Chesapeake Beach Vacations from $262

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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.
YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Northwest
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.4/10 Very Good! (1,950 reviews)
The staff provided a quality experience. Along with the hotel amenities being enjoyable.

Reviewed on Jun 26, 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,004 reviews)
Incredible stay! Staff hospitable & room was perfect. Would recommend to others & definitely visit again.

Reviewed on Jun 27, 2025

Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (792 reviews)
This room was okay, however our deadbolt did not work to lock the room.

Reviewed on Jun 27, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
10/10 Exceptional! (2 reviews)
My husband and I stayed here for our anniversary and it did not disappoint. We will definitely be coming back. The staff, the hotel, the restaurants- all absolutely amazing.

Reviewed on Jun 22, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Miami (MIA) to Washington (DCA)
8.2/10 Very Good! (1,000 reviews)
The good thing is it is on Gallaudet's property.

Reviewed on Jun 23, 2025

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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
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $208 total per night from Jun 29 to Jun 30
$208 total
Jun 29 - Jun 30
Total includes taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Love the show"

Reviewed on Jun 25, 2025

Rod 'N' Reel Resort
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
$101 nightly
The price is $115 total per night from Jul 8 to Jul 9
$115 total
Jul 8 - Jul 9
Total includes taxes and fees
9/10 Wonderful! (1,004 reviews)
"Arrival went well; however, the property assessed an unannounced self-parking fee of $9.50 per night. Spent only two nights but got no towel or trash service. Would have been nice to know so we could rinse wash clothes. Luckily we read the eco signs in the room asking us to hang up towels to dry ..."

Reviewed on Jun 21, 2025

SpringHill Suites by Marriott Annapolis
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
$113 nightly
The price is $129 total per night from Jul 8 to Jul 9
$129 total
Jul 8 - Jul 9
Total includes taxes and fees
8.8/10 Excellent! (826 reviews)
"Room was large & bed very comfortable. Very pleasant stay"

Reviewed on Jun 22, 2025

Sonesta ES Suites Annapolis
See all 734 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

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Frequently asked questions

How much does a Chesapeake Beach vacation package cost?
You can grab a vacation package to this destination from $262 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.