A large ship docked at a port with a bridge and buildings in the background.

Find hotels near Chesapeake Bay, from $68

Check prices for these dates

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Filter by

Star rating

Guest rating

Our top choices for Chesapeake Bay hotels

1. Shore Stay Suites

Shore Stay Suites
22.4 mi from Chesapeake Bay
United States
Cathy
$143 nightly
$159 total
Sep 1 - Sep 2
Total with taxes and fees
Shore Stay Suites

2. Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore
15.1 mi from Chesapeake Bay
United States
Gay
$102 nightly
$113 total
Sep 3 - Sep 4
Total with taxes and fees
Hampton Inn & Suites Exmore - Eastern Shore

3. Quality Inn & Suites Exmore - Eastern Shore

Quality Inn & Suites Exmore - Eastern Shore
15.8 mi from Chesapeake Bay
United States
Cheryl
$89 nightly
$99 total
Sep 21 - Sep 22
Total with taxes and fees
Quality Inn & Suites Exmore - Eastern Shore

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

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
15 mi from Chesapeake Bay
United States
Kenneth
$105 nightly
$117 total
Sep 1 - Sep 2
Total with taxes and fees
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

5. The Tides Inn

The Tides Inn
20.5 mi from Chesapeake Bay
United States
Heidi
$338 nightly
$365 total
Aug 30 - Aug 31
Total with taxes and fees
The Tides Inn

6. The Charlotte Hotel & Restaurant

The Charlotte Hotel & Restaurant
23.5 mi from Chesapeake Bay
United States
Scott
$150 nightly
$165 total
Aug 30 - Aug 31
Total with taxes and fees
The Charlotte Hotel & Restaurant

7. Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG
24.7 mi from Chesapeake Bay
United States
MELANIE
$92 nightly
$102 total
Sep 28 - Sep 29
Total with taxes and fees
Holiday Inn Express Gloucester by IHG

8. Cape Charles Tiny Livin

Cape Charles Tiny Livin
18.2 mi from Chesapeake Bay
United States
Tracey
$255 nightly
$284 total
Sep 7 - Sep 8
Total with taxes and fees
Cape Charles Tiny Livin

9. Warner Hall

Warner Hall
23.9 mi from Chesapeake Bay
United States
Dennis
$201 nightly
$224 total
Sep 21 - Sep 22
Total with taxes and fees
Warner Hall

10. Quality Inn Kilmarnock

Quality Inn Kilmarnock
21.1 mi from Chesapeake Bay
United States
Linda
$101 nightly
$115 total
Sep 20 - Sep 21
Total with taxes and fees
Quality Inn Kilmarnock

11. Hampton Inn Gloucester

Hampton Inn Gloucester
24.7 mi from Chesapeake Bay
United States
April
$99 nightly
$110 total
Sep 20 - Sep 21
Total with taxes and fees
Hampton Inn Gloucester

12. The Baywood Bed & Breakfast

The Baywood Bed & Breakfast
26.8 mi from Chesapeake Bay
United States
Jelani
$223 nightly
$248 total
Aug 31 - Sep 1
Total with taxes and fees
The Baywood Bed & Breakfast

13. Grey's Point Camp

Grey's Point Camp
19.3 mi from Chesapeake Bay
United States
Sheri
Grey's Point Camp

14. Hornsby House Inn

Hornsby House Inn
29.7 mi from Chesapeake Bay
United States
Edgar
$216 nightly
$244 total
Aug 31 - Sep 1
Total with taxes and fees
Hornsby House Inn

15. Wachapreague Inn

Wachapreague Inn
23.5 mi from Chesapeake Bay
United States
Dana
$137 nightly
$151 total
Sep 9 - Sep 10
Total with taxes and fees
Wachapreague Inn

16. Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA
18.2 mi from Chesapeake Bay
United States
Allison
$106 nightly
$113 total
Sep 1 - Sep 2
Total with taxes and fees
Whispering Pines by Hotel O Whitestone VA

17. Bay Tree Manor

Bay Tree Manor
28 mi from Chesapeake Bay
United States
Dave
Bay Tree Manor

18. Budget Inn

Budget Inn
14 mi from Chesapeake Bay
$84 nightly
$93 total
Sep 27 - Sep 28
Total with taxes and fees
Budget Inn

19. Regal Inn

Regal Inn
23.9 mi from Chesapeake Bay
United States
Stacey
$70 nightly
$75 total
Aug 30 - Aug 31
Total with taxes and fees
Regal Inn

20. Bay Haven Inn of Cape Charles

Bay Haven Inn of Cape Charles
18.1 mi from Chesapeake Bay
United States
Michael g
Bay Haven Inn of Cape Charles
View all properties

