friendly rooms, a hot tub, an indoor pool, free parking, and laundry facilities which honeymooners 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.

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


Hotel on North

3-star Hotel with prices starting at $162 (before taxes) - See All Prices
Great for a Honeymoon or a Quick Getaway
  • High Quality: guest ratings are higher than average.
  • Room service
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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 couples will love. And this relaxing hotel is just 0.4 miles from the center of town. The room service is especially nice after a long day.

Couples Hotel Amenities
  • Room service
  • Bar/Lounge
  • Breakfast in the room
  • Spa/Wellness
More Great Amenities
  • Pets allowed
  • Free parking
View Prices and Reviews


Best Western Plus Berkshire Hills Inn & Suites

3-star Hotel with prices starting at $82 (before taxes) - See All Prices
A Perfect Hotel for an Anniversary celebration in Pittsfield
  • Great Value: the price is lower than average for 3-star hotels.
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With terrific rooms from $82, Best Western Plus Berkshire Hills Inn & Suites, at 1350 West Housatonic Street provides a fitness center, pet-friendly rooms, a hot tub, free parking, and laundry facilities. Its terrific guest rating is 7.80 out of 10 from previous guests staying here. Couples will really like this fun hotel which also offers family rooms, air-conditioning, a 24-hour desk, a microwave, and a refrigerator. It's located just 3.6 miles from the city center, too. It's a great value, as the price is less than the average for couples hotels.

Couples Hotel Amenities
  • Hot tub
  • Spa/Wellness
More Great Amenities
  • Fitness center
  • Pets allowed
  • Free parking
  • Microwave
  • Refrigerator
View Prices and Reviews


The Central Downtown Inn Suites

4-star Hotel with prices starting at $127 (before taxes) - See All Prices
A Nice Anniversary Trip Hotel
  • Great Value: the price is lower than average for couples hotels.
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The Central Downtown Inn Suites has a great guest rating of 7.60 out of 10, and offers rooms with kitchens, rooms with kitchens, golf, golf, and pet-friendly rooms. The great rooms here start at $127 before taxes and depending on the season. It can be found at 20 West Housatonic Street. Furthermore, it also offers pet-friendly rooms, free parking, free parking, laundry facilities, and laundry facilities, which is nice for couples. Just 0.6 miles from the city center, this charming hotel is a terrific choice. We always love being able to cook meals in a hotel room, and the kitchen here was a nice touch. We found the price of this hotel to be a great value because the price is less than average for couples hotels.

Couples Hotel Amenities
  • Spa/Wellness
  • Spa/Wellness
More Great Amenities
  • Kitchen
  • Kitchen
  • Pets allowed
  • Pets allowed
  • Free parking
  • Free parking
  • Microwave
  • Microwave
  • Refrigerator
  • Refrigerator
View Prices and Reviews


Also, take a look at the couples hotels in nearby destinations:
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Pittsfield, Dover, Manchester, and Saratoga Springs.


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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 romantic hotels for couples cost in Pittsfield?

Pittsfield Average Couples Hotel Price
$129

Visitors will find a large range of terrific couples hotel choices when planning a visit to Pittsfield, Massachusetts. The price of these couples hotels can vary according to location, type, and amenities. The average couples 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 couples hotels by star rating:

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


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