Title: The Best Hotels Closest to Chesapeake Bay in for 2026 | Expedia.com [United States of America Travel Guide](https://expedia.com/United-States-Of-America.dx201)[Vacation Rentals in United States of America](https://expedia.com/Destinations-In-United-States-Of-America.d201.Vacation-Rental-Destinations)[Flights to United States of America](https://expedia.com/Destinations-In-United-States-Of-America.d201.Flight-Destinations)[Car Rentals in Chesapeake Bay](https://expedia.com/Car-Rentals-In-Chesapeake-Bay.d6056980.Car-Rental-Guide)[Chesapeake Bay Vacations](https://expedia.com/Chesapeake-Bay-United-States-of-America.d6056980.Vacation-Attraction) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates Tonight [Apr 1 - Apr 2](https://www.expedia.com/Hotel-Search?regionId=6056980&startDate=2026-04-01&endDate=2026-04-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 2 - Apr 3](https://www.expedia.com/Hotel-Search?regionId=6056980&startDate=2026-04-02&endDate=2026-04-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6056980&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6056980&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Top Chesapeake Bay Hotel Reviews ![Hilton Vacation Club Ocean Beach Club Virginia Beach](https://images.trvl-media.com/lodging/2000000/1370000/1367400/1367330/44e2a487_y.jpg) ### Hilton Vacation Club Ocean Beach Club Virginia Beach 8/10 Good "Rooms are tiny" [](https://expedia.com/Virginia-Beach-Hotels-Ocean-Beach-Club-By-Diamond-Resorts.h1367330.Hotel-Information) ![Hyatt Place Virginia Beach / Oceanfront](https://images.trvl-media.com/lodging/76000000/75960000/75958000/75957909/7980bf30_y.jpg) ### Hyatt Place Virginia Beach / Oceanfront 10/10 Excellent "Yes, breakfast was very fresh and tasty. lot of items available. Excellent staff and best outdoor pool. " [](https://expedia.com/Virginia-Beach-Hotels-Hyatt-Place-Virginia-Beach-Oceanfront.h75957909.Hotel-Information) ![Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/20000/12800/12727/26394a34_y.jpg) ### Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel 10/10 Excellent "This was a nice property on the beach. Perfect to see the sunrise each morning." [](https://expedia.com/Virginia-Beach-Hotels-Surfbreak-Oceanfront-Hotel.h12727.Hotel-Information) ![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/f5721060_y.jpg) ### Embassy Suites by Hilton Hampton Convention Center 8/10 Good "Breakfast was very good and the people were delightful" [](https://expedia.com/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)](https://images.trvl-media.com/lodging/1000000/10000/5400/5363/be66f1fd_y.jpg) ### Country Inn & Suites by Radisson, Virginia Beach (Oceanfront) 10/10 Excellent "." [](https://expedia.com/Virginia-Beach-Hotels-Country-Inn-Suites-By-Radisson.h5363.Hotel-Information) ![Hilton Virginia Beach Oceanfront](https://images.trvl-media.com/lodging/2000000/1160000/1156000/1155964/3b10b192_y.jpg) ### Hilton Virginia Beach Oceanfront 10/10 Excellent "Outstanding service Room was clean and great beach view " [](https://expedia.com/Virginia-Beach-Hotels-Hilton-Virginia-Beach-Oceanfront.h1155964.Hotel-Information) ![Woodspring Suites Yorktown Newport News](https://images.trvl-media.com/lodging/100000000/99670000/99665400/99665365/c5424637_y.jpg) ### Woodspring Suites Yorktown Newport News 10/10 Excellent "Awesome " [](https://expedia.com/Woodspring-Suites-Yorktown-Newport-News.h99665365.Hotel-Information) ![Delta Hotels by Marriott Virginia Beach Waterfront Suites](https://images.trvl-media.com/lodging/41000000/40900000/40896500/40896449/401b3524_y.jpg) ### Delta Hotels by Marriott Virginia Beach Waterfront Suites 10/10 Excellent "The best" [](https://expedia.com/Norfolk-Virginia-Beach-Hotels-Delta-Hotels-By-Marriott-Virginia-Beach-Bayfront-Suites.h40896449.Hotel-Information) ![Comfort Inn & Suites Hampton near Coliseum](https://images.trvl-media.com/lodging/2000000/1550000/1545200/1545185/8b180fc8_y.jpg) ### Comfort Inn & Suites Hampton near Coliseum 6/10 Okay "When I arrived I was told they were short staffed and no rooms were available. I let the check-in person know I had an event to attend. She went and found me a room." [](https://expedia.com/Newport-News-Hotels-Country-Inn-Suites-By-Radisson.h1545185.Hotel-Information) ## Hotels near other Chesapeake Bay attractions ### Horse Island Commune with nature and explore the great outdoors at Horse Island during your travels in Machipongo. Take in the museums while you're in the area. