The Best Hotels with a Pool in Tolland, MA from ￥17,750 in 2026

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Our top choices for Tolland hotels with a pool

Holiday Inn Express & Suites Bradley Airport by IHG

Windsor Locks

Unwind in a pristine indoor pool sanctuary where airport convenience meets comfort at this Hartford retreat hotel.

￥19,355 total

includes taxes & fees

Jul 5 - Jul 6

Fairfield Inn & Suites Springfield Holyoke

Holyoke

Splash into relaxation year-round at this immaculately maintained hotel with a pristine indoor pool and fitness center.

￥23,455 total

includes taxes & fees

Jul 6 - Jul 7

Hampton Inn Westfield

Westfield

Splash into a tranquil indoor oasis with this hotel's immaculate pool and premium morning spread.

￥22,610 total

includes taxes & fees

Jun 30 - Jul 1

Hampton Inn West Springfield

West Springfield

Seasonal outdoor pool offers refreshing summer escapes at this modern West Springfield hotel near Big E and Holyoke Mall.

￥17,750 total

includes taxes & fees

Jun 21 - Jun 22

Springhill Suites Marriott Airport

Windsor Locks

Refresh in this tranquil indoor pool with heated waters that create an escape for all-season swimming and family enjoyment.

￥23,060 total

includes taxes & fees

Jun 28 - Jun 29

DoubleTree by Hilton Hartford - Bradley Airport

Windsor Locks

Discover a hotel with a refreshing indoor pool sanctuary, complemented by 24-hour fitness options and airport shuttle convenience.

￥24,034 total

includes taxes & fees

Jun 14 - Jun 15

Simsbury Inn

Simsbury Center

Serene indoor pool escape with loungers and après-ski amenities in Simsbury Center.

￥56,775 total

includes taxes & fees

Jun 8 - Jun 9

Homewood Suites by Hilton Windsor Locks Hartford

Windsor Locks

Splash into relaxation at this seasonal outdoor pool, perfect for summertime travelers to cool down and recharge.

￥26,964 total

includes taxes & fees

Jul 5 - Jul 6

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Choose what matters most at hotels with a pool in Tolland

Breakfast included

4 stars

Top Tolland Hotel Reviews

Candlewood Suites West Springfield by IHG

10/10 Excellent

"The staff was very nice!"

The Red Lion Inn

10/10 Excellent

"Ideal location if one is looking to stay in Stockbridge. The guest house we stayed in was quiet and comfortable. But our room was looking a little worn and in need of some updates, such as the carpet. The property has an excellent restaurant. The property was undergoing a renovation during our stay, so the parking situation was at first confusing, but we got the hang of it quickly,"

Candlewood Suites Windsor Locks Bradley Arpt by IHG

4/10 Poor

"We picked this hotel because it had a pool which we wanted for our granddaughter but the pool was closed for a do over. Remolding was happening also on our hall. Very unsightly. Note on sink said “ cleanliness important to us, we will clean your room and provide towels once a week”. That is not enough for us considering we paid $400 for 2 nights The shuttle to airport was great so that was a plus. Also the bed was clean and comfortable."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Wonderful hidden gem of a little hotel. Right on lake laurel we had a beautiful lake view. Rooms were very clean. Decent breakfast. Well Located and close to Lee downtown main st, the Lennox Main Street and Stockbridge as well. Looking forward to returning"

Motel 6 Windsor Locks, CT - Hartford

4/10 Poor

"A cheap stay; seemed like people lived there long-term, people and children were outside our room partying way past midnight. Beds came with only a thin fleece, a sheet, and two half-size pillows. We just needed a few hours of sleep before our flight, so we made it work. Wouldn't stay again."

Frequently asked questions

What are some accommodations with pools in Tolland?

Beautiful retreat in a lake community to the enjoy the summer season.: Offers buffet, a seasonal outdoor pool, and free self parking. Quality Inn West Springfield: Offers a sauna, a seasonal outdoor pool, and buffet. Days Inn by Wyndham Windsor Locks / Bradley Intl Airport: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport: Features 3 restaurants, an outdoor pool, and spa services. Sheraton Hartford Hotel at Bradley Airport: Features daily, an indoor pool, and complimentary wired internet access.

What is there to see and do in Tolland?

Spend some time experiencing the great outdoors at Otis Reservoir. During your stay, check out sights such as Tolland State Forest, Otis Ridge, and Lost Acres Vineyard.

When is the best time to book a hotel with a pool in Tolland?

Taking into account the local weather in Tolland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Tolland are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.

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Check availability on Tolland Hotels with a Pool

Our top choices for Tolland hotels with a pool

Holiday Inn Express & Suites Bradley Airport by IHG