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Our top choices for Chesapeake Bay hotels

1. Shore Stay Suites

Shore Stay Suites
2.0 star property
22.4 mi from Chesapeake Bay
8.2 out of 10, Very good, (695 reviews)
"Very comfortable rooms. Great staff!"
United States
Johan
The price is £135
includes taxes & fees
21 Jul - 22 Jul
Shore Stay Suites

2. Quality Inn & Suites Exmore - Eastern Shore

Quality Inn & Suites Exmore - Eastern Shore
2.5 star property
15.8 mi from Chesapeake Bay
7.0 out of 10, Good, (751 reviews)
"My first time staying at this hotel and everything went perfect from my room to the pool and the breakfast and its not to far from the beach. I would be returning."
United States
Aminatu
The price is £81
includes taxes & fees
13 Aug - 14 Aug
Quality Inn & Suites Exmore - Eastern Shore

3. Onley Inn

Onley Inn
2.0 star property
24.3 mi from Chesapeake Bay
7.0 out of 10, Good, (928 reviews)
"Always a pleasure staying at The Onley Inn! Great Front Desk Staff and the Housekeeping Staff are always pleasant and provide anything you need!!!!"
United States
Deb
The price is £64
includes taxes & fees
27 Jul - 28 Jul
Onley Inn

4. Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
15.1 mi from Chesapeake Bay
8.4 out of 10, Very good, (1,003 reviews)
"Clean and nice hotel"
United States
Vadim
The price is £90
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn & Suites Exmore - Eastern Shore

5. The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant
3.5 star property
23.5 mi from Chesapeake Bay
9.0 out of 10, Wonderful, (308 reviews)
"Nice stay"
United States
Niya
The price is £117
includes taxes & fees
2 Aug - 3 Aug
The Charlotte Hotel & Restaurant

6. Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG
3.5 star property
24.7 mi from Chesapeake Bay
7.2 out of 10, Good, (715 reviews)
"The room was clean and quiet and the bed was comfortable. The breakfast was satisfactory and staff was friendly."
United States
Nancy
The price is £75
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Gloucester by IHG

7. The Tides Inn

The Tides Inn
4.0 star property
20.5 mi from Chesapeake Bay
8.8 out of 10, Excellent, (172 reviews)
"Fantastic stay "
United States
Becky
The price is £338
includes taxes & fees
26 Jul - 27 Jul
The Tides Inn

8. Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
2.5 star property
15 mi from Chesapeake Bay
8.4 out of 10, Very good, (838 reviews)
"I should have stayed here the 1st night of my trip but lesson learned, great place will come back again"
United States
Todd
The price is £89
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

9. Cape Charles Tiny Livin

Cape Charles Tiny Livin
2.0 star property
18.2 mi from Chesapeake Bay
9.6 out of 10, Exceptional, (23 reviews)
"We loved the tiny living and will definitely stay here when we return to the area !"
United States
Tracey
The price is £257
includes taxes & fees
30 Jul - 31 Jul
Cape Charles Tiny Livin

10. Warner Hall

Warner Hall
3.0 star property
23.9 mi from Chesapeake Bay
10.0 out of 10, Exceptional, (34 reviews)
"Very nice quiet place to stay Enjoyed our stay"
United States
Tom
The price is £184
includes taxes & fees
3 Aug - 4 Aug
Warner Hall

11. Hampton Inn Gloucester

Hampton Inn Gloucester
2.5 star property
24.7 mi from Chesapeake Bay
9.2 out of 10, Wonderful, (780 reviews)
"Hotel is due for a renovation"
United States
Donald
The price is £101
includes taxes & fees
5 Aug - 6 Aug
Hampton Inn Gloucester

12. The Baywood Bed & Breakfast

The Baywood Bed & Breakfast
3.0 star property
26.8 mi from Chesapeake Bay
9.8 out of 10, Exceptional, (213 reviews)
"Food is good and staff is helpful"
United States
Qiuping
The price is £184
includes taxes & fees
27 Jul - 28 Jul
The Baywood Bed & Breakfast

13. Quality Inn Kilmarnock

Quality Inn Kilmarnock
2.5 star property
21.1 mi from Chesapeake Bay
7.6 out of 10, Good, (762 reviews)
"Clean room, friendly staff"
United States
Linda
The price is £103
includes taxes & fees
26 Jul - 27 Jul
Quality Inn Kilmarnock

