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Our top choices for Chesapeake Bay hotels

Grey's Point Camp

Grey's Point Camp
3.0 star property
19.3 mi from Chesapeake Bay
9.2 out of 10, Wonderful, (21 reviews)
"Our cottage was amazing, clean, spacious and well kept. The staff at the resort were lovely. We will definitely be returning. "
Canada
ryan
Grey's Point Camp

The Tides Inn

The Tides Inn
4.0 star property
20.5 mi from Chesapeake Bay
8.8 out of 10, Excellent, (167 reviews)
"The Tides Inn was all we could have asked for a quick weekend getaway!"
United States
Richard
$326 nightly
The price is $352
May 18 - May 19
Total with taxes and fees
The Tides Inn

The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant
3.5 star property
23.5 mi from Chesapeake Bay
9.0 out of 10, Wonderful, (286 reviews)
"I thoroughly enjoyed my two-nights stay at Charlotte Hotel. The property is charming and in excellent condition. The breakfast I ate in the on-site restaurant was delicious. The location is conveniently located within walking of restaurants, cafe, pub and a community theater. I would definitely stay here again."
United States
Daniel
$150 nightly
The price is $165
May 18 - May 19
Total with taxes and fees
The Charlotte Hotel & Restaurant

Warner Hall

Warner Hall
3.0 star property
23.9 mi from Chesapeake Bay
10.0 out of 10, Exceptional, (28 reviews)
"Very nice quiet place to stay Enjoyed our stay"
United States
Tom
$229 nightly
The price is $255
May 18 - May 19
Total with taxes and fees
Warner Hall

Bay Haven Inn of Cape Charles

Bay Haven Inn of Cape Charles
4.0 star property
18.1 mi from Chesapeake Bay
9.6 out of 10, Exceptional, (132 reviews)
"Very nice place, and staff was very accommodating! Close to everything! Definitely one of my favorite B&B’s that I’ve stayed at!!"
United States
Michael g
Bay Haven Inn of Cape Charles

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, (819 reviews)
"Very nice stay and staff "
United States
Bryan
$118 nightly
The price is $131
May 27 - May 28
Total with taxes and fees
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

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, (697 reviews)
"clean, good fitness room, good breakfast"
United States
Charles
$91 nightly
The price is $101
May 28 - May 29
Total with taxes and fees
Holiday Inn Express Gloucester by IHG

Hornsby House Inn

Hornsby House Inn
3.0 star property
29.7 mi from Chesapeake Bay
10.0 out of 10, Exceptional, (68 reviews)
"Wonderful place! Rich history, lovely inn keepers! Even got a history lesson over breakfast from the owner! Very comfortable and conveniently located. "
United States
Melissa
$216 nightly
The price is $244
May 20 - May 21
Total with taxes and fees
Hornsby House Inn

The Baywood Bed & Breakfast

The Baywood Bed & Breakfast
3.0 star property
26.8 mi from Chesapeake Bay
9.8 out of 10, Exceptional, (202 reviews)
"Beautiful setting"
United States
jill
$199 nightly
The price is $221
May 19 - May 20
Total with taxes and fees
The Baywood Bed & Breakfast

Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
15.1 mi from Chesapeake Bay
8.2 out of 10, Very Good, (1,004 reviews)
"It was good for our 1 night stay."
United States
DeNae
$98 nightly
The price is $109
May 24 - May 25
Total with taxes and fees
Hampton Inn & Suites Exmore - Eastern Shore

Wachapreague Inn

Wachapreague Inn
3.0 star property
23.5 mi from Chesapeake Bay
9.2 out of 10, Wonderful, (110 reviews)
"Love the town "
United States
Bettie
$117 nightly
The price is $130
May 18 - May 19
Total with taxes and fees
Wachapreague Inn

Hampton Inn Gloucester

Hampton Inn Gloucester
2.5 star property
24.7 mi from Chesapeake Bay
9.2 out of 10, Wonderful, (762 reviews)
"I stay here several times a year. I enjoy the facility . The gum is perfect the breakfast is perfect and the overall experience is great!"
United States
Jennifer
$108 nightly
The price is $120
Jun 17 - Jun 18
Total with taxes and fees
Hampton Inn Gloucester

