Chesapeake Beach Holidays

Photo by Ronanne Vinson

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Chesapeake Beach Beach Holiday

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

Top hotels in Chesapeake Beach

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 HK$1,194 per night from 7 Jul to 8 Jul
HK$1,194
HK$1,482 total
7 Jul - 8 Jul
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Have stayed here several times and can certainly understand and adjust to the flux when undergoing renovation projects throughout the property even experiencing a 'false alarm' fire alarm at 08:15 in the morning. If one is looking for some solitude and quiet quarters, coupled with balcony views of ..."

Reviewed on 1 Jul 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
Fully refundableReserve now, pay when you stay
The price is HK$647 per night from 13 Jul to 14 Jul
HK$647
HK$718 total
13 Jul - 14 Jul
includes taxes & fees
7.4/10 Good! (998 reviews)
"Very friendly and a helpful when needed"

Reviewed on 29 Jun 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
The price is HK$794 per night from 13 Jul to 14 Jul
HK$794
HK$905 total
13 Jul - 14 Jul
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Clean. Pool closed a little early"

Reviewed on 27 Jun 2025

SpringHill Suites by Marriott 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.

What to do in Chesapeake Beach

Sunset Cruise - On the Chesapeake Bay

Sunset Cruise on the Scenic & Calming Chesapeake Bay

HK$965
per adult
Sunset Cruise on the Scenic & Calming Chesapeake Bay
Enjoy A Beautiful Day With Mother Nature Cruises

Enjoying A Beautiful Day With Mother Nature Cruises

HK$801
per adult
Enjoying A Beautiful Day With Mother Nature Cruises
Chesapeake Beach: Guided Walking Tour of the Railway Trail

Chesapeake Beach: Guided Walking Tour of the Railway Trail

HK$371
per adult
Chesapeake Beach: Guided Walking Tour of the Railway Trail
See all activities in Chesapeake Beach

Frequently asked questions

How much does a Chesapeake Beach holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday 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?
If you'd like to score a cheap Chesapeake Beach holiday package, consider travelling in January, February and April. You're likely to find better prices on hotels and flights during these months --- ideal for a budget-friendly getaway.
How many days is enough for Chesapeake Beach?
You can easily visit all the top attractions in Chesapeake Beach within a few days, including the must-see Bruce Gabrielson's Surf Art Gallery and Museum. If you're after a longer Chesapeake Beach holiday, look at which kind of excursions and activities are available in the area.
Is it worth booking a holiday package to Chesapeake Beach?
Chesapeake Beach has all the ingredients you need for an awesome break --- family-friendly attractions, history and watersports are just the start. Whether you'd like to visit sights like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum, or take the road less traveled, you'll find plenty to see and do on your Chesapeake Beach holiday.
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 holiday package as soon as possible.
Is it cheaper to book a Chesapeake Beach holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and accommodation separately. Better still, you can personalise 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 holiday 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 when to get away: Check your diary and get packing. Your preferred time of year and the type of activities on offer will also help you decide when to holiday in Chesapeake Beach.
  2. Budget wisely: As well as the price of your stay, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Chesapeake Beach.
  3. Decide how long to go for: Now that you're up to speed on Chesapeake Beach, you can work out the ideal length of your holiday. Put together a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Chesapeake Beach holiday package that brings all your bookings together.

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