Title: Book the Best Guilford WINERY Hotels in 2026 | Expedia.ca [Guilford Travel Guide](https://expedia.ca/Guilford.dx183062)[Hotels in Guilford](https://expedia.ca/Guilford-Hotels.d183062.Travel-Guide-Hotels)[Vacation Rentals in Guilford](https://expedia.ca/Guilford-Vacation-Rentals.d183062.Travel-Guide-VacationRentals)[Flights to Guilford](https://expedia.ca/Cheap-Flights-To-Guilford.d183062.Travel-Guide-Flights)[Guilford Car Rentals](https://expedia.ca/Car-Rentals-In-Guilford.d183062.Car-Rental-Guide)[Guilford Vacation Packages](https://expedia.ca/Guilford.d183062.Destination-Travel-Guides) ![Sun Painted Shore Redeux](https://images.trvl-media.com/place/183062/df1d2088-980e-4b28-a674-599b5bdd2970.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Guilford, CT from CA $189 - ![](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 Guilford Winery Hotels Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=183062&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=183062&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183062&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183062&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Guilford hotels with winery ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1280000/1273400/1273388/e8764690.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) ![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) ### Homewood Suites by Hilton Wallingford-Meriden [](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Wallingford-Meriden.h1273388.Hotel-Information) Wallingford 9.0/10 Wonderful (899) "Staff was very friendly and helpful stay was overall very pleasant!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $164 CA $189 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/New-Haven-Hotels-Homewood-Suites-By-Hilton-Wallingford-Meriden.h1273388.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) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/20000/19800/19783/w3997h2667x0y0-8dc04f14.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 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-Wallingford.h19783.Hotel-Information) Wallingford 8.8/10 Excellent (784) "Clean room, friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $175 CA $201 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-Wallingford.h19783.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio | View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/8f5285b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/65a8ebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/a413ef5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Silver Sands Motel & Beach Bungalows [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) Greenport 9.8/10 Exceptional (142) "Great get away " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles [](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/728215df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/ea540de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/a7476bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/38c1ca05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shoreline Oasis [](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) Clinton 9.2/10 Wonderful (7) "Everything was as advertised or better. Lovely quiet area near beautiful beaches and great restaurants. We had a terrific experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom S. CA $247 CA $359 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008961/8c7f761e.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) ### All New Fully Furnished Cozy Studio [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-Fully-Furnished-Cozy-Studio.h102008961.Hotel-Information) Wallingford Center 9.8/10 Exceptional (8) "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 $159 CA $397 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-Fully-Furnished-Cozy-Studio.h102008961.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) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/ee5526e2.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) ![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103030000/103029991/0a69331b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All New Studio apartment in center of town [](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information) 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 $158 CA $396 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Wallingford-Hotels-All-New-Studio-Apartment-In-Center-Of-Town.h103029991.Hotel-Information) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h848x0y2-72542981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1280h851x0y0-915fd821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/4bc18379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105870000/105862500/105862474/w1270h853x0y0-d50b5e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jewel of The Cove - Historic Coastal Retreat [](https://www.expedia.ca/East-Haven-Hotels-The-Jewel-Of-The-Cove-Historic-Coastal-Retreat.h105862474.Hotel-Information) East Shore 10/10 Exceptional (6) "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 $285 CA $707 total includes taxes & fees Jan 4 - Jan 5, 2026 [](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) ![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008956/67a7f768.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) ### New Railside Residents [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-New-Railside-Residents-1BR.h102008956.Hotel-Information) Wallingford Center 10/10 Exceptional (1) "This apartment was the perfect base for visiting family in Wallingford. It had everything we needed, was very clean, and super convenient to downtown cafes and restaurants. The train is a bit loud but to be expected! Will definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelsey S. CA $158 CA $397 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Wallingford-Hotels-Seasons-Hospitality-Presents-New-Railside-Residents-1BR.h102008956.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/7dda8a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/1f725d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/efa99c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/d7bdc93b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature [](https://www.expedia.ca/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information) Killingworth 10/10 Exceptional (53) "Amazing property, we loved everything about it, highly recommended, will stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rick CA $496 CA $952 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w450h683x287y0-3203696c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w910h683x58y0-4b2ff646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/w1024h679x0y0-44febde0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96090000/96086700/96086691/dcc27260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub [](https://www.expedia.ca/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.Hotel-Information) Southold 10/10 Exceptional (1) "Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica P. CA $462 CA $592 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Southold-Hotels-Room-1-King-Bed-And-Ensuite-Bathroom-With-Soaking-Tub.h96086691.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=2026-01-02&endDate=2026-01-03®ionId=183062&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Guilford Hotel Reviews ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "Clean room. Great location. Very nice staff." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Clarion Inn North Haven - New Haven North](https://images.trvl-media.com/lodging/1000000/10000/7600/7519/36377da0_y.jpg) ### Clarion Inn North Haven - New Haven North 10/10 Excellent "Courteous staff always " [](https://expedia.ca/North-Haven-Hotels-Clarion-Inn.h7519.Hotel-Information) ![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg) ### Spark by Hilton Guilford 10/10 Excellent "Nice and clean " [](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) ## Frequently asked questions ### How much does a winery hotel in Guilford cost? ### Which area of Guilford is best to stay in for vineyards and wineries? > For couples seeking a romantic retreat, staying near the waterfront is highly recommended. The serene atmosphere, combined with stunning views of the Long Island Sound, creates an idyllic setting for relaxation. You can enjoy leisurely walks along the beach or indulge in a candlelit dinner at one of the nearby vineyard restaurants, where you can sip local wines while taking in the beautiful surroundings. > > > Families will appreciate the family-friendly attractions in Guilford, such as the historical Guilford Green and the nearby Hammonasset Beach State Park. This area provides ample opportunities for outdoor activities, picnics, and exploration, ensuring everyone can have a memorable time. Plus, many of the local wineries host events and activities that cater to families, making it easy to include everyone in the adventure. ### What winery activities should we do in Guilford? > For couples seeking a romantic outing, consider booking a private tasting at one of the local wineries, where you can savour fine wines while located among the vines. Many wineries also host special events, such as outdoor concerts and seasonal festivals, which provide a wonderful opportunity to enjoy quality time together in a vibrant setting. > > > Families will appreciate the kid-friendly options available at some vineyards, where children can explore the grounds and enjoy games while parents indulge in tastings. Many wineries offer educational tours that can be both fun and informative for all ages, allowing families to learn about the winemaking process and the importance of the local terroir. > > > If you're looking for a great experience, don't miss the opportunity to participate in a vineyard tour that often includes walking through the grape fields and learning about sustainable farming practices. This hands-on approach can deepen your appreciation for the craft of winemaking. ### How can I save on a winery hotel in Guilford with Expedia? ### Is it cheaper to book flights and a winery hotel in Guilford as a package deal? ### Can I cancel my winery hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Bill Miller’s Castle ](https://www.expedia.ca/Bill-Millers-Castle-Hotels.0-l553248621563220905-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Branford ](https://www.expedia.ca/Branford-Apart-Hotels.d6243-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Branford ](https://www.expedia.ca/Branford-Apartments.d6243-aaApartments.Travel-Guide-Accommodation) - [B&B in Branford ](https://www.expedia.ca/Branford-Bed-And-Breakfast.d6243-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Boutique Hotels in Branford Center ](https://www.expedia.ca/Branford-Center-Branford-Hotels-Boutique-Hotel.0-n6348199-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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