Quality Inn Kilmarnock

Quality Inn Kilmarnock
2.5 star property
21.1 mi from Chesapeake Bay
7.6 out of 10, Good, (745 reviews)
"Parking easy and convenient. Rooms were clean and comfortable, a/c worked well and stayed comfortable."
United States
Dianne
$106 nightly
The price is $120
May 31 - Jun 1
Total with taxes and fees
Quality Inn Kilmarnock

Dockside Inn

Dockside Inn
3.0 star property
12 mi from Chesapeake Bay
9.4 out of 10, Exceptional, (51 reviews)
"Great Staff, very clean and well-appointed. Easy parking. Good restaurants nearby. "
United States
Allison
$179 nightly
The price is $197
May 18 - May 19
Total with taxes and fees
Dockside Inn

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, (154 reviews)
"Would not recommend, I booked a week in advance. Went to go check in, there was a sign on the door saying “not available till after 4”. We were heading back to get checked in and got an email stating we were cancelled. "
United States
Harley
$93 nightly
The price is $100
May 18 - May 19
Total with taxes and fees
Whispering Pines by Hotel O Whitestone VA

Onley Inn

Onley Inn
2.0 star property
24.3 mi from Chesapeake Bay
6.8 out of 10, (893 reviews)
"Everything was wonderful staff was great people "
United States
Clinton
$77 nightly
The price is $83
May 18 - May 19
Total with taxes and fees
Onley Inn

Cape Charles Tiny Livin

Cape Charles Tiny Livin
2.0 star property
18.2 mi from Chesapeake Bay
9.4 out of 10, Exceptional, (16 reviews)
"Great little space close to Chesapeake Bay."
United States
Francis
$212 nightly
The price is $236
May 18 - May 19
Total with taxes and fees
Cape Charles Tiny Livin

Shore Stay Suites

Shore Stay Suites
2.0 star property
22.4 mi from Chesapeake Bay
8.4 out of 10, Very Good, (672 reviews)
"Very clean with excellent shower and bed!"
United States
Sara
$132 nightly
The price is $147
May 18 - May 19
Total with taxes and fees
Shore Stay Suites

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, (733 reviews)
"King at the front desk was excellent The place was very nice. All staff great"
United States
mark
$86 nightly
The price is $95
Jun 11 - Jun 12
Total with taxes and fees
Quality Inn & Suites Exmore - Eastern Shore
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
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Traditional Room | Free WiFi
Dockside Inn
3.0 star property
9.4
Exceptional
51 reviews
View
Desk, iron/ironing board, free WiFi, bed sheets
Budget Inn
2.0 star property
6.0
240 reviews
View
Lobby
Whispering Pines by Hotel O Whitestone VA
2.5 star property
6.2
154 reviews
View
Minibar
Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
8.2
Very Good
1,004 reviews
View
Exterior
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
2.5 star property
8.4
Very Good
819 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 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: 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: 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: 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: 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: 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: 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: 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: 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.

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

For your visit to Chesapeake Bay, you have several airport options. Washington, DC (DCA-Ronald Reagan Washington National) is 105 miles away, with luxury hotels like the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both 2 miles from the airport. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 119 miles away, featuring the Pendry Baltimore and Four Seasons Hotel Baltimore, both 8 miles from the airport with shuttle services available. Lastly, RIChmond, VA (RIC-Richmond Intl.) is 67 miles away, offering accommodations such as The Jefferson Hotel and Omni Richmond Hotel, 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?
Chesapeake Bay is located in an area that travelers like for its sporting events. If you're looking for a convenient place to stay, you might search for properties close to public transportation so it's easy to get around.
What's the best place to stay near Chesapeake Bay?
Hampton Inn & Suites Exmore - Eastern Shore is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an outdoor pool. You'll find it 15.1 mi (24.2 km) from Chesapeake Bay. Other good choices around the area include Wyndham Virginia Beach Oceanfront and Shore Stay Suites.
If I need to cancel the hotel reservation for my stay near Chesapeake Bay, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get the best options available near Chesapeake Bay.
Where can I learn more about changing or cancelling my trip in the area near Chesapeake Bay?
To access more information about rescheduling or cancelling your stay near Chesapeake Bay, go to https://www.expedia.com/service/.

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