A harbor with boats docked, a pier, and a row of houses along the water.

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Our top choices for Chesapeake Beach beach hotels

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,006 reviews)
The price is ¥29,023
¥37,671 total
includes taxes & fees
Aug 24 - Aug 25
Rod 'N' Reel Resort

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
  • cleanliness
    Waterfront beach home with kayaking and fishing nearby—a tranquil retreat where seashore adventures await.
The price is ¥53,245
¥111,793 total
includes taxes & fees
Aug 2 - Aug 3
Family Beach House: Spacious Deck, Grill & Views

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (17 reviews)
  • cleanliness
    Stroll to sandy shores from this serene Maryland escape, where a seasonal pool, relaxing hot tub, and complimentary bicycles await.
The price is ¥55,786
¥63,596 total
includes taxes & fees
Jul 28 - Jul 29
The Inn at Tacaro Estate

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,001 reviews)
The price is ¥21,134
¥24,093 total
includes taxes & fees
Aug 16 - Aug 17
SpringHill Suites by Marriott Annapolis

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (287 reviews)
The price is ¥14,373
¥17,194 total
includes taxes & fees
Aug 18 - Aug 19
Candlewood Suites Annapolis by IHG

Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (4 reviews)
The price is ¥39,647
¥112,620 total
includes taxes & fees
Jul 27 - Jul 28
Family Home on Mayo Peninsula | Deck | Sleeps 10

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.4 out of 10, Exceptional, (13 reviews)
  • cleanliness
    Waterfront cottage escape with direct beach access, onsite kayaking, and abundant nature adventures.
The price is ¥25,066
¥43,944 total
includes taxes & fees
Aug 25 - Aug 26
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (16 reviews)
  • cleanliness
    Step into coastal bliss at this Annapolis vacation home, just an 8-minute drive from the beach with loungers and towels provided.
The price is ¥53,081
¥105,336 total
includes taxes & fees
Aug 25 - Aug 26
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.6 out of 10, Exceptional, (10 reviews)
The price is ¥34,240
¥94,503 total
includes taxes & fees
Aug 2 - Aug 3
Renovated Bungalow | Walk to Beach | Dog-Friendly

Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
The price is ¥31,128
¥90,769 total
includes taxes & fees
Aug 24 - Aug 25
Annapolis Retreat - 7 mins from downtown Annapolis!
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.

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Frequently asked questions

What is Chesapeake Beach like for travelers who love the beach?
Known for its beaches and spas, Chesapeake Beach offers a lot for the traveler planning a beach getaway.
When's the best time for a beach vacation in Chesapeake Beach?
Plan your trip to the beach with a look at the seasons in Chesapeake Beach: The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Chesapeake Beach is 52 inches.
What is there to see and do around Chesapeake Beach?
After arriving and settling in at your hotel, you might want to venture out and explore everything Chesapeake Beach has to offer. If you can't wait to check out the beaches, head to Breezy Point Beach or Triton Beach for a relaxing day by the water. Discover the area's restaurants and spas, and make time for local attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. For even more to see and do, pay a visit to Rod n Reel Charter Fishing or Bruce Gabrielson's Surf Art Gallery and Museum.
What's the best way to get to my beach hotel in Chesapeake Beach?
Here's some information to help you get to and around your beach accommodation in Chesapeake Beach more easily: To get to Chesapeake Beach, book a flight to Easton, MD (ESN-Easton - Newnam), the closest major airport, which is located 26.5 mi (42.7 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.