14. Wachapreague Inn

Wachapreague Inn
3.0 star property
23.5 mi from Chesapeake Bay
9.2 out of 10, Wonderful, (113 reviews)
"Very clean, cute little inn. Will stay there again. "
United States
Dana
The price is £117
includes taxes & fees
21 Jul - 22 Jul
Wachapreague Inn

15. Hornsby House Inn

Hornsby House Inn
3.0 star property
29.7 mi from Chesapeake Bay
10.0 out of 10, Exceptional, (72 reviews)
"It was everything we hoped for."
United States
Kent
The price is £183
includes taxes & fees
20 Jul - 21 Jul
Hornsby House Inn

16. Grey's Point Camp

Grey's Point Camp
3.0 star property
19.3 mi from Chesapeake Bay
9.4 out of 10, Exceptional, (23 reviews)
"We really enjoyed our stay!"
United States
Sheri
Grey's Point Camp

17. Bay Tree Manor

Bay Tree Manor
2.0 star property
28 mi from Chesapeake Bay
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed the wonderful view of the water, excellent breakfast and hospitality of the owners."
United States
Dave
Bay Tree Manor

18. Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA
2.5 star property
18.2 mi from Chesapeake Bay
6.2 out of 10, (158 reviews)
"Dusty walls; many, many marks and stains on floor, walls, and woodwork. Parking in front of rooms full of cigarette butts and small trash. Price was cheap but definitely not worth the bargain. Needs extensive deep cleaning and repainting."
United States
Todd
The price is £80
includes taxes & fees
3 Aug - 4 Aug
Whispering Pines by Hotel O Whitestone VA

19. Cape Charles Milestone Lodge

Cape Charles Milestone Lodge
19 mi from Chesapeake Bay
4.0 out of 10, (2 reviews)
"No fancy… Yet. This place has so much potential. It’s close to Cape Charles and Eastville and had everything we needed. Again, not fancy but our room had space and an awesome AC and pretty good water pressure."
United States
Christina
The price is £123
includes taxes & fees
5 Aug - 6 Aug
Cape Charles Milestone Lodge

20. Budget Inn

Budget Inn
2.0 star property
14 mi from Chesapeake Bay
6.0 out of 10, (243 reviews)
"."
United States
Volodymyr
The price is £66
includes taxes & fees
27 Jul - 28 Jul
Budget Inn
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.

Compare popular hotels close to Chesapeake Bay

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Exterior
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
2.5 star property
8.4
Very good
838 reviews
View
Minibar
Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
8.4
Very good
1,003 reviews
View
Exterior
Warner Hall
3.0 star property
10.0
Exceptional
34 reviews
View
Exterior
The Charlotte Hotel & Restaurant
3.5 star property
9.0
Wonderful
308 reviews
View
Property entrance
Wachapreague Inn
3.0 star property
9.2
Wonderful
113 reviews
View

Top Chesapeake Bay Hotel Reviews

Hotels near other Chesapeake Bay attractions

Find out more about Chesapeake Bay

Top reasons to visit Chesapeake Bay

  • Stunning Beaches: Chesapeake Bay boasts beautiful beaches like Chesapeake Beach, perfect for relaxation and fun in the sun.
  • Iconic Landmarks: Marvel at the impressive Chesapeake Bay Bridge, a must-see for any visitor.
  • Rich Culinary Scene: Enjoy fresh seafood and regional cuisine at a variety of local restaurants.
  • Outdoor Activities: Engage in numerous outdoor pursuits, from marinas to nature reserves, ideal for all adventurers.
  • Welcoming Atmosphere: Experience the friendly locals and vibrant downtown, offering family-friendly activities and cultural charm.

Find great hotels near Chesapeake Bay

Chesapeake Bay offers a delightful array of hotel accommodations to suit every traveller's needs, from pet-friendly options to charming historic-themed stays. Whether you seek a relaxing escape by the water or a family-friendly environment, you’ll find numerous hotels in Chesapeake Bay and nearby areas. Explore the perfect Chesapeake Beach hotel or a welcoming agritourism property for a unique experience in this picturesque region.

