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 ![](https://images.trvl-media.com/place/9669/fd514e62-4a48-4cd6-8b4a-6f38897c8178.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2026-01-29&endDate=2026-01-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2026-01-30&endDate=2026-01-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6056973&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Eastern Shore of Virginia hotels with winery ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/b355d149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/17e42883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/049f9c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/1000000/300000/295900/295865/0c592b6f.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 (1,001 reviews) "Over all friendly, clean, great continental breakfast and cheerful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $133 CA $150 total includes taxes & fees Feb 11 - Feb 12 [](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) ![Exterior](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/3df7bbe3.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88410000/88401300/88401206/be8de05e.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 (61 reviews) "This is a unique home with beautiful views! The amenities were wonderful, the home was so clean, and Nick was great with checking in to make sure everything was good. Would definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristy C. CA $150 CA $657 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Greenbackville-Hotels-Stunning-Waterfront-Panoramic-View-Getaway-House.h88401206.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/f079e48e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/2fc99936.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) ![Interior](https://images.trvl-media.com/lodging/114000000/113710000/113706000/113705978/bcefa08c.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 reviews) "Wonderful property! Well equipped, clean and convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie R. CA $160 CA $469 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Cape-Charles-Hotels-Family-Fun-Next-To-Central-Park-2-Blocks-To-Beach-Walk-To-Dining-Entertainment.h113705978.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/472d648d.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) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/2888f8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114250000/114243100/114243041/49fc98ce.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 (8 reviews) "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 $151 CA $458 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Cape-Charles-Hotels-Renovated-Home-By-Central-Park-King-Bed-Family-Friendly-2-Blocks-2-Beach.h114243041.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/38d4c65a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/d10e76df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/947ab956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34010000/34006600/34006511/3a8d041f.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 reviews) "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 $237 CA $646 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Cape-Charles-Hotels-Bay-Cottage.h34006511.Hotel-Information) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/56000000/55370000/55363100/55363054/24fba208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55370000/55363100/55363054/93bbf7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/56000000/55370000/55363100/55363054/96eb4ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/56000000/55370000/55363100/55363054/33665c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex [](https://www.expedia.ca/Cape-Charles-Hotels-Across-From-The-Park-And-2-Blocks-From-Beach-Restaurants-LEFT-Side-Of-Duplex.h55363054.Hotel-Information) Historic Downtown Cape Charles 9.6/10 Exceptional (52 reviews) "Great location with kids, close to the beach, shopping, park, playground, etc. Would highly recommend this property to anyone." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colin S. CA $244 CA $716 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Cape-Charles-Hotels-Across-From-The-Park-And-2-Blocks-From-Beach-Restaurants-LEFT-Side-Of-Duplex.h55363054.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) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122570000/122563600/122563589/5c64049c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122570000/122563600/122563589/c3eda46b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/123000000/122570000/122563600/122563589/b428398b.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 $169 CA $682 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Cape-Charles-Hotels-Ultimate-Kid-Friendly-Escape-Fenced-Yard-Firepit-Outdoor-Shower-Walk-2-Beach.h122563589.Hotel-Information) ![Hypo-allergenic bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/112000000/111260000/111254600/111254598/9576898e.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) ![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/d6955ac4.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 (293 reviews) "great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $105 CA $125 total includes taxes & fees Feb 16 - Feb 17 [](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/c6bb8701.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) ![Standard Room, 2 Queen Beds, Smoking](https://images.trvl-media.com/lodging/1000000/30000/25900/25834/43bcc5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25834/164f1da0.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 7.2/10 Good (845 reviews) "Bugs in the room and in beds terrible stay and breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $89 CA $114 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Virginia-Beach-Hotels-Quality-Inn-Little-Creek.h25834.Hotel-Information) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/18500/18451/e7c2edfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18500/18451/e7aadca4.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18500/18451/252e164f.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 6.2/10 (1,000 reviews) "It needs to fix some facility like quest laundry it would help to boss the guest stay everything’s it excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey CA $76 CA $90 total includes taxes & fees Jan 31 - Feb 1 [](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=2026-02-12&endDate=2026-02-13®ionId=6056973&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Eastern Shore of Virginia Hotel Reviews ## 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) - 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