Title: Chesapeake Bay Tours - Book Now | Expedia.com [Chesapeake Bay Hotels](https://expedia.com/Chesapeake-Bay-Hotels.0-l6056980-0.Travel-Guide-Filter-Hotels)[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)[United States of America Vacations](https://expedia.com/United-States-Of-America.d201.Destination-Travel-Guides) # Chesapeake Bay Tours ![USS Wisconsin BB-64 featuring a marina](https://images.trvl-media.com/place/6241607/c49d51af-c745-45d8-893a-80385131f2a4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![USS Wisconsin BB-64 featuring a marina](https://images.trvl-media.com/place/6241607/c49d51af-c745-45d8-893a-80385131f2a4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Virginia featuring a garden, modern architecture and a city](https://images.trvl-media.com/place/2689/36b62ef2-8caf-4317-80ad-245a05eaa943.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Peabody Institute of the John Hopkins University](https://images.trvl-media.com/place/6321483/6f336d5d-44fc-4804-aaed-89477ccdeeae.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Norfolk Botanical Garden which includes a garden, landscape views and a pond](https://images.trvl-media.com/place/6083065/9e2cc6db-d5c6-4323-a1a3-6dad3da0f6a1.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Chesapeake Bay Activities Food, drink & nightlife [](https://expedia.com/things-to-do/search?&rid=6056980&location=Chesapeake+Bay&filter.categories=FoodDrinkNightlife) Cruises & boat tours [](https://expedia.com/things-to-do/search?&rid=6056980&location=Chesapeake+Bay&filter.categories=CruisesBoatTours) Tours & day trips [](https://expedia.com/things-to-do/search?&rid=6056980&location=Chesapeake+Bay&filter.categories=ToursDayTrips) Water activities [](https://expedia.com/things-to-do/search?&rid=6056980&location=Chesapeake+Bay&filter.categories=Wateractivities) Classes & workshops [](https://expedia.com/things-to-do/search?&rid=6056980&location=Chesapeake+Bay&filter.categories=ClassesWorkshops) Wildlife & nature [](https://expedia.com/things-to-do/search?&rid=6056980&location=Chesapeake+Bay&filter.categories=WildlifeNature) --- --- ## Plan a trip to see Chesapeake Bay Price found within the past 48 hours. Click for updated prices. ![Westgate Blue Tree Resort in Lake Buena Vista](https://images.trvl-media.com/lodging/1000000/200000/191000/190971/64f5b8e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Blue Tree Resort in Lake Buena Vista $298 per person May 7 - May 12 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Orlando (MCO) 8.4/10 Very Good! (1,002 reviews) Comfortable and stocked room. Pools were heated which was a big plus Reviewed on Feb 20, 2026 ![Westgate Palace Hotel / Universal / I-Drive](https://images.trvl-media.com/lodging/1000000/110000/106200/106143/01c960b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Palace Hotel / Universal / I-Drive International Drive District $449 per person May 7 - May 12 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Orlando (MCO) 8.8/10 Excellent! (1,085 reviews) Room was amazing. Fully fenced in 24/7 security team. Also very nice area check out slap noodles within walking distance for a great meal. Only downsides were shower heads were a little eh and hot tub wasn’t functioning correctly. Reviewed on Feb 24, 2026 ![Casablanca Miami Beach](https://images.trvl-media.com/lodging/32000000/31660000/31652200/31652150/628e521a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casablanca Miami Beach North Beach $1,939 per person May 18 - May 22 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 5.8/10 (311 reviews) Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great. It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it. Reviewed on Feb 22, 2026 ### Popular places to visit #### 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. [](https://expedia.com/Horse-Island-Machipongo.d909170457144897536.Vacation-Attraction) #### Gwynn's Island Musuem 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. [](https://expedia.com/Gwynns-Island-Musuem-Gwynn.d553248621561864492.Vacation-Attraction) #### Chatham Vineyards You can enjoy a tasting or tour at Chatham Vineyards during your travels to Machipongo. Wander the beaches or discover the area's sunrises. [](https://expedia.com/Chatham-Vineyards-Machipongo.d553248621532662300.Vacation-Attraction) #### Bethel Beach Natural Area Preserve Explore the great outdoors at Bethel