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909170457144897536) ### Gwynn's Island Musuem 5.0/5 (2 reviews) You can spend an afternoon exploring the galleries in Gwynn's Island Musuem during your trip to Piankatank. Amble around the area's marina or experience its festivals. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561864492) ### Chatham Vineyards 4.1/5 (20 reviews) You can enjoy a tasting or tour at Chatham Vineyards during your travels to Machipongo. Wander the beaches or discover the area's sunrises. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532662300) ### Bethel Beach Natural Area Preserve 4.0/5 (3 reviews) Explore the great outdoors at Bethel Beach Natural Area Preserve, a lovely green space in Onemo. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635997958824) ### Hungars Beach Why not spend a lazy afternoon at Hungars Beach during your trip to Eastville? [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909168968852430848) ## Find out more about Chesapeake Bay ### Top reasons to visit Chesapeake Bay - **Stunning Coastal Views:** Experience breathtaking scenery along the Chesapeake Bay, perfect for relaxation and exploration. - **Vibrant Downtown Annapolis:** Discover a friendly atmosphere with family-friendly activities and charming local eateries. - **Outdoor Adventures:** Enjoy a range of activities, from hiking nature reserves to engaging in water sports. - **Cultural Experiences:** Visit free museums that showcase the rich local history and culture of the region. - **Diverse Accommodations:** Choose from various lodging options, including waterfront hotels and historic inns. ### Find great hotels near Chesapeake Bay Discover a variety of charming accommodations in Chesapeake Bay, offering something for everyone—from family-friendly hotels to pet-friendly stays. Whether you prefer historic-themed lodgings or a relaxing waterfront experience, you'll find the perfect spot to unwind. Explore popular options like Chesapeake Beach hotels and other nearby accommodations that cater to your every need, ensuring an unforgettable vacation by the beautiful bay. - **[Hampton Inn & Suites Exmore - Eastern Shore: ](https://www.expedia.com/Exmore-Hotels-Hampton-Suites-Exmore-Eastern-Shore.h2745444.Hotel-Information)** Experience a welcoming and budget-friendly stay at Hampton Inn & Suites Exmore - Eastern Shore, featuring a guest rating of 8.2\. Located only 15 miles from Chesapeake Bay, this hotel is perfect for travelers seeking a pet-friendly environment. With amenities catering to furry companions, including a pet policy allowing dogs and cats, this property ensures that your pet can enjoy the vacation too. Guests appreciate the comfortable accommodations and friendly service, making it an excellent choice for those traveling with pets. - **[Holiday Inn Express & Suites Exmore - Eastern Shore by IHG: ](https://www.expedia.com/Exmore-Hotels-Holiday-Inn-Express-And-Suites-Exmore.h1971492.Hotel-Information)** Rated 8.4, Holiday Inn Express & Suites Exmore - Eastern Shore by IHG is designed for business travelers seeking convenience and comfort. Situated 15 miles from Chesapeake Bay, this budget-friendly hotel offers modern facilities and a professional atmosphere. The property features a range of amenities to support work and relaxation, ensuring that guests can be productive while enjoying their stay. With its strategic location and quality service, it's an ideal pick for business trips. - **[Quality Inn & Suites Exmore - Eastern Shore: ](https://www.expedia.com/Exmore-Hotels-Quality-Inn-Suites.h52871.Hotel-Information)** Quality Inn & Suites Exmore - Eastern Shore is a versatile option for both pet-friendly travelers and business guests, located 16 miles from Chesapeake Bay. With a focus on comfort and convenience, this budget-friendly hotel allows pets on site, accommodating both dogs and cats with specific weight limits. The hotel’s amenities cater to business needs while providing a relaxing atmosphere, ensuring a pleasant experience for all types of travelers. The combination of affordability and essential features makes it a smart choice for your stay. ### Where to stay near Chesapeake Bay Discover the enchanting allure of Chesapeake Bay, where historical charm meets stunning coastal views. Explore the vibrant downtown Annapolis, known for its friendly atmosphere and family-friendly activities. Whether you're relaxing by the water or enjoying budget-friendly local eateries, this dream vacation spot offers a perfect blend of adventure and tranquility. With miles of picturesque scenery and welcoming