  • Hampton Inn & Suites Exmore - Eastern Shore: This budget-friendly hotel, rated 8.2 out of 10, is a perfect choice for travellers seeking a pet-friendly stay. Located 24.1km from Chesapeake Bay, the Hampton Inn & Suites Exmore embraces a welcoming atmosphere for both you and your furry companions. With amenities tailored for pets, including a pet policy that allows dogs and cats, this hotel ensures a comfortable experience. Enjoy modern rooms equipped with essential comforts and explore the nearby attractions while knowing your pets are welcome.
  • Holiday Inn Express & Suites Exmore - Eastern Shore by IHG: Rated 8.4 out of 10, this budget-friendly accommodation is ideal for business travellers. Situated 24.1km from Chesapeake Bay, the Holiday Inn Express & Suites Exmore offers a practical blend of comfort and convenience. Guests can take advantage of the hotel’s business facilities, including meeting rooms and free Wi-Fi, ensuring a productive stay. The contemporary rooms provide a relaxing environment after a busy day, making it a solid choice for those on a work trip.
  • Quality Inn & Suites Exmore - Eastern Shore: Located 25.7km from Chesapeake Bay, the Quality Inn & Suites offers a versatile lodging option suitable for both pet-friendly and business travel. This budget-friendly hotel features a pet policy that allows dogs, catering to pet owners without compromising on quality. Guests can enjoy a comfortable stay with essential amenities, including free Wi-Fi and spacious rooms. Whether you're travelling for work or leisure, this hotel provides the necessary facilities to ensure a pleasant experience.

Where to stay near Chesapeake Bay

Chesapeake Bay offers a delightful blend of historical charm and friendly locals, making it a perfect destination for travellers. Explore the vibrant downtown Chesapeake, where family-friendly activities abound, or venture to the picturesque Eastern Shore with its many beautiful beaches. Whether you seek relaxation or budget-friendly options, the bay's inviting atmosphere ensures an unforgettable experience filled with warmth and scenic delights.

  • Silver Beach: Nestled a mere 12.9km from Chesapeake Bay, Silver Beach is a charming village that lures seasonal visitors with its stunning outdoor offerings. The peak travel season from June to August sees families flocking to its sandy shores for a quintessential beach experience, while the colder months witness a quieter atmosphere. Visitors can enjoy activities ranging from leisurely strolls along the boardwalk to recreational adventures in local parks. With attractions like the family beach and picturesque bay, Silver Beach is perfect for those seeking natural beauty and a relaxing getaway.
  • Jamesville: Located 16.1km from Chesapeake Bay, this quaint village is famed for its eco-friendly adventures and outdoor pursuits. The best time to visit is between March and June when the area buzzes with activity, offering an array of recreational options including golf and exploration of the nearby nature reserve. The scenic beaches and lush parks make Jamesville an ideal destination for travellers keen on adventure and sustainable tourism. Whether you’re hitting the greens or enjoying nature’s bounty, Jamesville promises an invigorating experience.
  • Gwynn: Also situated 16.1km from Chesapeake Bay, Gwynn presents a delightful blend of culture and outdoor charm. Peak visitor numbers from May to July offer vibrant local experiences, including access to recreational areas and shopping centres. The city is rich in cultural heritage, with attractions such as museums and archaeological sites that provide a glimpse into its history. The allure of the nearby bay adds to its appeal, making Gwynn a well-rounded destination for those who appreciate both beachside relaxation and cultural enrichment.

Things to do in Chesapeake Bay

Chesapeake Bay offers a delightful array of activities for visitors, including beach fun, leisurely strolls, and engaging local festivals. You can explore a variety of restaurants serving fresh seafood and regional cuisine, while also enjoying sports and soccer events. Don’t miss out on the unique local attractions that make the bay a perfect destination for a memorable holiday.

Shopping

The nearest shopping spot is the Annapolis Harbour Center, featuring popular retail chains and charming eateries. If you're up for a drive, head to the Westfield Annapolis Mall, offering a wide range of shops from high street brands to unique boutiques.

Recreation

The Tranquil Waters Spa offers a rejuvenating experience with therapeutic treatments and calming views of the bay. For outdoor enthusiasts, the Chesapeake Bay Maritime Museum features engaging exhibits and scenic walks along the waterfront, perfect for relaxation and learning about the region's rich maritime history.

Adventure

Explore the stunning waters of Chesapeake Bay with kayaking adventures, allowing you to paddle through scenic marshlands and spot diverse wildlife. For a thrilling experience, try parasailing over the bay, enjoying breathtaking aerial views of the shimmering waters and vibrant landscapes below.