Beach Natural Area Preserve, a lovely green space in Onemo. [](https://expedia.com/Bethel-Beach-Natural-Area-Preserve-Onemo.d553248635997958824.Vacation-Attraction) #### Hungars Beach Why not spend a lazy afternoon at Hungars Beach during your trip to Eastville? [](https://expedia.com/Hungars-Beach-Virginia.d909168968852430848.Vacation-Attraction) #### Holly Point Nature Park Explore the great outdoors at Holly Point Nature Park, a lovely green space in Pine Top. Wander the marina in this relaxing area. [](https://expedia.com/Holly-Point-Nature-Park-Deltaville.d553248621561864470.Vacation-Attraction) --- ## Best Lodging Options Near Chesapeake Bay ## Check availability on hotels close to Chesapeake Bay [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=2026-02-26&endDate=2026-02-27)[Feb 26 - Feb 27](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=2026-02-26&endDate=2026-02-27) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=2026-02-27&endDate=2026-02-28)[Feb 27 - Feb 28](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=2026-02-27&endDate=2026-02-28) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026)[Feb 27 - Mar 1](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=2%2F27%2F2026&endDate=3%2F1%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026)[Mar 6 - Mar 8](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=6056980&startDate=3%2F6%2F2026&endDate=3%2F8%2F2026) ![Perfect Cozy Vacation Rental on the Eastern Shore](https://images.trvl-media.com/lodging/60000000/59660000/59655100/59655071/5a086d5b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Perfect Cozy Vacation Rental on the Eastern Shore Cape Charles VA [](https://expedia.com/Cape-Charles-Hotels-Perfect-Cozy-Vacation-Rental-On-The-Eastern-Shore.h59655071.Hotel-Information) ![Warner Hall](https://images.trvl-media.com/lodging/113000000/112650000/112645400/112645371/36c9488e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Warner Hall 4750 Warner Hall Road Gloucester VA [](https://expedia.com/Gloucester-Hotels-Warner-Hall.h112645371.Hotel-Information) ![Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway](https://images.trvl-media.com/lodging/67000000/66790000/66786100/66786055/bc1f6c86_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway Cape Charles VA [](https://expedia.com/Cape-Charles-Hotels-Private-Beach-Front-3500SQFT.h66786055.Hotel-Information) ![Hyatt Place Hampton Convention Center](https://images.trvl-media.com/lodging/1000000/10000/7300/7213/89b7821f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Hampton Convention Center 1905 Coliseum Dr Hampton VA [](https://expedia.com/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.Hotel-Information) ![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Hampton Convention Center 1700 Coliseum Drive Hampton VA [](https://expedia.com/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![King’s Creek Resort by Spinnaker](https://images.trvl-media.com/lodging/101000000/100860000/100858000/100857987/ac8849e2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### King’s Creek Resort by Spinnaker 191 Cottage Cove Lane Williamsburg VA [](https://expedia.com/Williamsburg-Hotels-Kings-Creek-Plantation-By-Spinnaker.h100857987.Hotel-Information) ![Comfort Suites Airport](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/b0999b75_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Suites Airport 12570 Jefferson Ave Newport News VA [](https://expedia.com/Newport-News-Hotels-Comfort-Suites-Airport.h1475139.Hotel-Information) ![Comfort Inn & Suites Hampton near Coliseum](https://images.trvl-media.com/lodging/2000000/1550000/1545200/1545185/8b180fc8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Comfort Inn & Suites Hampton near Coliseum 1551 Hardy Cash Dr Hampton VA [](https://expedia.com/Newport-News-Hotels-Country-Inn-Suites-By-Radisson.h1545185.Hotel-Information) ![Sonesta Simply Suites Hampton](https://images.trvl-media.com/lodging/1000000/70000/67800/67734/975448f7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Simply Suites Hampton 401 Butler Farm Rd Hampton VA [](https://expedia.com/Newport-News-Hotels-Sonesta-Simply-Suites-Hampton.h67734.Hotel-Information) [See all 6,774 properties in Chesapeake Bay](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6056980) 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. ### Things to do near Chesapeake Bay Chesapeake Bay offers a