Title: Book the Best Hotels with POOL in Pittsfield in 2026 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d3000447085.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d3000447085.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d3000447085.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d3000447085.Destination-Travel-Guides) ![Lake Autumn Foliage fog](https://images.trvl-media.com/place/3000447085/bebfedbe-6e27-4c51-aa11-c7bf97b34247.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000447085/bebfedbe-6e27-4c51-aa11-c7bf97b34247.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Pittsfield Hotels with a Pool Tonight [Mar 3 - Mar 4](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-03-03&endDate=2026-03-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 4 - Mar 5](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-03-04&endDate=2026-03-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753823/16edae56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753823/928b2a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753823/76bb1b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753823/ea5d69fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Rochester by IHG [](https://www.expedia.ca/Portsmouth-Hotels-Holiday-Inn-Express-Hotel-Suites-Rochester.h1753823.Hotel-Information) Rochester 8.8/10 Excellent (1,004 reviews) - Indoor pool oasis awaits, complete with hot tub and fitness centre for your rural getaway. CA $153 CA $166 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Portsmouth-Hotels-Holiday-Inn-Express-Hotel-Suites-Rochester.h1753823.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/abfa2bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/21d4cc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/de3ffe11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/2c000d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Dover [](https://www.expedia.ca/Portsmouth-Hotels-Homewood-Suites-By-Hilton-Dover.h2202669.Hotel-Information) Dover 9.0/10 Wonderful (770 reviews) - Splash into relaxation with a soothing indoor pool and hot tub experience in Dover. CA $163 CA $176 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Portsmouth-Hotels-Homewood-Suites-By-Hilton-Dover.h2202669.Hotel-Information) ![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/78000000/77130000/77127800/77127743/030ed9ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/78000000/77130000/77127800/77127743/733d38d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/78000000/77130000/77127800/77127743/dde4a870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment | Living area](https://images.trvl-media.com/lodging/78000000/77130000/77127800/77127743/82401d37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Windrifter Resort [](https://www.expedia.ca/Wolfeboro-Hotels-The-Windrifter-Resort.h77127743.Hotel-Information) Wolfeboro 8.8/10 Excellent (371 reviews) - Splash into scenic Lake Winnipesaukee fun at this colonial resort with a year-round indoor pool paradise. CA $166 CA $180 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Wolfeboro-Hotels-The-Windrifter-Resort.h77127743.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753841/3f84ef18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753841/09ff3ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753841/e0bdb49d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753841/a23b2777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Dover [](https://www.expedia.ca/Portsmouth-Hotels-Hampton-Inn-Dover.h1753841.Hotel-Information) Dover 9.0/10 Wonderful (969 reviews) - Splash into relaxation at this Dover hotel's indoor pool sanctuary, just steps from UNH campus. CA $155 CA $169 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Portsmouth-Hotels-Hampton-Inn-Dover.h1753841.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2140000/2133800/2133752/95fd3706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2140000/2133800/2133752/bfabc1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2140000/2133800/2133752/9c9c5ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2140000/2133800/2133752/75c5ed76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Hooksett [](https://www.expedia.ca/Manchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Hooksett.h2133752.Hotel-Information) Hooksett 9.0/10 Wonderful (781 reviews) - Splash into comfort at this New Hampshire hotel's year-round indoor pool with fitness options nearby. CA $162 CA $181 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Manchester-Hotels-Fairfield-Inn-Suites-By-Marriott-Hooksett.h2133752.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/9deecc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/032b5264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/80e088ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/c447f2d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Landmark Inn [](https://www.expedia.ca/Laconia-Hotels-Best-Western-Plus-Landmark-Inn.h2601613.Hotel-Information) Laconia 7.8/10 Good (1,002 reviews) - Refreshing indoor pool escape awaits at this hotel with fitness centre nearby. CA $135 CA $147 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Laconia-Hotels-Best-Western-Plus-Landmark-Inn.h2601613.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1540000/1536900/1536870/59ca7697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1540000/1536900/1536870/0075d27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1540000/1536900/1536870/615db594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1540000/1536900/1536870/532cf788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fireside Inn & Suites Gilford [](https://www.expedia.ca/Laconia-Hotels-Fireside-Inn-Suites-Gilford.h1536870.Hotel-Information) Gilford 8.8/10 Excellent (950 reviews) - Year-round splash paradise with indoor and outdoor pools, plus hot tub after a ski day. CA $183 CA $199 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Laconia-Hotels-Fireside-Inn-Suites-Gilford.h1536870.