Chesapeake Beach Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Ronanne Vinson

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Chesapeake Beach Vacation Packages

Chesapeake Beach Beach Vacation

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

Chesapeake Beach Hotel Deals

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 NT$4,073 per night from Oct 6 to Oct 7
NT$4,073
NT$5,129 total
Oct 6 - Oct 7
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Everything was so nice"

Reviewed on 2025/10/2

Rod 'N' Reel Resort
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 NT$3,145 per night from Nov 2 to Nov 3
NT$3,145
NT$3,585 total
Nov 2 - Nov 3
includes taxes & fees
8.8/10 Excellent! (903 reviews)
"Overall, the property was clean and maintained. The rooms were clean, but a bit tired. Staff was very nice and accommodating."

Reviewed on 2025/9/30

Sonesta ES Suites Annapolis
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is NT$3,202 per night from Nov 2 to Nov 3
NT$3,202
NT$3,650 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Good stay would stay again
"Stayed here to see my grandmother in a nursing home up the street. Nice stay for the night, nice hotel employees. Breakfast was soso the day we went. Everything else was fine. Pool area could’ve used a good cleaning."

Reviewed on 2025/9/8

SpringHill Suites by Marriott Annapolis
See all 755 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.

Discover the most popular places to visit in Chesapeake Beach

Breezy Point Beach

Why not spend a carefree afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area, or simply enjoy its restaurants.

Breezy Point Beach

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

Chesapeake Beach Railway Museum

You can spend time browsing the exhibits at Chesapeake Beach Railway Museum during your trip to Chesapeake Beach. Visit the spas in this relaxing area, or simply enjoy its restaurants.

Chesapeake Beach Railway Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.