Best Hotels with Pool Near Berkshires, MA: Top 10

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If you’re looking for a fun vacation with plenty of outdoor activities, history, culture and shopping, a trip to the Berkshires in Massachusetts is essential. The area is known for its stunning mountains, pristine lakes and lush forests. There are also excellent restaurants, retail malls, and museums to explore. Catch a performance or concert at Tanglewood if you’re feeling adventurous! The Norman Rockwell Museum and the oldest living museum in America, the Hanock Shaker Village Museum, are great for history buffs. You can also take a hike up to the summit of Mount Greylock for a more daring experience. For a more relaxing time, rent a canoe and paddle around the tranquil lakes of the Berkshires. Shopping enthusiasts, meanwhile, should check out the many stores in Lenox. If you wish to spend more time in the area, the Berkshires has plenty of hotels with pools to choose from.

1 Hampton Inn West Springfield

Image of Hampton Inn West Springfield

The Hampton Inn West Springfield, renowned as one of the best hotels in the Berkshires, features a sparkling clean and well-maintained outdoor pool, where you can relax in the sun on a lounger or beneath a shaded poolside table while sipping on a cool glass of fresh lime juice. To make it easier to access the water, a handicap lift also comes in handy. Furthermore, this hotel accommodates pets, offers a fitness centre and 24-hour business centre, as well as complimentary hot breakfast and Wi-Fi. Travelling with a large family? Take a look at the connecting rooms to guarantee a comfortable stay.

Additional Information
  • Name: Hampton Inn West Springfield
  • Address: 1011 Riverdale St
  • Reviews:
    • Amenities & Room | i probably ate a bigger breakfast than i had in months since there were so many great options
    • Cleanliness | our double queen room was clean and had enough room for two adults and 2 children
    • Host | checkin staff was very friendly and quick

2 Marriott Springfield Downtown

Image of Marriott Springfield Downtown

The Marriott Springfield Downtown features breathtaking views of the Connecticut River and provides guests with an immaculate indoor pool area. The area is kept spotless and offers comfortable chairs for guests to relax and rejuvenate. To accommodate those with disabilities, the pool is equipped with a handicap lift. Furthermore, the hotel offers an on-site meeting centre, a convenience store and a fitness centre. Guests may also savour American cuisine at Bridge22, which is open from 6am to 11pm. Lastly, the entire property is smoke-free, creating a healthy environment for all.

Additional Information
  • Name: Marriott Springfield Downtown
  • Address: Marriott Springfield Downtown
  • Reviews:
    • Cleanliness | very clean staff friendly
    • Host | nice host
    • Location | very close to bus station and basket ball hall of fame

3 Sheraton Springfield Monarch Place Hotel

Image of Sheraton Springfield Monarch Place Hotel

Found in downtown Springfield, this luxurious hotel offers everything you could desire. The breathtakingly kept indoor pool is perfect for swimming, relaxing, or just taking some time to refresh. The local restaurants are fantastic, but you can also stay on-site for dinner and sample some of the finest fare. To stay fit, there’s even an on-site fitness centre. Don’t feel like leaving your room? Room service is also available. Last but not least, the on-site gift shop is a great place to purchase souvenirs for your loved ones.

Additional Information
  • Name: Sheraton Springfield Monarch Place Hotel
  • Address: 1 Monarch Place
  • Reviews:
    • Amenities & Room | we had a corner room and it was lovely
    • Cleanliness | the room was neat and clean
    • Host | the staff are very friendly and knowledgeable

4 Hampton Inn & Suites Springfield/Downtown

Image of Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown provides guests with a comfortable stay, complete with a fitness centre, an accessible indoor pool with a table and chairs, and a free breakfast. Free WiFi, on-site parking, and a 24-hour business centre are also available for your convenience. The pool is perfectly clean and well-maintained, making it easy for people of all ages, including those with disabilities, to access.

Additional Information
  • Name: Hampton Inn & Suites Springfield/Downtown
  • Address: 851 East Columbus Ave
  • Reviews:
    • Amenities & Room | basic amenities but very clean and comfortable
    • Cleanliness | the room was clean and comfortable
    • Host | food and staff were great

5 Hilton Garden Inn-Springfield, MA

Image of Hilton Garden Inn-Springfield, MA

The Hilton Garden Inn-Springfield, MA is a charming property that is conveniently located within a 10-minute drive of both the Springfield Museum and Forest Park. An indoor pool with plenty of natural light streaming through the large windows is available and a relaxing hot tub is located beside it, complemented by stylish furniture. There is a game room available for your entertainment and two restaurants The Great American Grill and the Uno Chicago Grill that serve breakfast, lunch, and dinner. For souvenir shopping, guests can visit the on-site gift shop.

