Title: Book the Best Hotels with POOL in Orange in 2025 | Expedia.ca [Hotels in Orange](https://expedia.ca/Orange-Hotels.d180641.Travel-Guide-Hotels)[Vacation Rentals in Orange](https://expedia.ca/Orange-Vacation-Rentals.d180641.Travel-Guide-VacationRentals)[Orange Car Rentals](https://expedia.ca/Car-Rentals-In-Orange.d180641.Car-Rental-Guide)[Orange Vacation Packages](https://expedia.ca/Orange.d180641.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/bcc4e861828ab6ec29efb8d6eca714dd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kelly Eisbacher # Find Hotels with a Pool in Orange, CT from CA $162 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Orange Hotels with a Pool Tonight [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=180641&startDate=2025-09-29&endDate=2025-09-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=180641&startDate=2025-09-30&endDate=2025-10-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=180641&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=180641&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Orange Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d3f828b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/ee5d2f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/d5c6959e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/80000/79500/79426/b0200be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott New Haven Orange-Milford Orange 8.4/10 Very good (1012) "We had a great stay " CA $141 CA $162 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.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=2025-10-13&endDate=2025-10-14®ionId=180641&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Orange Hotel Reviews ![Courtyard by Marriott New Haven Orange-Milford](//images.trvl-media.com/lodging/1000000/80000/79500/79426/bdad3f31_y.jpg) ### Courtyard by Marriott New Haven Orange-Milford 10/10 Excellent "Pretty good" [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information) ![Trumbull Marriott Shelton](//images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "The best" [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Na" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Quality Suites](//images.trvl-media.com/lodging/2000000/1770000/1764400/1764336/1f6d98e1_y.jpg) ### Quality Suites 10/10 Excellent "We only slept there - we went to a show at the Amp, and it was very close. The lobby was very nicely decorated. The room was fine - like I said, we only slept there, but it was nice and roomy and comfortable." [](https://expedia.ca/New-Haven-Hotels-Quality-Suites.h1764336.Hotel-Information) ![Wyndham Southbury](//images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 10/10 Excellent "Front desk staff were incredible !!! Five stars!!! " [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![The Circle Hotel Fairfield](//images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Easy check in and out, clean" [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Clarion Inn](//images.trvl-media.com/lodging/1000000/10000/7600/7519/36377da0_y.jpg) ### Clarion Inn 10/10 Excellent "Nice property - the staff was very helpful and courteous. Not very fancy, but clean with comfortable beds and great pillows that did not just go flat the second you put your head on them!" [](https://expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) ![Motel 6 Milford, CT](//images.trvl-media.com/lodging/1000000/10000/300/291/03aae393_y.jpg) ### Motel 6 Milford, CT 10/10 Excellent "⭐️⭐️" [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Great " [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Orange? > [Courtyard by Marriott New Haven Orange-Milford](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-New-Haven-Orange-Milford.h79426.Hotel-Information): Features a snack bar/deli, a seasonal outdoor pool, and free self parking. [Homewood Suites by Hilton Orange New Haven](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Orange-New-Haven.h38979983.Hotel-Information): Offers free self parking, an indoor pool, and complimentary wireless internet access. [Trumbull Marriott Shelton](https://www.expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information): Provides a seasonal outdoor pool, an indoor pool, and 2 restaurants. [Omni New Haven Hotel at Yale](https://www.expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information): Features full, a pool, and free self parking. [New Haven Hotel](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information): Provides a snack bar/deli, an indoor pool, and complimentary wired internet access. ### What is there to see and do in Orange? > Spend some time experiencing the great outdoors at Housatonic River. Discover sights such as Grassy Hill Country Club during your stay. You'll also discover lots of options for restaurants in Orange. ### When is the best time to book a hotel with a pool in Orange? > You may want to consider a place to stay that has an outdoor pool if you plan to visit Orange in the warmest months of July, August, or June when the average temperature is 71°F. 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