Chesapeake Beach Vacations from $248

Book a Hotel + Flight or Car together to unlock savings

Photo by Ronanne Vinson

Your Chesapeake Beach Vacation

Lock in a Chesapeake Beach vacation package and prepare for an exciting getaway. Noted for its family-friendly attractions and laid-back lifestyle, there's lots to like about this lively city. You'll want to do some exploring during your trip to Chesapeake Beach. Drop by famous attractions like Breezy Point Beach, Chesapeake Beach Water Park and Chesapeake Beach Railway Museum. Stop daydreaming and start traveling. Explore the multitude of options on Expedia today and put your Chesapeake Beach vacation plans into action!

The Latest Chesapeake Beach vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (848 reviews)
It was ok but the area is not good

Reviewed on Jul 11, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
10/10 Exceptional! (3 reviews)
Very difficult to pull up and take advantage of valet parking. Otherwise, everything was AMAZING!

Reviewed on Jun 29, 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,000 reviews)
Wish there was coffee in the lobby at all times

Reviewed on Jul 8, 2025

Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
Northwest
Save 100% on your flight
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,941 reviews)
For such a beautiful hotel there should at least be better priced parking for guests. $55 per night is horribly overpriced. As much as I loved the stay, I probably would never return. Again, great hotel bad parking.

Reviewed on Jul 10, 2025

Holiday Inn National Airport/Crystal City by IHG

Holiday Inn National Airport/Crystal City by IHG

3.5 out of 5
Crystal City
Save 100% on your flight
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.2/10 Very Good! (1,956 reviews)
Good pub and restaurant attached. Very convenient to Reagan Airport with courtesy shuttle service

Reviewed on Jul 10, 2025

Don't see what you're looking for?
See all available trips from Columbus to Chesapeake Beach
View all trips

Discover the most popular places to visit in Chesapeake Beach

Family fun at Chesapeake Beach Water Park in Calvert County, Maryland.

Chesapeake Beach Water Park

4.5/5(22 reviews)

Enjoy the thrill rides with your kiddos at Chesapeake Beach Water Park during your trip to Chesapeake Beach. Visit the spas in this relaxing area, or simply enjoy its restaurants.

Chesapeake Beach Water Park

Breezy Point Beach

4.5/5(10 reviews)

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

4.5/5(3 reviews)

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 Hotel Deals

Rod 'N' Reel Resort
Rod 'N' Reel Resort
4 out of 5
4165 Mears Ave, Chesapeake Beach, MD
$195 nightly
The price is $215 total per night from Jul 13 to Jul 14
$215 total
Jul 13 - Jul 14
Total includes taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Like everything no complaints except gave more towels in the pool area on the roof. Thank you"

Reviewed on Jul 7, 2025

Rod 'N' Reel Resort
La Quinta Inn by Wyndham Waldorf
La Quinta Inn by Wyndham Waldorf
3 out of 5
11770 Business Park Dr, Waldorf, MD
$97 nightly
The price is $108 total per night from Jul 14 to Jul 15
$108 total
Jul 14 - Jul 15
Total includes taxes and fees
7.4/10 Good! (999 reviews)
"NA"

Reviewed on Jul 8, 2025

La Quinta Inn by Wyndham Waldorf
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
$98 nightly
The price is $111 total per night from Jul 27 to Jul 28
$111 total
Jul 27 - Jul 28
Total includes taxes and fees
9/10 Wonderful! (1,001 reviews)
"Hotel was clean, modern and easy to check in. Perfect for our stay and great location"

Reviewed on Jul 10, 2025

SpringHill Suites by Marriott Annapolis
See all 736 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.

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 5 miles 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 Essential Information

Language
English
Currency
U.S dollars
Population
5,900
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Chesapeake Beach Water Park, Breezy Point Beach and Bayside History Museum

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Chesapeake Beach vacation package cost?
You can grab a vacation package to this destination from $248 on Expedia. But how much your vacation to Chesapeake Beach costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Chesapeake Beach?
July, September and December are the best times to search for cheap Chesapeake Beach vacation packages. Opting to travel in quieter periods means you can typically find lower prices on accommodations and flights.
How many days is enough for Chesapeake Beach?
You can easily explore all the leading sights in Chesapeake Beach within a few days, including the must-see Bruce Gabrielson's Surf Art Gallery and Museum. If you're looking for an extended Chesapeake Beach vacation, look at what sort of activities and day trips are available nearby.
Is it worth booking a vacation package to Chesapeake Beach?
Chesapeake Beach has everything you need for the perfect break --- history, watersports and culture are just the start. Whether you want to visit sights such as Chesapeake Beach Water Park and Chesapeake Beach Railway Museum, or take the road less traveled, you'll have plenty to see and do on your Chesapeake Beach vacation.
How to find the best Chesapeake Beach package deals?
Use Expedia's filter tool to help you find some tempting Chesapeake Beach package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Chesapeake Beach package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Chesapeake Beach vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Chesapeake Beach escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Chesapeake Beach?
Secure fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Chesapeake Beach trip.
How to plan a trip to Chesapeake Beach?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Chesapeake Beach.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will likely be the largest expense during your trip to Chesapeake Beach.
  3. Organize your Chesapeake Beach escape with our trip planning tool: Search for and book stays and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to Chesapeake Beach together.
  4. Determine how many days away: Start by listing all the sights and activities you want to experience in Chesapeake Beach. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Chesapeake Beach vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Have a look at our travel guide to find some incredible things to do in Chesapeake Beach in Chesapeake Beach. Book tickets or make reservations in advance to save time and avoid the stress of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Chesapeake Beach vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Chesapeake Beach trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.