Title: Book the Best ROMANTIC Hotels in Prospect Hill, New Haven - Prospect Hill Romantic Getaways | Expedia.ca [Vacation Rentals in New Haven](https://expedia.ca/New-Haven-Vacation-Rentals.d180036.Travel-Guide-VacationRentals)[Flights to New Haven](https://expedia.ca/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)[Things to do in New Haven](https://expedia.ca/Things-To-Do-In-New-Haven.d180036.Travel-Guide-Activities)[Prospect Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Prospect-Hill.d6349507.Car-Rental-Guide)[Prospect Hill Vacations](https://expedia.ca/Prospect-Hill.d6349507.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Romantic Hotels in Prospect Hill, New Haven ![](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 Prospect Hill Romantic Hotels Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6349507&startDate=2025-10-18&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=6349507&startDate=2025-10-19&endDate=2025-10-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6349507&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6349507&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Prospect Hill Romantic Hotels ![Exterior detail](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/dd69cbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/a44234e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/cefd8f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/92e73287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Haven Hotel Downtown New Haven 9.0/10 Wonderful (1848) "The hotel was very nice. The room was clean and the staff was very friendly. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa L CA $160 CA $184 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/24fc1ee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/e1028a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/db5c54a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Waterbury Downtown Waterbury 8.4/10 Very good (1022) "Wonderful stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hyana CA $111 CA $127 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Panoramic Room](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/44f176e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Room](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/8783e964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/637d7c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/2d9bdef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Surfside Hotel Lordship 9.4/10 Exceptional (163) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig CA $237 CA $273 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Stratford-Hotels-The-Surfside-Hotel.h90178584.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/e12904c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/44e097e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/33420ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Cheshire - Southington by IHG Southington 8.2/10 Very good (1012) "Very good, consistent IHG express stay that is convenient and affordable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $126 CA $145 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![2 restaurants, breakfast, dinner, brunch served; American cuisine](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/d9b0e3ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/499b41f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/79e76132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni New Haven Hotel at Yale Downtown New Haven 8.4/10 Very good (1021) "Bartenders and front desk staff were very friendly!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave CA $234 CA $270 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/a4958436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/625fce42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/b8f87b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Beach Hotel Madison Center 9.4/10 Exceptional (324) "the staff was exceptional and our dinner was very good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $344 CA $395 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/8d6a4015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/15d5ef38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/19bd6a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/12000000/11450000/11440200/11440147/8a31f79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Wallingford/Meriden Wallingford 9.0/10 Wonderful (1001) "Beautiful Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $182 CA $210 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-WallingfordMeriden.h11440147.Hotel-Information) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/44902ac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/5436b0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/a5ca44fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/20000/15200/15113/e210c0b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Branford/New Haven Branford 6.6/10 (1011) "It's was good place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evette CA $139 CA $160 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/New-Haven-Hotels-Baymont-By-Wyndham-BranfordNew-Haven.h15113.Hotel-Information) ![Room, 1 King Bed, Patio, Ground Floor (7)](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/c76f25a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/f87cac33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/5ee4b9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![36-inch Smart TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/32000000/31960000/31958900/31958886/6b4787fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Homestead Madison Center 10/10 Exceptional (87) "This is our 2nd year staying at the Homestead B & B. We absolutely love it here! Great food, amenities galore, and just an awesome getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $418 CA $464 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Old-Saybrook-Hotels-The-Homestead.h31958886.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/04318feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/aea6082f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/53655186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trumbull Marriott Shelton Trumbull 8.2/10 Very good (1006) "Clean room, Staff was great - parking was simple" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $195 CA $224 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.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=2025-11-01&endDate=2025-11-02®ionId=6349507&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Prospect Hill Hotel Reviews ## Frequently asked questions ### Searching for romantic hotels in Prospect Hill? > Are you and your partner looking for a romantic escape? If you want to explore the area, you might head to Peabody Museum of Natural History or New Haven Museum. If you're interested in staying close to a particular destination, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list. ### What is there to do in Prospect Hill? > There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Prospect Hill. 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