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The Best Romantic Hotels for Couples in Berkshires

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

The Berkshires, MA The Berkshires, MA

Are you in search of the perfect place to celebrate your love with your significant other? Or perhaps you're looking for a great hotel for Valentine's Day or New Year's Eve? Look no further, as Berkshires, Massachusetts has some of the most romantic hotels you can imagine. Whether you're planning a honeymoon, a couples' weekend getaway, or just a romantic weekend escape, this destination has plenty of terrific hotel options. Maybe you're celebrating your 1st anniversary, your 5th, 10th, 25th, or even your 50th anniversary? These hotels are all great options for special celebrations, too. So, to make your travel planning easier, we have analyzed all of the best romantic hotels in Berkshires based on amenities, location, price, and guest ratings to find the perfect places to stay. From luxurious amenities such as private hot tubs and inviting pools, to prime locations near top-rated restaurants for dining out, these romantic hotels in Berkshires have it all. And don't forget, there are plenty of attractions and events to enjoy together in this amazing place, too. So, what are you waiting for? Browse through our list of the best romantic hotels in Berkshires, complete with guest reviews and the perfect price range for your budget, and start planning your next perfect couples' escape.

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

Wheatleigh

Stockbridge, Massachusetts
5-star Hotel with prices starting at $1816 (before taxes) - See All Prices
A Nice Anniversary Trip Hotel
  • High Quality: guest ratings are higher than average.
  • Room service
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Located at Hawthorne Road, Wheatleigh has great rooms from $1816 (before taxes). It offers an outdoor pool, room service, a restaurant, a fitness center, and a bar. It has a terrific 9.99 rating out of 10 from previous guests who have stayed here. Only 13.1 miles from the city center, couples will especially love breakfast, hiking, child care, laundry services, and a free breakfast at this terrific hotel. Unwinding at the restaurant after sightseeing is a nice way to end the day.

Couples Hotel Amenities
  • Room service
  • Restaurant
  • Bar/Lounge
  • Spa
More Great Amenities
  • Outdoor pool
  • Fitness center
  • Breakfast included
  • Hiking
  • Free breakfast
  • Pets allowed
  • Free parking
  • Tennis
  • Wedding services
View Prices and Reviews


Holiday Inn & Suites Pittsfield-Berkshires

Pittsfield, Massachusetts
3-star Hotel with prices starting at $146 (before taxes) - See All Prices
A Great Hotel for A Couple's Getaway to Berkshires
  • Great Value: the price is lower than average for 3-star hotels.
  • Room service
  • Heated pool
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A great place to stay is Holiday Inn & Suites Pittsfield-Berkshires which has nice rooms starting at $146. Offering an outdoor pool, room service, a restaurant, parking, and mountain views, it also has a great guest rating of 7.70 out of 10 from many previous guests. It's located at One West Street. This romantic hotel is also nice because it offers golf, city views, a hot tub, a spa and wellness center, and a spa which honeymooners will enjoy. Also, it's just 5.4 miles from the city center. After a busy day, the heated pool is a nice place to unwind. It's also less than the average price for couples hotels, so it's a great value.

Couples Hotel Amenities
  • Room service
  • Restaurant
  • Hot tub
  • Spa and wellness center
  • Spa
  • Indoor pool
  • Horse riding
  • Spa/Wellness
More Great Amenities
  • Outdoor pool
  • Parking
  • Fishing
  • Heated pool
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The Red Lion Inn Stockbridge

Stockbridge, Massachusetts
3-star Hotel with prices starting at $268 (before taxes) - See All Prices
A Nice Romantic Getaway Hotel
  • Great Value: the price is lower than average for couples hotels.
  • Room service
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We found The Red Lion Inn Stockbridge to be a great place to stay, and the price starts at $268. We loved that is has an outdoor pool, skiing, room service, a restaurant, and a fitness center, and it also has a terrific guest rating of 8.40 out of 10 from previous guests. It's located at 30 Main Street. You'll also find a bar, hiking, child care, laundry services, and golf which couples will love. And this relaxing hotel is just 17 miles from the center of town. The swimming pool is fantastic and lots of fun, too. It's a great value, too, because it's less than the average price for couples hotels.