communities, your stay near Chesapeake Bay promises unforgettable memories. - **[Silver Beach: ](https://www.expedia.com/Silver-Beach-Hotels.d553248635975848526.Travel-Guide-Hotels)** Nestled a short 8 miles from Chesapeake Bay, Silver Beach is a charming village that thrives during the warmer months. With visitor numbers peaking from June to August, this destination is perfect for outdoor enthusiasts seeking beach and scenic experiences. The area boasts a delightful recreational area, a picturesque boardwalk, and a recreation park, making it an ideal spot for family outings. Visitors can enjoy the beautiful beach and family-friendly bay, providing a perfect backdrop for relaxation and fun in the sun. - **[Jamesville: ](https://www.expedia.com/Jamesville-Hotels.d553248635975847311.Travel-Guide-Hotels)** Just 10 miles from Chesapeake Bay, the village of Jamesville is a haven for eco-conscious adventurers. The travel scene here is highly seasonal, with peak arrivals in March and from May to June. Visitors can immerse themselves in the outdoors, exploring recreational areas and lush golf courses. Nature lovers will appreciate the nearby beach, park, and nature reserve, all of which offer opportunities for exploration and adventure in a serene environment. Jamesville is perfect for those seeking a blend of outdoor activities and eco-friendly experiences. - **[Gwynn: ](https://www.expedia.com/Gwynn-Hotels.d6325101.Travel-Guide-Hotels)** Located 10 miles from Chesapeake Bay, Gwynn is a vibrant city that attracts visitors with its mix of outdoor, beach, and cultural experiences. With travel peaks occurring from May to July, the area offers a variety of activities, including access to recreational areas, shopping centers, and golf facilities. Local landmarks like museums and archaeological sites add a cultural flair to your visit, while the scenic bay provides a tranquil escape. Gwynn is a fantastic choice for travelers looking to enjoy both natural beauty and rich heritage. ### Things to do in Chesapeake Bay Chesapeake Bay offers a variety of exciting activities and experiences, including sports events, lively festivals, and soccer matches. Visitors can enjoy tee times at scenic golf courses, partake in vibrant weekend events featuring live entertainment, and explore free museums that showcase local history and culture. With plenty of weekend experiences to choose from, there's something for everyone to enjoy while soaking in the beauty of the Bay. **Shopping** In downtown Annapolis, visit the charming shops along Main Street for unique gifts. If you're up for a drive, head to the Annapolis Mall for a wider selection of popular brands, or explore the Eastern Shore's local markets for handmade crafts and fresh produce. **Recreation** The Chesapeake Bay Wellness Retreat offers a tranquil environment with yoga classes overlooking the water, massages using natural ingredients, and meditation sessions among lush gardens. For outdoor enthusiasts, the nearby Bay Trail provides scenic paths for hiking and biking, perfect for reconnecting with nature. **Adventure** Explore the waters of Chesapeake Bay through kayaking or paddleboarding, gliding over serene waters while enjoying nature. For a thrilling experience, try jet skiing or take a thrilling boat tour to spot wildlife and soak in the stunning views of the coastline. **Nightlife** Experience vibrant nightlife at The Shark on Main Street for amazing seafood and cocktails. For a lively atmosphere, visit The Rusty Rudder on Coastal Highway, where you can dance to live DJs and enjoy refreshing drinks. Don't miss the sunset views from the deck at The Chesapeake Inn. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Chesapeake Bay - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Chesapeake Bay are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Chesapeake Bay is Tuesday. The most expensive day to stay around Chesapeake Bay is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to customize your travel preferences, such as your budget, preferred location, and desired hotel type. For instance, by selecting the Eco-certified filter, you’ll find a list of sustainable and environmentally-friendly hotels currently available. To uncover the best prices and deals, simply arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Chesapeake Bay hotel reservation with your flights and activities through an Expedia package deal. ### Find the best attractions near Chesapeake Bay Chesapeake Bay offers a diverse range of attractions, including beautiful