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1100000/1097500/1097481/ed302415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1100000/1097500/1097481/ca873d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1100000/1097500/1097481/76d9ce2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Non Smoking](https://images.trvl-media.com/lodging/2000000/1100000/1097500/1097481/9c386c53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Dover-Portsmouth [](https://www.expedia.ca/Portsmouth-Hotels-Comfort-Inn-Suites-Dover-Portsmouth.h1097481.Hotel-Information) Dover 8.6/10 Excellent (798 reviews) - Dive into serene poolside relaxation at this Dover hotel, where the indoor oasis awaits for year-round swimming adventures. CA $141 CA $153 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Portsmouth-Hotels-Comfort-Inn-Suites-Dover-Portsmouth.h1097481.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/520000/517600/517529/93fcfba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/520000/517600/517529/w3837h2560x3y0-aea3af81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/520000/517600/517529/w3836h2560x4y0-8b3c4e19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/520000/517600/517529/w3837h2560x3y0-54fefca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Concord Inn & Suites [](https://www.expedia.ca/Manchester-Hotels-Best-Western-Concord-Inn-Suites.h517529.Hotel-Information) Concord 8.0/10 Very good (1,001 reviews) - Plunge into year-round aquatic relaxation with a pristine indoor pool and rejuvenating hot tub perfect for post-ski recovery. CA $149 CA $162 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Manchester-Hotels-Best-Western-Concord-Inn-Suites.h517529.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/118000000/117070000/117063100/117063020/a33e407b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/118000000/117070000/117063100/117063020/765f6c82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/118000000/117070000/117063100/117063020/d408fa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, cocktail bar, wine bar](https://images.trvl-media.com/lodging/118000000/117070000/117063100/117063020/64dd1803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lake Estate on Winnisquam [](https://www.expedia.ca/Tilton-Hotels-The-Lake-Estate-On-Winnisquam.h117063020.Hotel-Information) Tilton 9.4/10 Exceptional (12 reviews) CA $312 CA $406 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Tilton-Hotels-The-Lake-Estate-On-Winnisquam.h117063020.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18®ionId=3000447085&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Pittsfield Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_3000447085) ## Top Pittsfield Hotel Reviews ![Comfort Inn Concord South End](https://images.trvl-media.com/lodging/1000000/10000/1600/1577/148042aa_y.jpg) ### Comfort Inn Concord South End 10/10 Excellent "The ladies working overnight at the front desk are wonderful human beings." [](https://expedia.ca/Manchester-Hotels-Comfort-Inn-Concord.h1577.Hotel-Information) ![Tru by Hilton Concord](https://images.trvl-media.com/lodging/1000000/20000/14700/14610/097ffeca_y.jpg) ### Tru by Hilton Concord 10/10 Excellent "Facilities were fairly new. Staff was friendly. Room was spacious and clean." [](https://expedia.ca/Concord-Hotels-Tru-By-Hilton-Concord.h14610.Hotel-Information) ![Steele Hill Resorts](https://images.trvl-media.com/lodging/2000000/1160000/1155600/1155531/9fe074b5_y.jpg) ### Steele Hill Resorts 10/10 Excellent "Our suite was larger than I had imagined. The whole resort had a lot to offer. We had a great time. " [](https://expedia.ca/Laconia-Hotels-Steele-Hill-Resorts.h1155531.Hotel-Information) ![Hampton Inn by Hilton Concord/Bow](https://images.trvl-media.com/lodging/1000000/20000/18900/18833/635b84bc_y.jpg) ### Hampton Inn by Hilton Concord/Bow 10/10 Excellent "Clean room and nice staff" [](https://expedia.ca/Manchester-Hotels-Hampton-Inn-By-Hilton-ConcordBow.h18833.Hotel-Information) ![Holiday Inn Express Hotel & Suites Rochester by IHG](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753823/430aade8_y.jpg) ### Holiday Inn Express Hotel & Suites Rochester by IHG 10/10 Excellent "The staff is amazing. From Destiny at the front desk, along with her supervisor, to Rachel in the breakfast area, to the cleaning people and the gentleman on night duty, everyone was incredible. The service was second to none and everyone we encountered made our stay even more comfortable." [](https://expedia.ca/Portsmouth-Hotels-Holiday-Inn-Express-Hotel-Suites-Rochester.h1753823.Hotel-Information) ![Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222346/1a773b95_y.jpg) ### Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG 10/10 Excellent "All of the staff was so friendly and always helpful! It was quiet, beds comfy and really enjoyed our stay. The rooms were super clean also! " [](https://expedia.ca/Laconia-Hotels-Holiday-Inn-Express-Hotel-Suites-Tilton-Lakes-Region.h2222346.Hotel-Information) ![Fairfield Inn By Marriott Concord](https://images.trvl-media.com/lodging/1000000/20000/10400/10388/ebf75ce2_y.jpg) ### Fairfield Inn By Marriott Concord 10/10 Excellent "The room was fine. The breakfast area was a disaster." [](https://expedia.ca/Manchester-Hotels-Fairfield-Inn-By-Marriott-Concord.h10388.Hotel-Information) ![The Summit Resort](https://images.trvl-media.com/lodging/3000000/2510000/2502700/2502687/566139e6_y.jpg) ### The Summit Resort 10/10 Excellent "Great amenities, spacious and comfortable room. " [](https://expedia.ca/Laconia-Hotels-The-Summit-Resort.h2502687.Hotel-Information) ![Gunstock Inn & Suites](https://images.trvl-media.com/lodging/3000000/2790000/2781600/2781549/21c885d5_y.jpg) ### Gunstock Inn & Suites 10/10 Excellent "spacious and aesthetic interior " [](https://expedia.ca/Laconia-Hotels-Gunstock-Inn-Resort.h2781549.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Pittsfield? ### What is there to see and do in Pittsfield? ### When is the best time to book a hotel with a pool in Pittsfield? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Center Barnstead ](https://www.expedia.ca/4Star-Center-Barnstead-Hotels.s40-0-d3000446834.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Southern New Hampshire ](https://www.expedia.ca/5Star-Southern-New-Hampshire-Hotels.s50-0-d6057417.Travel-Guide-Filter-Hotels) - [Allenstown Hotels ](https://www.expedia.ca/Allenstown-Hotels.d3000421386.Travel-Guide-Hotels) - 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