Title: Book the Best Bridgeport WINERY Hotels in 2025 | Expedia.ca [Bridgeport Travel Guide](https://expedia.ca/Bridgeport.dx525)[Hotels in Bridgeport](https://expedia.ca/Bridgeport-Hotels.d525.Travel-Guide-Hotels)[Vacation Rentals in Bridgeport](https://expedia.ca/Bridgeport-Vacation-Rentals.d525.Travel-Guide-VacationRentals)[Flights to Bridgeport](https://expedia.ca/Cheap-Flights-To-Bridgeport.d525.Travel-Guide-Flights)[Things to do in Bridgeport](https://expedia.ca/Things-To-Do-In-Bridgeport.d525.Travel-Guide-Activities)[Bridgeport Car Rentals](https://expedia.ca/Car-Rentals-In-Bridgeport.d525.Car-Rental-Guide)[Bridgeport Vacation Packages](https://expedia.ca/Bridgeport.d525.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/d59e04cd6e50722dac0ae3f207ef27f5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Bridgeport, CT from CA $155 ![](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 Bridgeport Winery Hotels Tonight [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2025-10-20&endDate=2025-10-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 21 - Oct 22](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2025-10-21&endDate=2025-10-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=525&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Bridgeport Winery Hotels ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/185106c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/aa8c6c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/37855d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/13200/13198/184b38eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Stony Brook by IHG Centereach 8.8/10 Excellent (1023) "Loved everything about my stay! Staff was friendly and welcoming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Teresa CA $197 CA $225 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Centereach-Hotels-Holiday-Inn-Express-Stony-Brook-By-IHG.h13198.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/b3e4a390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Arcade](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/cb5c00ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/d2bf1069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Danbury Danbury 8.4/10 Very good (1018) "Great Hotel, quality price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eduardo CA $135 CA $155 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/7721b0e9.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/4328324a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn by Hilton Shelton Shelton 8.6/10 Excellent (1009) "Perfect location, convenient to everything Friendly staff, clean room " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shauna CA $160 CA $184 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/02d7cd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/c60c2947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/4b7ddc76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111830000/111828700/111828646/42d46387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New One Bedroom Apartment Centrally Located in Southbury Southbury 9.8/10 Exceptional (11) "Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $126 CA $173 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Southbury-Hotels-Simple-Living-Retreat-1-Bedroom-Apartment.h111828646.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) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/fdec6f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/af0195f8.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 $709 total includes taxes & fees Oct 26 - Oct 27 [](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/93000000/92800000/92791500/92791435/61586662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/w1024h658x0y12-3d4829b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/ee137ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92800000/92791500/92791435/w861h683x79y0-64fc4778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Country Cottage #2 Miller Place 8.8/10 Excellent (13) "Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridget CA $224 CA $476 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Miller-Place-Hotels-Cozy-Country-Cottage-2.h92791435.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/101000000/100840000/100834300/100834240/0845eb45.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 $410 CA $862 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/East-Haven-Hotels-Clear-LI-Sound-Waterview.h100834240.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102090000/102087200/102087184/w510h683x257y0-e376ac59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/103000000/102090000/102087200/102087184/w1024h391x0y146-92af4f9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102090000/102087200/102087184/w520h683x252y0-318faf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102090000/102087200/102087184/146a4dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC Northport 9.2/10 Wonderful (12) "This is a quiet and beautiful spot on the water. The outside space is perfect to relax or get some sun. The inside space was relaxing and very comfortable. The host, Richard was wonderful and very responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori G. CA $627 CA $944 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Northport-Hotels-Private-Waterfront-Home-On-North-Shore-Long-Island.h102087184.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119150000/119145200/119145159/d9fd577e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119150000/119145200/119145159/78370020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119150000/119145200/119145159/ba6c1ba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119150000/119145200/119145159/cf9301a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility. Waccabuc 4.0/10 (2) "Clean but minimalist, big empty basement, good for a cheap stay near Caramoor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick M. CA $206 CA $286 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Waccabuc-Hotels-Cozy-Ground-Floor-Suite-Ideal-For-A-Relaxing-Stay-Enjoy-Peace-And-Tranquility.h119145159.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=2025-11-03&endDate=2025-11-04®ionId=525&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Bridgeport Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Stratford](https://www.expedia.ca/5Star-Stratford-Hotels.s50-0-d8127.Travel-Guide-Filter-Hotels) - [Hotels near Beardsley Zoo](https://www.expedia.ca/Beardsley-Zoo-Hotels.0-l6071459-0.Travel-Guide-Filter-Hotels) - [Hotels near Bridgeport Downtown South Historic District](https://www.expedia.ca/Bridgeport-Downtown-South-Historic-District-Hotels.0-l6348206-0.Travel-Guide-Filter-Hotels) - [Hotels near Bridgeport Station](https://www.expedia.ca/Bridgeport-Station-Hotels.d6194264.Travel-Guide-Hotels) - [Boutique Hotels in Brooklawn - St. Vincent](https://www.expedia.ca/Brooklawn-St-Vincent-Bridgeport-Hotels-Boutique-Hotel.0-n553248635976473607-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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Sikorsky Memorial](https://www.expedia.ca/lp/airports/bdr/flights-from-igor-i-sikorsky-memorial-airport) - [Flights from Amsterdam to Gold Coast](https://www.expedia.ca/lp/flights/178229/6233751/amsterdam-to-gold-coast) - [Flights from Stratford](https://www.expedia.ca/lp/flights/8127/flights-from-stratford) - [Flights from Albuquerque (ABQ) to Bridgeport (BDR)](https://www.expedia.ca/lp/flights/abq/bdr/albuquerque-to-bridgeport) - [Flights from Buffalo (BUF) to Bridgeport (BDR)](https://www.expedia.ca/lp/flights/buf/bdr/buffalo-to-bridgeport) - [Flights from Sault Ste. Marie (CIU) to Bridgeport (BDR)](https://www.expedia.ca/lp/flights/ciu/bdr/sault-ste-marie-to-bridgeport) - [Flights from Detroit (DTW) to Bridgeport (BDR)](https://www.expedia.ca/lp/flights/dtw/bdr/detroit-to-bridgeport) - [Flights from Newark Liberty Intl. 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