Title: Book the Best Eastern Shore of Virginia WINERY Hotels in 2026 | Expedia.ca [Eastern Shore of Virginia Travel Guide](https://expedia.ca/Eastern-Shore-Of-Virginia.dx6056973)[Hotels in Eastern Shore of Virginia](https://expedia.ca/Eastern-Shore-Of-Virginia-Hotels.d6056973.Travel-Guide-Hotels)[Vacation Rentals in Eastern Shore of Virginia](https://expedia.ca/Eastern-Shore-Of-Virginia-Vacation-Rentals.d6056973.Travel-Guide-VacationRentals)[Flights to Eastern Shore of Virginia](https://expedia.ca/Cheap-Flights-To-Eastern-Shore-Of-Virginia.d6056973.Travel-Guide-Flights)[Eastern Shore of Virginia Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Shore-Of-Virginia.d6056973.Car-Rental-Guide)[Eastern Shore of Virginia Vacation Packages](https://expedia.ca/Eastern-Shore-Of-Virginia.d6056973.Destination-Travel-Guides) ![LOVEwork found at their public beach! Snap a photo and share it on social media #LOVEVA :)](https://images.trvl-media.com/place/9669/fd514e62-4a48-4cd6-8b4a-6f38897c8178.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Got The Travel Bug Too # Find Winery Hotels in Eastern Shore of Virginia from CA $86 - ![](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 Eastern Shore of Virginia Winery Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore of Virginia hotels with winery ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e422830e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/86f5de21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Direct Bay Front Double Queen Suite - Bayfront | View from room](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e9bbde17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/e8514eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Suites Chincoteague Island Bayfront Resort [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) Downtown Chincoteague 9.6/10 Exceptional (1002) "Over all friendly, clean, great continental breakfast and cheerful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $131 CA $149 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Chincoteague-Hotels-Comfort-Suites-Chincoteague-Island-Bayfront-Resort.h295865.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/ec86906c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/dd982d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/125a449b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/1046e5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities [](https://www.expedia.ca/Greenbackville-Hotels-Stunning-Waterfront-Panoramic-View-Getaway-House.h88401206.Hotel-Information) Captain's Cove 9.8/10 Exceptional (59) "Nick is an excellent host. The home was so fun for our family to stay in. The view is so beautiful and peaceful. It is even more beautiful in person. Short drive to reach Chincoteague and Assateague. Stocked with everything you need. I walked down the street and got a massage using the info provided in the house. Thanks for a wonderful and beautiful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Natalie K. CA $125 CA $635 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Greenbackville-Hotels-Stunning-Waterfront-Panoramic-View-Getaway-House.h88401206.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/460d632b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/32dfde04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/f079e48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/de5c46f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment [](https://www.expedia.ca/Cape-Charles-Hotels-Family-Fun-Next-To-Central-Park-2-Blocks-To-Beach-Walk-To-Dining-Entertainment.h113705978.Hotel-Information) Historic Downtown Cape Charles 10/10 Exceptional (3) "Wonderful property! Well equipped, clean and convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie R. CA $105 CA $405 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Cape-Charles-Hotels-Family-Fun-Next-To-Central-Park-2-Blocks-To-Beach-Walk-To-Dining-Entertainment.h113705978.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/3a8d041f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/8dfd5286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/5ce68354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/54318db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay cottage, Beach 100 yards away! RESERVE NOW!!! [](https://www.expedia.ca/Cape-Charles-Hotels-Bay-Cottage.h34006511.Hotel-Information) Historic Downtown Cape Charles 9.6/10 Exceptional (145) "Nicely located. Clean. Convenient to town center and beach. Good on-street parking and renter/owner communication. Limited household amenities. Could use an interior refresh and bathroom updating. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas R. CA $241 CA $660 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Cape-Charles-Hotels-Bay-Cottage.h34006511.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/49fc98ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/e431db12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/5fadb0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/f0909de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach! [](https://www.expedia.ca/Cape-Charles-Hotels-Renovated-Home-By-Central-Park-King-Bed-Family-Friendly-2-Blocks-2-Beach.h114243041.Hotel-Information) Historic Downtown Cape Charles 10/10 Exceptional (7) "Cute, well stocked rental. We had a comfortable stay and the house met the needs of our family of 4\. We enjoyed the central location and close proximity to the park. The hosts were friendly and responsive. We hope to visit again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $95 CA $393 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Cape-Charles-Hotels-Renovated-Home-By-Central-Park-King-Bed-Family-Friendly-2-Blocks-2-Beach.h114243041.Hotel-Information) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/123000000/122570000/122563600/122563589/7ac44bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122570000/122563600/122563589/51399c6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122570000/122563600/122563589/ef7a5ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122570000/122563600/122563589/8ac97095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach! [](https://www.expedia.ca/Cape-Charles-Hotels-Ultimate-Kid-Friendly-Escape-Fenced-Yard-Firepit-Outdoor-Shower-Walk-2-Beach.h122563589.Hotel-Information) Historic Downtown Cape Charles CA $122 CA $624 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Cape-Charles-Hotels-Ultimate-Kid-Friendly-Escape-Fenced-Yard-Firepit-Outdoor-Shower-Walk-2-Beach.h122563589.