Title: Book the Best Prospect Hill WINERY Hotels in 2025 | 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://a.travel-assets.com/travel-assets-manager/bex-affinities/winery.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Prospect Hill, CT from CA $173 ![](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 Winery Hotels Tonight [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6349507&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=6349507&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [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) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6349507&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Prospect Hill Winery Hotels ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/5e3eabe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/443314ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/05d1cd6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/27bd894d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Fully Furnished Cozy Studio Wallingford Center 9.8/10 Exceptional (7) "Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick C. CA $161 CA $403 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-Fully-Furnished-Cozy-Studio.h102008961.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/7edf3766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/2dfa38e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/aac3baa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/1d0ef914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard New Haven Wallingford Wallingford 8.8/10 Excellent (773) "Bed was really comfortable! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi CA $195 CA $224 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-Wallingford.h19783.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/4aaa8de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/83198fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/e88adc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/419a745d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic New England home ,Reunions Beach pass Guilford 9.2/10 Wonderful (90) "House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer D. CA $280 CA $626 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Guilford-Hotels-Historic-New-England-Home.h18760693.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/ad8b03cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/f17b3396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/5a3becbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/64920000/64918800/64918771/3f6d684e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Private and Cozy in great location Wallingford 8.8/10 Excellent (6) "The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ROBERT P. CA $161 CA $403 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Private-And-Cozy-In-Great-Location.h64918771.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/321be2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/a34edd2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/0a69331b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/f935d452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Studio apartment in center of town Wallingford Center 10/10 Exceptional (1) "I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nadine C. CA $161 CA $403 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/4328324a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/ad77ef5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/cd756b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Shelton Shelton 8.8/10 Excellent (1000) "Perfect location, convenient to everything Friendly staff, clean room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shauna CA $150 CA $173 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/e8764690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/7923d4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/90dd1f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/6cc530a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Wallingford-Meriden Wallingford 9.0/10 Wonderful (875) "Staff and breakfast was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bisa CA $182 CA $210 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Wallingford-Meriden.h1273388.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1440h957x0y3-6274ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/bbafc8c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/d3b32f3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/fdec6f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jewel of The Cove - Historic Coastal Retreat East Shore 10/10 Exceptional (4) "loved it so much, beautiful property 100 % would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leilani R. CA $290 CA $723 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/East-Haven-Hotels-The-Jewel-Of-The-Cove-Historic-Coastal-Retreat.h105862474.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/9bb90df5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/9a03fac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/1391311d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/881d4269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Railside Residents Wallingford Center CA $185 CA $434 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-New-Railside-Residents-1BR.h102008956.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/w776h683x124y0-ae153ead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/cd224da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/93b50094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100840000/100834300/100834240/5a216515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clear LI Sound waterview, Wedding pics, Yale&Beach East Shore 10/10 Exceptional (8) "Attended a wedding close by. This house was a comfortable clean place to rest in between events. Lovely water front. Calm and peaceful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kacy R. CA $409 CA $869 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/East-Haven-Hotels-Clear-LI-Sound-Waterview.h100834240.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=2025-11-08&endDate=2025-11-09®ionId=6349507&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Prospect Hill Hotel Reviews ![Clarion Inn](//images.trvl-media.com/lodging/1000000/10000/7600/7519/36377da0_y.jpg) ### Clarion Inn 10/10 Excellent "Very convenient and affordable " [](https://expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) ![Red Roof Inn Meriden](//images.trvl-media.com/lodging/1000000/10000/2900/2831/05873179_y.jpg) ### Red Roof Inn Meriden 10/10 Excellent "Clean with a nice staff. Great value too." [](https://expedia.ca/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information) ![Motel 6 New Haven - Branford, CT](//images.trvl-media.com/lodging/1000000/60000/50400/50320/c15293e5_y.jpg) ### Motel 6 New Haven - Branford, CT 10/10 Excellent "Easy to get to, clean and affordable. The pizza bar at the end of the property is huge plus. Could use a hair dryer or coffee in the room but considering the price still an excellent choice. 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