Chesapeake Beach Vacations from $194

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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.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
Price was $332, price is now $194 per person
$194
per person
Nov 11 - Nov 14
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,015 reviews)
Staff was excellent

Reviewed on Oct 10, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Price was $1,060, price is now $500 per person
$500
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9.8/10 Exceptional! (55 reviews)
The room was small and limited in space to move around. Staff were easy to talk to and receive support. Overall, the location provided many options for walking to historic locations or to take a short uber drive to the Capital, White House or many other areas of interest.

Reviewed on Oct 10, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $550, price is now $310 per person
$310
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.2/10 Very Good! (1,002 reviews)
Bathroom was outdated and bathtub was poorly kept. Staff was pleasant overall and the property itself was decent.

Reviewed on Oct 10, 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was $596, price is now $345 per person
$345
per person
Dec 28 - Dec 31
found 4 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Washington (DCA)
9.4/10 Exceptional! (1,010 reviews)
Parking is expensive and the pool wasn’t actually heated.

Reviewed on Oct 11, 2025

Hilton Alexandria Old Town

Hilton Alexandria Old Town

4 out of 5
Old Town Alexandria
Save 100% on your flight
Price was $664, price is now $419 per person
$419
per person
Dec 16 - Dec 21
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8.8/10 Excellent! (1,004 reviews)
Room was nice, staff was incredible

Reviewed on Oct 7, 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

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

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

What to do in Chesapeake Beach

Chesapeake Beach: Sunset Sailing Cruise with Snacks

Chesapeake Beach: Sunset Sailing Cruise with Snacks

$114
per adult
Chesapeake Beach: Sunset Sailing Cruise with Snacks
See all activities in Chesapeake Beach

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
$147 nightly
The price is $161 total per night from Oct 19 to Oct 20
$161 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Everything was so nice"

Reviewed on Oct 2, 2025

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
$87 nightly
The price is $99 total per night from Nov 9 to Nov 10
$99 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (908 reviews)
"Our room multiples bedrooms was spacious and very relaxing. All the amenities were well prepared, and the bed was just the right firmness for me, making the whole stay very comfortable. Each bedroom had its own bathroom, which was a big plus — we could take showers without waiting even when we got ..."

Reviewed on Oct 6, 2025

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
$105 nightly
The price is $120 total per night from Nov 2 to Nov 3
$120 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
"Very clean and fresh room The TV screen already had my name on it !"

Reviewed on Oct 7, 2025

SpringHill Suites by Marriott Annapolis
See all 756 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.

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 $194 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.

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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.