variety of exciting activities for visitors, including nature walks and outdoor adventures. Engage in kayak tours to explore the stunning waterways, or visit local gift shops for unique souvenirs. Don't miss the chance to participate in vibrant festivals and sports events, as well as discover the area's attractions with a handy guide. Whether you're looking for relaxation or adventure, Chesapeake Bay has something for everyone. **Shopping** The nearest shopping destination is [Northampton Shopping Center](https://www.expedia.com/Northampton-Shopping-Center-Exmore.d6225230.Vacation-Attraction), 15 miles away, offering a mix of entertainment and family-friendly vibes. If you're up for a drive, check out [The Blue Crow Antique Mall](https://www.expedia.com/The-Blue-Crow-Antique-Mall-Painter.d762086316470874112.Vacation-Attraction), 19 miles away, and [Riverwalk Landing](https://www.expedia.com/Riverwalk-Landing-Yorktown.d901598053247844352.Vacation-Attraction), 30 miles away, both featuring unique finds and local charm. **Recreation** Experience the thrill of the [Golden Eagle Golf Club](https://www.expedia.com/Golden-Eagle-Golf-Club-Weems.d553248621532661732.Vacation-Attraction), where you can enjoy a round of golf surrounded by nature. Catch a performance at [North Street Playhouse](https://www.expedia.com/North-Street-Playhouse-Onancock.d553248621532662305.Vacation-Attraction) for a dose of culture and entertainment. Unwind at [Gloucester Point Beach Park](https://www.expedia.com/Gloucester-Point-Beach-Park-Gloucester-Point.d785791816010563584.Vacation-Attraction), offering serene spots perfect for relaxation and rejuvenation. **Adventure** Experience the thrill of water sports at [SouthEast Expeditions](https://www.expedia.com/SouthEast-Expeditions-Onancock.d553248621532662302.Vacation-Attraction), located 23 miles from Chesapeake Bay, where you can paddle, kayak, or sail through scenic waters. For more adventure, head to Back Creek Park Tennis Center, 29 miles away, offering exciting tennis activities in a vibrant outdoor setting. **Nightlife** Chesapeake Bay offers a vibrant nightlife with waterfront bars like the Frog Mortar Creek Marina. For live music, check out the Avalon Theatre, while the Town Dock Restaurant provides a lively atmosphere with great seafood and cocktails. Enjoy a fun evening with friends, surrounded by scenic views. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Chesapeake Bay Explore the stunning Chesapeake Bay, where you can enjoy beautiful sandy beaches, visit the Chesapeake Bay Beach Club, and discover the area's rich culture and outdoor experiences. With a variety of marinas and nature reserves, there's something for every traveler looking to soak in the beauty of Maryland's Chesapeake Bay. Don't miss the chance to relax and revel in the picturesque views and activities that this coastal gem has to offer. - **[Deltaville Marina: ](https://www.expedia.com/Deltaville-Marina-Deltaville.d553248621565360764.Vacation-Attraction)** Nestled 12 miles from Chesapeake Bay, Deltaville Marina offers a vibrant outdoor experience with a laid-back beach atmosphere. Enjoy boating, fishing, and exploring the scenic views of the surrounding waterways, perfect for adventure seekers and relaxation alike. - **Gwynn's Island Museum:** Located 10 miles from Chesapeake Bay, the Gwynn's Island Museum immerses visitors in local culture and history. This charming museum showcases fascinating archaeological and anthropological exhibits, providing insight into the rich heritage of the region. - **[Cape Charles Beach: ](https://www.expedia.com/Cape-Charles-Beach-Cape-Charles.d6251801.Vacation-Attraction)** Situated 18 miles from Chesapeake Bay, Cape Charles Beach is a serene paradise with soft sands and gentle waves. It's an ideal spot for sunbathing, swimming, and enjoying breathtaking sunsets over the bay, making it a perfect beach getaway. ### 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 (5.6000000000000005°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 (19.200000000000003°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 | ### Tips to save on your trip to Chesapeake Bay - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chesapeake Bay. - Consider traveling to Chesapeake Bay during the low season (December to February) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 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