Nightlife

Chesapeake Bay offers a vibrant nightlife, perfect for unwinding after a day of exploration. Enjoy fresh seafood and drinks at waterfront venues like The Crab Shack. For live music, check out The Sound of Music Café, where local talent shines in a relaxed atmosphere.

*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: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To uncover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings by combining your hotel reservation in Chesapeake Bay with your flights and activities through an Expedia package.

Find the best attractions near Chesapeake Bay

Chesapeake Bay offers a delightful mix of attractions for all types of travellers, with stunning beaches, marinas, and nature reserves to explore. Visitors can enjoy breathtaking bay views, relax at Chesapeake Beach, and marvel at the iconic Chesapeake Bay Bridge. This region provides an excellent blend of outdoor activities and cultural experiences, ensuring an unforgettable holiday for anyone looking to soak in the beauty of the Chesapeake Bay area.

  • Holly Point Nature Park: A serene reserve located 19.3km from Chesapeake Bay, Holly Point Nature Park offers relaxing vibes, perfect for leisurely walks amidst nature. Enjoy the beautiful trails and the tranquil atmosphere, ideal for picnics and birdwatching.
  • Cape Charles Beach: Situated 29.0km from Chesapeake Bay, Cape Charles Beach boasts stunning sandy shores and inviting waters. This beach is perfect for sunbathing, swimming, and enjoying a variety of water sports, all while soaking up the vibrant beach vibes.
  • Gwynn's Island Museum: Located 16.1km from Chesapeake Bay, this museum showcases the rich cultural heritage of the region. With intriguing exhibits on archaeology and anthropology, it offers a fascinating glimpse into local history and culture.

Best time to go to Chesapeake Bay

The best time to visit Chesapeake Bay is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January38.7°F (3.7°C)Light RainMostly SunnySlightly LowSlightly Low
February42.1°F (5.6°C)Light RainMostly SunnyAverageSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnyAverageAverage
April57.9°F (14.4°C)Light RainMostly SunnySlightly HighAverage
May66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
June74.8°F (23.8°C)Light RainMostly SunnyAverageSlightly High
July79.5°F (26.4°C)Light RainMostly SunnySlightly HighSlightly High
August77.9°F (25.5°C)Light RainMostly SunnyAverageSlightly High
September72.7°F (22.6°C)Light RainMostly SunnySlightly HighAverage
October62.8°F (17.1°C)Light RainMostly SunnyAverageAverage
November51.4°F (10.8°C)Light RainMostly SunnySlightly LowAverage
December40.5°F (4.7°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Chesapeake Bay

Chesapeake Bay can be conveniently accessed via several major airports. Washington, DC (DCA-Ronald Reagan Washington National) is situated 169.0km away, with nearby luxury hotels like the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both 3.2km from the airport. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 191.5km distant, offering options such as Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km away, with shuttle services available. RIChmond, VA (RIC-Richmond Intl.) is the closest, located 107.8km from Chesapeake Bay, featuring hotels like The Jefferson Hotel and Omni Richmond Hotel, both within 11.3km of the airport.

Frequently asked questions

When is the best time to go to Chesapeake Bay?
The most popular time to visit Chesapeake Bay is during the summer months, particularly in July. This peak season sees average temperatures ranging from 24 to 30°C, creating an friendly space for outdoor adventures such as boating, fishing, and exploring the scenic waterfront. The warm weather also enhances your experience of the Bay's charming coastal towns and vibrant local festivals.

From July to September, the area buzzes with activity, making it a great time for those who enjoy a lively environment filled with tourists and locals alike. You can indulge in fresh seafood at outdoor dining spots while taking in the picturesque views, or join in on various events that celebrate the region's rich maritime heritage.

For families seeking memorable experiences, the summer is ideal for beach trips, kayaking excursions, and nature walks along the many trails that weave through the stunning landscapes. The long daylight hours allow for extended adventures, ensuring you make the most of your time in this beautiful area.

If you're looking for a more budget-friendly option, consider visiting in late September or October. This period offers milder temperatures, around 18 to 24°C, and a quieter atmosphere, making it an excellent time for those who prefer a more relaxed pace while still enjoying the region's natural beauty. Plus, you'll have the chance to experience the stunning fall foliage, which adds a breathtaking backdrop to your adventures.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Chesapeake Bay hotel for you.
How can I save on a Chesapeake Bay hotel booking with Expedia?
Members always get our best prices. Find our best Chesapeake Bay hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Chesapeake Bay hotel?
Prices for hotels in Chesapeake Bay often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.