Couples Hotel Amenities
  • Room service
  • Restaurant
  • Bar/Lounge
  • Hot tub
  • Luxury
More Great Amenities
  • Outdoor pool
  • Skiing
  • Fitness center
  • Hiking
  • Pets allowed
  • Free parking
  • Bicycle rental
  • Wedding services
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The Cornell Inn

Lenox, Massachusetts
Bed & Breakfast with prices starting at $245 (before taxes) - See All Prices
Among the Best Places to Stay for a Romantic Trip to Berkshires
  • Great Value: the price is lower than average for couples hotels.
  • High Quality: guest ratings are higher than average.
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With terrific rooms from $245, The Cornell Inn, at 203 Main St. Provides a restaurant, a bar, breakfast, rooms with kitchens, and rooms with kitchenettes. Its terrific guest rating is 9.30 out of 10 from previous guests staying here. Couples will really like this fun hotel which also offers golf, a free breakfast, free parking, horse riding, and bicycle rental. It's located just 11.1 miles from the city center, too. We always love being able to prepare simple meals in a hotel room, and the kitchenette here was teriffic. It's a great value, as the price is less than the average for couples hotels.

Couples Hotel Amenities
  • Restaurant
  • Bar/Lounge
  • Horse riding
  • Breakfast in the room
  • Spa/Wellness
More Great Amenities
  • Breakfast included
  • Kitchen
  • Kitchenette
  • Free breakfast
  • Free parking
  • Bicycle rental
  • Coffee shop
  • Microwave
  • Refrigerator
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Hotel on North

Pittsfield, Massachusetts
3-star Hotel with prices starting at $227 (before taxes) - See All Prices
A Very Romantic Hotel in Berkshires
  • Great Value: the price is lower than average for couples hotels.
  • High Quality: guest ratings are higher than average.
  • Room service
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Hotel on North has a great guest rating of 9.00 out of 10, and offers room service, a restaurant, a fitness center, a bar, and laundry services. The great rooms here start at $227 before taxes and depending on the season. It can be found at 297 North Street. Furthermore, it also offers pet-friendly rooms, free parking, table tennis, laundry facilities, and family rooms, which is nice for couples. Just 5.1 miles from the city center, this charming hotel is a terrific choice. We love the convenience of room service, and it's really nice here. 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
  • Room service
  • Restaurant
  • Bar/Lounge
  • Breakfast in the room
  • Spa/Wellness
More Great Amenities
  • Fitness center
  • Pets allowed
  • Free parking
  • Table tennis
View Prices and Reviews


Brook Farm Inn

Lenox, Massachusetts
Bed & Breakfast with prices starting at $246 (before taxes) - See All Prices
Great for a Honeymoon or a Quick Getaway
  • Great Value: the price is lower than average for couples hotels.
  • High Quality: guest ratings are higher than average.
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The great guest rating of Brook Farm Inn is 8.72 out of 10. This place has an outdoor pool, a bar, parking, breakfast, and a free breakfast. Prices for the terrific rooms are from $246, and it's located at 15 Hawthorne Street. We also love the a spa, bicycle rental, air-conditioning, an EV charging station, and a library which are great for honeymooners. And since it's just 12.1 miles from the center of the town, the location is great, too. The price of this hotel is less than average for couples hotels, which makes it a great value.

Couples Hotel Amenities
  • Bar/Lounge
  • Spa
More Great Amenities
  • Outdoor pool
  • Parking
  • Breakfast included
  • Free breakfast
  • Bicycle rental
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Best Western Premier Detroit Southfield Hotel

New Marlborough, Massachusetts
3-star Hotel with prices starting at $130 (before taxes) - See All Prices
A Perfect Hotel for an Anniversary celebration in Berkshires
  • Great Value: the price is lower than average for 3-star hotels.
  • Room service
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A cool place is Best Western Premier Detroit Southfield Hotel because it has great rooms that start at $130. It has room service, a restaurant, a fitness center, a bar, and rooms with kitchens, it also earned a great guest rating of 7.60 out of 10 from people who have stayed here before. It's found at 26555 Telegraph Rd. Only 28.7 miles from the city center, couples will especially love laundry services, city views, a hot tub, free parking, and car rentals at this terrific hotel. Don't forget that there's a kitchen in the room to cook your meals, too. It's also less than the average price for couples hotels, so it's a great value.