Compare popular hotels close to Chesapeake Bay

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A multi-story hotel with a central entrance, parking lot, and a clear sky.
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG
8.4
Very Good
856 reviews
View
A hotel room with a kitchenette, a seating area with a sofa and armchair, and a large window with curtains.
Hampton Inn & Suites Exmore - Eastern Shore
8.4
Very Good
1,003 reviews
View
A bedroom with a bed, a bedside table, a lamp, a TV, and a window.
Dockside Inn
9.4
Exceptional
53 reviews
View
A chalkboard sign listing amenities such as day trips, fishing, scenic cruises, and pet-friendly rooms at a trail site.
Wachapreague Inn
9.2
Wonderful
114 reviews
View
A Charlotte Hotel Restaurant with a green facade, outdoor seating, and an American flag.
The Charlotte Hotel & Restaurant
9.0
Wonderful
311 reviews
View

Top Chesapeake Bay Hotel Reviews

King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

10/10 Excellent
"Wonderful, spacious renovated property."
Claudia 3-night trip
Posted 3 hours ago
King’s Creek Resort by Spinnaker
Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

8/10 Good
"Breakfast was excellent."
Barbara 3-night trip
Posted 5 hours ago
Hampton Inn & Suites Exmore - Eastern Shore
Ocean Resort

Ocean Resort

8/10 Good
"Def a 4 out of 5. The kids agree. The views were incredible. The room was clean. Quaint, but perfect for us. I thought there would be a couch, but it’s OK. The balcony was enough extra seating. May opt for the cot next time. Complimentary coffee & beverages were definitely a plus. The location is conveniently located halfway down the boardwalk. The parking lot small but there’s additional parking across the street. Plenty of stuff to do around here without driving. Walking distance to a lot of restaurants, stores, cafes."
Tanya 5-night trip
Posted 6 hours ago
Ocean Resort
Wyndham Virginia Beach Oceanfront

Wyndham Virginia Beach Oceanfront

10/10 Excellent
"Exente me encanto"
yocsan 2-night trip
Posted 7 hours ago
Wyndham Virginia Beach Oceanfront
Comfort Suites Airport

Comfort Suites Airport

8/10 Good
"The staff was incredibly kind and helpful."
Shella 1-night trip
Posted 8 hours ago
Comfort Suites Airport
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent
"Kids pool is very nice."
Antonio 1-night trip
Posted 20 hours ago
Holiday Inn & Suites Virginia Beach North Beach by IHG
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

10/10 Excellent
"Great location and the Hotel was very, very clean! I loved that we got our room cleaned every day since we were there five days. Also, The Breakfast was delicious and FREE!! I will definitely stay here again!!"
JACKIE C 4-night trip
Posted 3 days ago
Embassy Suites by Hilton Hampton Convention Center
Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset

8/10 Good
"The location & view were everything and we quite satisfied w that. On the flip side these were our observations-*Flower beds sadly overgrown and whole yard needs a good trim. *Brick path to hot tub needs attention, or just removed*Window unit in sunroom completely rusted & unusable. Should be removed before someone gets hurt. *Long hairs inside refrigerator and freezer*Internet connection was unstable so Roku reception was intermittent *Fireplace unit in sunroom interferes with the view and makes the room too crowded. Should be moved or removed since it's all about the view from that room. *Take an UMBRELLA or Canopy so you'll have shade!!! None are provided."
Debra T. 4-night trip
Posted 3 days ago
Smith Beach cottage w/ private sunset
Shore Stay Suites

Shore Stay Suites

8/10 Good
"Nice quiet stay. Would rather stay up stairs"
Michael 1-night trip
Posted 3 days ago
Shore Stay Suites

Other attractions near Chesapeake Bay

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

Gwynn's Island Museum

10.0/10 (2 reviews)
You can spend an afternoon exploring the galleries in Gwynn's Island Museum during your trip to Piankatank. Amble around the area's marina or experience its festivals.
See properties

Chatham Vineyards

8.2/10 (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

Bethel Beach Natural Area Preserve

8.0/10 (3 reviews)
Explore the great outdoors at Bethel Beach Natural Area Preserve, a lovely green space in Onemo.
See properties

Hungars Beach

Why not spend a lazy afternoon at Hungars Beach during your trip to Eastville?
See properties

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?
Holiday Inn Express & Suites Exmore - Eastern Shore by IHG is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 15 mi (24.1 km) from Chesapeake Bay. Other good choices around the area include Hampton Inn & Suites Exmore - Eastern Shore and Quality Inn & Suites Exmore - Eastern Shore.
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/.

Explore a world of travel with Expedia