Chesapeake Beach Holidays

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Your Chesapeake Beach Holiday

Lock in a Chesapeake Beach holiday 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 travelling. Explore the multitude of options on Expedia today and put your Chesapeake Beach holiday plans into action!

Chesapeake Beach Beach Holiday

Get prepared to live out those beachy daydreams on your Chesapeake Beach holiday. Go on a romantic walk, admire the beautiful ocean vistas and pick up unique shells and rocks during your trip to Chesapeake Beach. Just 6 miles from downtown, Breezy Point Beach is the place to be for many sun-seeking visitors. Browse our Chesapeake Beach holiday deals and watch your travel budget stretch further!

Chesapeake Beach Essential Information

Language
English
Currency
U.S dollars
Population
5,900
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Chesapeake Beach Water Park, Breezy Point Beach and Bayside History Museum

Top hotels in Chesapeake Beach

Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
£133
11 Oct - 12 Oct
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"very clean"

Reviewed on 20 Sept 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
£71
21 Sept - 22 Sept
includes taxes & fees
8/10 Very good! (1,002 reviews)
"Property and the room was very clean and generally well maintained. It is an old property that needs updates but the price was very reasonable, considering the location comparison to other hotels."

Reviewed on 18 Sept 2026

St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
£82
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Great"

Reviewed on 19 Sept 2026

Sonesta ES Suites Annapolis
See all 777 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.
All Inclusive Holidays
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Where to go when
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Stay near popular Chesapeake Beach attractions

A coastal residential area with houses along the beach and a lighthouse in the distance.

Breezy Point Beach

8.4/10 (61 reviews)
Stroll this half-mile Chesapeake Bay shoreline where gentle waves meet fossil-hunting adventures. Relax in shaded picnic areas after swimming in the netted area or trying your luck at the 200-foot fishing pier.
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A water park with a large pool, a yellow slide, and a lookout tower.
Photo by Ronanne Vinson

Chesapeake Beach Water Park

8.2/10 (88 reviews)
This family-friendly water park offers water slides, a lazy river, and pools for all ages. Currently closed for renovations until 2027, it will reopen with modernised facilities and new attractions.
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Bruce Gabrielson's Surf Art Gallery and Museum

7.8/10 (19 reviews)
Maryland's only surfing museum showcases Bruce Gabrielson's 50-year collection of historic boards and rare artefacts. Visitors can arrange private tours to see Duke Kahanamoku exhibits and Dale Velzy's shaping equipment.
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Chesapeake Beach Railway Museum

8.0/10 (34 reviews)
Housed in the original 1898 railway station, this museum chronicles Chesapeake Beach Resort's golden era. View authentic artefacts and a restored vintage railway car while exploring early 20th century coastal tourism.
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Brownies Beach

Why not spend a lazy afternoon at Brownies Beach during your trip to Chesapeake Beach? Stroll along this relaxing area's beaches or simply enjoy its restaurants.
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Frequently asked questions

Why should I book my Chesapeake Beach holiday with Expedia?
With great-value flights, accommodation and car hire choices all in one place, Expedia makes planning your Chesapeake Beach getaway simple. Moreover, we can help you bundle your bookings into a package holiday so you can enjoy even more savings. Pick from amazing stays, add your flights and/or a hire car (and maybe also some fun tours and activities!) and land incredible prices. Need to cancel? Expedia has a flexible cancellation policy for many bookings. To find out more, head over to our Customer Service Portal link.
When is the best time of year to holiday in Chesapeake Beach?
Enjoy sightseeing but don't like big crowds? Plan your Chesapeake Beach escape for July, September and December. Typically, it's much quieter than it is in March, May and November. To get an idea of what type of weather to expect, the daytime average temperature in January, the coolest month in Chesapeake Beach, is 2ºC. The warmest month here is July, when temperatures hit an average of 25ºC.
What is the top hotel for my holiday in Chesapeake Beach?
Unwind in Chesapeake Beach by choosing Courtyard by Marriott Baltimore Downtown/McHenry Row as your gateway to exploration.
How do I get a cheap holiday to Chesapeake Beach?
Our Chesapeake Beach holidays mean plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and extras (such as activities). But great bargains are just the beginning of your next memorable adventure. Book with Expedia and you'll have more than 400 air carriers and 321,000 properties around the globe to select from. Whatever your budget or style, there's a holiday here with your name on it. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Chesapeake Beach holiday?
There are so many things to explore during your holiday in Chesapeake Beach. Breezy Point Beach, Chesapeake Beach Water Park, Chesapeake Beach Railway Museum and Bayside History Museum are just some of this city's key attractions.
What is the best area to stay in when on holiday in Chesapeake Beach?
A holiday in Chesapeake Beach wouldn't be complete without seeing Breezy Point Beach. Why not stay close to this fantastic attraction?
Do I need a visa for my Chesapeake Beach holiday?
Visa requirements for Chesapeake Beach vary based on your nationality and reason for your visit. Make sure you check official government websites to determine if you need a visa for your holiday. They'll give you the most up-to-date information, including details about application procedures or any supporting documentation that may be necessary. Research your visa requirements in advance to ensure a hassle-free travel experience. Finally, make sure your passport is valid for a further six months from your date of return.
What should I wear on my Chesapeake Beach holiday?
Think about the activities planned during your Chesapeake Beach holiday and bring versatile pieces that you can mix and match. For fashion inspiration or information on any dress codes, look up style blogs or social media accounts. Daytime temperatures during January, Chesapeake Beach's coolest month, are around 2ºC. July marks this destination's warmest month when average temperatures reach 25ºC. Our top tip? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Chesapeake Beach holiday include?
Choose from a combination of flights, hire cars and hotels. Once you've made your booking, add some activities and tours. Want to pick your fare class? That's also possible. The choice is all yours when it comes to planning your ideal Chesapeake Beach getaway. Expedia features all kinds of properties, with the most popular in Chesapeake Beach including private holiday homes and cottages. With Expedia, you'll always have the freedom and flexibility to design your dream escape your way.
Does Expedia offer Book Now, Pay Later Chesapeake Beach holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book your dream getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all types of budgets, so you can jet away on that well-deserved holiday sooner.
  • No-deposit holidays: When you come across an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.
Can I choose my airline with a Chesapeake Beach Expedia holiday?
Yes, you're in charge. We offer more than 400 airlines all over the world, so you can tailor your Chesapeake Beach escape according to your budget and needs.

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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. Flight-inclusive packages are ATOL protected.