Couples Hotel Amenities
  • Room service
  • Restaurant
  • Bar/Lounge
  • Hot tub
More Great Amenities
  • Fitness center
  • Kitchen
  • Free parking
  • Bicycle rental
  • Microwave
  • Refrigerator
  • Wedding services
View Prices and Reviews


Gateways Inn & Restaurant

Lenox, Massachusetts
3-star Hotel with prices starting at $408 (before taxes) - See All Prices
A Nice Anniversary Trip Hotel
  • High Quality: guest ratings are higher than average.
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Gateways Inn & Restaurant offers a restaurant, a bar, cooking classes, a game room, and free parking which we really like. The terrific rooms here start at $408 (before taxes). It's located at 51 Walker Street and has earned a guest rating of 8.90/10. This romantic hotel is also nice because it offers kids meals, evening entertainment, family rooms, air-conditioning, and a refrigerator which couples will enjoy. Also, it's just 11.7 miles from the city center.

Couples Hotel Amenities
  • Restaurant
  • Bar/Lounge
More Great Amenities
  • Free parking
  • Refrigerator
  • Wedding services
View Prices and Reviews


Hilton Garden Inn Lenox Pittsfield

Pittsfield, Massachusetts
3-star Hotel with prices starting at $232 (before taxes) - See All Prices
A Great Hotel for A Couple's Getaway to Berkshires
  • Great Value: the price is lower than average for couples hotels.
  • High Quality: guest ratings are higher than average.
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Located at 1032 South Street, Hilton Garden Inn Lenox Pittsfield has great rooms from $232 (before taxes). It offers a restaurant, a fitness center, a bar, laundry services, and pet-friendly rooms. It has a terrific 8.80 rating out of 10 from previous guests who have stayed here. You'll also find an indoor pool, free parking, laundry facilities, family rooms, and a multi-lingual staff which couples will love. And this relaxing hotel is just 8.1 miles from the center of town. The indoor pool at this hotel is very nice, and is a great place to unwind and relax on your trip. It's a great value, as the price is less than the average for couples hotels.

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


The Barrington

Great Barrington, Massachusetts
Bed & Breakfast with prices starting at $363 (before taxes) - See All Prices
A Nice Romantic Getaway Hotel
  • High Quality: guest ratings are higher than average.
  • Room service
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A great place to stay is The Barrington which has nice rooms starting at $363. Offering room service, a bar, mountain views, laundry services, and golf, it also has a great guest rating of 9.40 out of 10 from many previous guests. It's located at 281 Main St.. Honeymooners will really like this fun hotel which also offers city views, free parking, laundry facilities, family rooms, and air-conditioning. It's located just 23.6 miles from the city center, too.

Couples Hotel Amenities
  • Room service
  • Bar/Lounge
  • Spa/Wellness
More Great Amenities
  • Free parking
  • Refrigerator
View Prices and Reviews


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

For more terrific hotel ideas in Berkshires, make sure you also see Best Pet-Friendly Hotels in Berkshires, Best Hotels for First Time Visitors in Berkshires, Best Hotels for a Weekend Getaway in Berkshires, Best Hotels for One Week in Berkshires, Best Hotels for One Night in Berkshires, or Best Business Hotels in Berkshires.


How much do romantic hotels for couples cost in Berkshires?

Berkshires Average Couples Hotel Price
$322

Travelers to Berkshires, Massachusetts will have a large number of terrific couples accommodation options with a variety of great prices. The price of couples hotels here can vary by amenities, dates, and the neighborhood. Based on thorough data from 17 couples hotels, their average price is a very reasonable $322. If you're interested in more information about hotels here, see our guide to hotel prices in Berkshires.

The average prices of our suggested couples hotels by star rating:

  • 5-star hotels: $1816
  • 4-star hotels: $254
  • 3-star hotels: $225


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