Additional Information
  • Name: Hilton Garden Inn-Springfield, MA
  • Address: 800 Hall of Fame Avenue
  • Reviews:
    • Host | the next morning the staff was very good

6 Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

Image of Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel

At Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel, guests can find comforts similar to those found at home. Not only are the finest amenities provided, but the hotel’s location puts it near a variety of Berkshire attractions. In particular, visitors can enjoy the hotel’s indoor pool, open daily from 6am to 11pm and outfitted with lounge chairs and tables. There is also a well-equipped fitness centre at the hotel, as well as free breakfast and coffee in the lobby. Additionally, those staying at the hotel can make use of the free on-site self-parking. Furthermore, Butternut Ski Area and Tubing Center, the Berkshire Botanical Garden and many other popular attractions are all nearby.

Additional Information
  • Name: Holiday Inn Express Hotel & Suites Great Barrington, an IHG Hotel
  • Address: 415 Stockbridge Rd
  • Reviews:
    • Cleanliness | so clean so comfy
    • Host | the staff was professional and very helpful
    • Location | super close to butternut excellent location for family skiing

7 Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires, an IHG Hotel

Image of Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires, an IHG Hotel

This luxurious property offers all the amenities necessary for a comfortable and enjoyable stay. Guests can enjoy both indoor and outdoor pools, as well as a whirlpool. The hotel provides entertainment options such as a game room and theatre. Dining options include a restaurant and bar, and additional recreational activities like pool and table tennis are available. For those who prioritize fitness, there is an on-site fitness centre. Families with children can take advantage of the playroom, and business travelers can utilize the business centre.

Additional Information
  • Name: Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires, an IHG Hotel
  • Address: 190 Meadow Street
  • Reviews:
    • Amenities & Room | the rooms are quite huge - it's like having your own condo

8 Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Image of Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

The hotel offers exceptional amenities for its guests, including a spacious indoor pool situated in a courtyard with a skylight ceiling that allows natural light to create an outdoor ambiance. Adjacent to the pool is a hot tub for relaxation, as well as comfortable couches and loungers. The pool area is adorned with beautiful plants, adding a refreshing touch. The pool is open daily from 7am to 9pm, and guests can also enjoy dining options at the on-site 101 Restaurant and Bar, serving breakfast, dinner, and cocktails.

Additional Information
  • Name: Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
  • Address: 1 West Street
  • Reviews:
    • Host | the check-in staff was quick to welcome me and very nice

9 The Yankee, Trademark Collection by Wyndham

Image of The Yankee, Trademark Collection by Wyndham

Located near the Appalachian Trail and providing stunning views of the forests and mountains, the Yankee, Trademark Collection by Wyndham offers a spacious, well-kept indoor pool with a skylight ceiling for perfect lighting as well as a hot tub near the pool. There is also a beautiful outdoor pool, where you can enjoy the sun on the lounge chairs. Free Wi-Fi is accessible, and breakfast and parking are complimentary. Golfers will appreciate the availability of an on-site golf course, and the multilingual staff ensures that you have an enjoyable stay.

Additional Information
  • Name: The Yankee, Trademark Collection by Wyndham
  • Address: 461 Pittsfield Rd
  • Reviews:
    • Amenities & Room | the view of the mountains were amazing i think an updated smart tv would be great
    • Cleanliness | the pool area is clean and nice
    • Host | the woman at the front desk is very competent and friendly

10 Hilton Garden Inn Lenox Pittsfield

Image of Hilton Garden Inn Lenox Pittsfield

This hotel, located in the heart of Pittsfield, offers connecting rooms and non-smoking accommodations suitable for large families. To enhance your stay, the hotel features a spacious and clean indoor pool area with ample windows and comfortable lounge chairs. Additionally, there is a conveniently located hot tub near the pool. The pool is equipped with lifts for guests with disabilities who wish to enjoy a swim. The hotel is pet-friendly, allowing you to bring your furry companion. If you find yourself hungry, you can visit the on-site restaurant for a meal. Furthermore, the hotel offers a fitness center for those who enjoy daily exercise.

Additional Information
  • Name: Hilton Garden Inn Lenox Pittsfield
  • Address: 1032 South Street
  • Reviews:
    • Amenities & Room | there is so much space in the room love it
    • Cleanliness | the room was very clean and quiet
    • Host | the staff is friendly and helpful
    • Location | not a glamorous location but nicely kept up and convenient

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