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 [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-01-23&endDate=2026-01-25&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/2000000/1760000/1753900/1753823/76bb1b12.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) ![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 (1,001 reviews) "I had a great time here. The staff was very kind and helpful. Highly recommend this place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohammad CA $143 CA $155 total includes taxes & fees Jan 16 - Jan 17 [](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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/de3ffe11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/52884376.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) ### Homewood Suites by Hilton Dover [](https://www.expedia.ca/Portsmouth-Hotels-Homewood-Suites-By-Hilton-Dover.h2202669.Hotel-Information) Dover 9.0/10 Wonderful (752 reviews) "Staff is amazing! Bed is so comfortable and I just love how comfortable the room is. We can’t wait to go back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica CA $149 CA $161 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Portsmouth-Hotels-Homewood-Suites-By-Hilton-Dover.h2202669.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/a2b503cd.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/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 (962 reviews) "Great experience! Friendly staff and clean" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Vanessa CA $147 CA $159 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Portsmouth-Hotels-Hampton-Inn-Dover.h1753841.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1097500/1097481/f41cd77b.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) ![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) ### Comfort Inn & Suites Dover-Portsmouth [](https://www.expedia.ca/Portsmouth-Hotels-Comfort-Inn-Suites-Dover-Portsmouth.h1097481.Hotel-Information) Dover 8.6/10 Excellent (793 reviews) "Room was clean. Breakfast was nice. Staff was friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $121 CA $131 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Portsmouth-Hotels-Comfort-Inn-Suites-Dover-Portsmouth.h1097481.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) ![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) ![Lake](https://images.trvl-media.com/lodging/78000000/77130000/77127800/77127743/733d38d3.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 (368 reviews) "Room was clean and comfortable close to the area we needed to visit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $169 CA $183 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Wolfeboro-Hotels-The-Windrifter-Resort.h77127743.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2700000/2699400/2699325/w4000h2663x0y0-37e73ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/3000000/2700000/2699400/2699325/c9afe29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2700000/2699400/2699325/b5bc111b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2699400/2699325/406a36b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TownePlace Suites by Marriott Gilford [](https://www.expedia.ca/Laconia-Hotels-TownePlace-Suites-By-Marriott-Gilford.h2699325.Hotel-Information) Gilford 9.2/10 Wonderful (632 reviews) "Great location, warm, friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $193 CA $209 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Laconia-Hotels-TownePlace-Suites-By-Marriott-Gilford.h2699325.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) ![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) ![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) ### Fireside Inn & Suites Gilford [](https://www.expedia.ca/Laconia-Hotels-Fireside-Inn-Suites-Gilford.h1536870.Hotel-Information) Gilford 8.8/10 Excellent (927 reviews) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $186 CA $202 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Laconia-Hotels-Fireside-Inn-Suites-Gilford.h1536870.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/bc7dd254.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) ![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 (768 reviews) "It is a pleasure to stay here, everything is great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $165 CA $184 total includes taxes & fees Jan 15 - Jan 16 [](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) ![Lobby](https://images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/ace38470.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) ![Reception](https://images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/032b5264.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 (1,000 reviews) "Nice place very clean rooms breakfast nice front desk nice people " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis CA $146 CA $159 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Laconia-Hotels-Best-Western-Plus-Landmark-Inn.h2601613.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/51000000/50900000/50890200/50890178/85bac664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50900000/50890200/50890178/ef675986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/51000000/50900000/50890200/50890178/832d2a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/51000000/50900000/50890200/50890178/1d137e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inviting condo in quiet locale with partial lake views, balcony & grilling area [](https://www.expedia.ca/Gilford-Hotels-Inviting-Condo-With-Partial-Lake-Views.h50890178.Hotel-Information) Gilford 8.4/10 Very good (17 reviews) "Everything was just as listed, full amenities and cleanliness." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John C. CA $97 CA $367 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Gilford-Hotels-Inviting-Condo-With-Partial-Lake-Views.h50890178.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=2026-01-28&endDate=2026-01-29®ionId=3000447085&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pittsfield Hotel Reviews ![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 "Room was clean, pillows were soft, fridge, microwave. Staff were friendly and helpful. Breakfast was plentiful and fresh. Would def stay here again" [](https://expedia.ca/Manchester-Hotels-Hampton-Inn-By-Hilton-ConcordBow.h18833.Hotel-Information) ![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 staff was really helpful" [](https://expedia.ca/Manchester-Hotels-Comfort-Inn-Concord.h1577.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 "Great" [](https://expedia.ca/Laconia-Hotels-Holiday-Inn-Express-Hotel-Suites-Tilton-Lakes-Region.h2222346.Hotel-Information) ![Hampton Inn Dover](https://images.trvl-media.com/lodging/2000000/1760000/1753900/1753841/7a5eba83_y.jpg) ### Hampton Inn Dover 10/10 Excellent "it was good" [](https://expedia.ca/Portsmouth-Hotels-Hampton-Inn-Dover.h1753841.Hotel-Information) ![Steele Hill Resorts](https://images.trvl-media.com/lodging/2000000/1160000/1155600/1155531/9fe074b5_y.jpg) ### Steele Hill Resorts 10/10 Excellent "All was good" [](https://expedia.ca/Laconia-Hotels-Steele-Hill-Resorts.h1155531.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 was fantastic and the room was spotless. " [](https://expedia.ca/Portsmouth-Hotels-Holiday-Inn-Express-Hotel-Suites-Rochester.h1753823.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 "Love it" [](https://expedia.ca/Concord-Hotels-Tru-By-Hilton-Concord.h14610.Hotel-Information) ![Homewood Suites by Hilton Dover](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/c4baf367_y.jpg) ### Homewood Suites by Hilton Dover 10/10 Excellent "Breakfast was great. Hot tub was so hot , it was awesome " [](https://expedia.ca/Portsmouth-Hotels-Homewood-Suites-By-Hilton-Dover.h2202669.Hotel-Information) ![Fireside Inn & Suites Gilford](https://images.trvl-media.com/lodging/2000000/1540000/1536900/1536870/c9dd5729_y.jpg) ### Fireside Inn & Suites Gilford 10/10 Excellent "LOVE THIS PLACE! We stay here at least once a year if not more. Staff is always friendly and super helpful!" [](https://expedia.ca/Laconia-Hotels-Fireside-Inn-Suites-Gilford.h1536870.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) - [Farmstay in Barnstead ](https://www.expedia.ca/Barnstead-Agritourism.d3000446813-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Barnstead ](https://www.expedia.ca/Barnstead-Bed-And-Breakfast.d3000446813-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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