Chesapeake Beach Holidays

Photo by Ronanne Vinson

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Chesapeake Beach Beach Holiday

Live out those beachy daydreams on your Chesapeake Beach holiday. Enjoy a relaxing stroll, marvel at the beautiful coastal vistas and collect pretty seashells during your trip to Chesapeake Beach. Just 8 kilometres from the town centre, Breezy Point Beach is the place to be for many sun-seeking travellers. Have a look through our Chesapeake Beach holiday deals and watch your travel budget stretch further!

Top hotels in Chesapeake Beach

Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 29 Dec to 30 Dec
S$155
29 Dec - 30 Dec
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
Room was nice, except for the heating system, which was noisy and seemed to blow cool air

Reviewed on 13 Dec, 2025

Rod 'N' Reel Resort
Spark by Hilton Waldorf

Spark by Hilton Waldorf

3 out of 5
11770 Business Park Drive Waldorf MD
Fully refundableReserve now, pay when you stay
The price is S$117 per night from 29 Dec to 30 Dec
S$117
29 Dec - 30 Dec
includes taxes & fees
8.6/10 Excellent! (48 reviews)
Accommodations were clean and the staff was friendly

Reviewed on 19 Dec, 2025

Spark by Hilton Waldorf
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
The price is S$136 per night from 11 Jan to 12 Jan
S$136
11 Jan - 12 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (964 reviews)
The room had a sheer curtain and the street light shown through all night limiting sleep. I did not stay the second night that I booked and paid for.

Reviewed on 15 Dec, 2025

Sonesta ES Suites Annapolis
See all 731 properties in Chesapeake Beach
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.

Popular places to visit

Rod n Reel Charter Fishing

Explore the waterfront in Chesapeake Beach with a trip to Rod n Reel Charter Fishing. Visit the spas in this relaxing area or simply enjoy its restaurants.

Rod n Reel Charter Fishing

What to do in Chesapeake Beach

Chesapeake Beach: Guided Walking Tour of the Railway Trail

Chesapeake Beach: Guided Walking Tour of the Railway Trail

S$61
per adult
Chesapeake Beach: Guided Walking Tour of the Railway Trail
North Beach: North Beach Historic Guided Walking Tour

North Beach: North Beach Historic Guided Walking Tour

S$61
per adult
North Beach: North Beach Historic Guided Walking Tour
North Beach: North Beach Scenic Guided Walking Tour

North Beach: North Beach Scenic Guided Walking Tour

S$61
per adult
North Beach: North Beach Scenic Guided Walking Tour
See all activities in Chesapeake Beach

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.