beaches, marinas, and nature reserves. Travelers can enjoy outdoor adventures and immerse themselves in the local culture, making it an ideal destination for those seeking relaxation and exploration. Whether you're looking to soak up the sun or engage with the vibrant community, Chesapeake Bay has something special for everyone. - **[Cape Charles Beach: ](https://www.expedia.com/Cape-Charles-Beach-Hotels.0-l6251801-0.Travel-Guide-Filter-Hotels)** Enjoy the relaxed beach vibes at Cape Charles Beach, located 18 miles from Chesapeake Bay. This peaceful spot offers sandy shores perfect for sunbathing, swimming, and taking in stunning sunsets over the Chesapeake Bay. - **Gwynn's Island Museum:** Situated 10 miles away, the Gwynn's Island Museum showcases the rich cultural heritage and archaeological significance of the area. Explore fascinating exhibits that highlight local history and anthropology, providing a deeper understanding of the region. - **[Barrier Islands Center: ](https://www.expedia.com/Barrier-Islands-Center-Hotels.0-l553248621561864885-0.Travel-Guide-Filter-Hotels)** Just 14 miles from Chesapeake Bay, the Barrier Islands Center serves as a history museum dedicated to the unique culture and history of Virginia's barrier islands. Engage with interactive displays and learn about the coastal ecosystem and community traditions. ### Best time to go to Chesapeake Bay The best time to visit Chesapeake Bay can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Chesapeake Bay falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Chesapeake Bay falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 38.7°F (3.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 42.1°F (5.6°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 45.3°F (7.4°C) | Light Rain | Mostly Sunny | Average | Average | | April | 57.9°F (14.4°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 66.6°F (19.2°C) | Light Rain | Mostly Sunny | Average | Average | | June | 74.8°F (23.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | July | 79.5°F (26.4°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 77.9°F (25.5°C) | Light Rain | Mostly Sunny | Average | Slightly High | | September | 72.7°F (22.6°C) | Light Rain | Mostly Sunny | Slightly High | Average | | October | 62.8°F (17.1°C) | Light Rain | Mostly Sunny | Average | Average | | November | 51.4°F (10.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 40.5°F (4.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Chesapeake Bay For your visit to Chesapeake Bay, you have several airport options. Washington, DC ([DCA](https://www.expedia.com/Ronald-Reagan-Washington-National-Airport-Hotels.0-aDCA-0.Travel-Guide-Filter-Hotels)\-Ronald Reagan Washington National) is 105 miles away, with luxury hotels like the InterContinental Washington D.C. - The Wharf and [Salamander Washington DC](https://www.expedia.com/Washington-Hotels-Salamander-Washington-DC.h1044257.Hotel-Information), both 2 miles from the airport. Baltimore, MD ([BWI](https://www.expedia.com/Baltimore-Washington-Intl-Thurgood-Marshall-Airport-Hotels.0-aBWI-0.Travel-Guide-Filter-Hotels)\-Baltimore Washington Intl. Thurgood Marshall) is 119 miles away, featuring the [Pendry Baltimore](https://www.expedia.com/Baltimore-Hotels-Pendry-Baltimore.h17395897.Hotel-Information) and [Four Seasons Hotel Baltimore](https://www.expedia.com/Baltimore-Hotels-Four-Seasons-Hotel-Baltimore.h4603198.Hotel-Information), both 8 miles from the airport with shuttle services available. Lastly, [RIC](https://www.expedia.com/Richmond-Intl-Airport-Hotels.0-aRIC-0.Travel-Guide-Filter-Hotels)hmond, VA (RIC-Richmond Intl.) is 67 miles away, offering accommodations such as [The Jefferson Hotel](https://www.expedia.com/Richmond-Hotels-The-Jefferson-Hotel.h9868548.Hotel-Information) and [Omni Richmond Hotel](https://www.expedia.com/Richmond-Hotels-Omni-Richmond-Hotel.h13817.Hotel-Information), located 6 to 7 miles from the airport, making it a convenient choice for travelers. ## Frequently asked questions ### What's the area like around Chesapeake Bay? ### What's the best place to stay near Chesapeake Bay? ### If I need to cancel the hotel reservation for my stay near Chesapeake Bay, will I receive a refund? ### Where can I learn more about changing or cancelling my trip in the area near Chesapeake Bay? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Eastern Shore of Virginia Hotels ](https://www.expedia.com/Eastern-Shore-Of-Virginia-Hotels.d6056973.Travel-Guide-Hotels) - 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