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111260000/111254600/111254598/95b6fb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/112000000/111260000/111254600/111254598/bee6ea7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/112000000/111260000/111254600/111254598/f353fef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/112000000/111260000/111254600/111254598/de151289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Norfolk [](https://www.expedia.ca/Norfolk-Hotels-Spark-BY-Hilton-Norfolk.h111254598.Hotel-Information) Norfolk 8.8/10 Excellent (274) "Clean room, nice breakfast, available coffee and a very great staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edwin CA $98 CA $117 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Norfolk-Hotels-Spark-BY-Hilton-Norfolk.h111254598.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/25900/25834/eeeca7ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25834/23904e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/30000/25900/25834/95b1097c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/25900/25834/bb6e073a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Little Creek [](https://www.expedia.ca/Virginia-Beach-Hotels-Quality-Inn-Little-Creek.h25834.Hotel-Information) Northwest 7.4/10 Good (841) "Good for the price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $90 CA $116 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Virginia-Beach-Hotels-Quality-Inn-Little-Creek.h25834.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/c62a49b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices, computer monitors](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/766263eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/d9024f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89673500/89673457/9cbce6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fire Pit🔥 Walk to Town. 1st floor King Bed & Walk in Shower! Monthly Discounts! [](https://www.expedia.ca/Mathews-Hotels-Beautiful-Remodeled-Home.h89673457.Hotel-Information) Mathews 10/10 Exceptional (35) "Very clean. Beds comfortable. Host very responsive nice quiet area Check in was easy as well as check out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James R. CA $172 CA $429 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Mathews-Hotels-Beautiful-Remodeled-Home.h89673457.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/18500/18451/c84d2e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/18500/18451/1432be09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/18500/18451/deca1420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/18500/18451/20acaf49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Howard Johnson by Wyndham Virginia Beach [](https://www.expedia.ca/Virginia-Beach-Hotels-Howard-Johnson-By-Wyndham-Virginia-Beach.h18451.Hotel-Information) Northwest 6.0/10 (1002) "It was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KONAH CA $73 CA $86 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Virginia-Beach-Hotels-Howard-Johnson-By-Wyndham-Virginia-Beach.h18451.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=2025-12-28&endDate=2025-12-29®ionId=6056973&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore of Virginia Hotel Reviews ![Hampton Inn & Suites Exmore - Eastern Shore](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745444/cbdba188_y.jpg) ### Hampton Inn & Suites Exmore - Eastern Shore 10/10 Excellent "Yes" [](https://expedia.ca/Exmore-Hotels-Hampton-Suites-Exmore-Eastern-Shore.h2745444.Hotel-Information) ![Holiday Inn Express & Suites Exmore - Eastern Shore by IHG](https://images.trvl-media.com/lodging/2000000/1980000/1971500/1971492/76713835_y.jpg) ### Holiday Inn Express & Suites Exmore - Eastern Shore by IHG 10/10 Excellent "Staff was very friendly. Everyone was pleasant with intent to make your stay special. The room was spacious, clean and looked freshly renovated. The complimentary breakfast was very good with many choices. Honestly, I did not expect how nice it was. I was pleasantly surprised!" [](https://expedia.ca/Exmore-Hotels-Holiday-Inn-Express-And-Suites-Exmore.h1971492.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Assateague Island National Seashore ](https://www.expedia.ca/4Star-Assateague-Island-National-Seashore-Hotels.s40-0-d6075482.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chesapeake Bay ](https://www.expedia.ca/5Star-Chesapeake-Bay-Hotels.s50-0-d6056980.Travel-Guide-Filter-Hotels) - [B&B in Assateague Island ](https://www.expedia.ca/Assateague-Island-Bed-And-Breakfast.d553248635976198150-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Assateague Island ](https://www.expedia.ca/Assateague-Island-Cabins.d553248635976198150-aaCabins.Travel-Guide-Accommodation) - [Cottages in Assateague Island ](https://www.expedia.ca/Assateague-Island-Cottages.d553248635976198150-aaCottages.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Assateague Island ](https://www.expedia.ca/Assateague-Island-Hotels-Beach-Hotel.0-0-d553248635976198150-tBeachHotel.Travel-Guide-Filter-Hotels) - 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