Chesapeake Beach Vacations

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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 8 kilometers 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 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
The price is ₩207,019 per night from Jul 1 to Jul 2
₩207,019
₩257,012 total
Jul 1 - Jul 2
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Only thing I’d change is stop saying room numbers out loud on check in. This is a safety issue and shouldn’t be done."

Reviewed on Jun 28, 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
The price is ₩153,869 per night from Jul 13 to Jul 14
₩153,869
₩175,411 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (827 reviews)
"Need to do more thorough cleanings. Staff was helpful"

Reviewed on Jun 25, 2025

Sonesta ES Suites Annapolis
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 ₩112,220 per night from Jul 13 to Jul 14
₩112,220
₩124,564 total
Jul 13 - Jul 14
includes taxes & fees
7.4/10 Good! (1,000 reviews)
"Great stay, no hot breakfast was disappointing, however the facilities were well maintained and cleaned. Parking lot was not very clean, considering construction renovations happening."

Reviewed on Jun 25, 2025

La Quinta Inn by Wyndham Waldorf
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.

Frequently asked questions

How much does a Chesapeake Beach vacation package cost?
You can grab a vacation package to this destination 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?
If you'd like to score a cheap Chesapeake Beach vacation package, consider traveling 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 vacation, look at which kind of excursions and activities are available in the area.
Is it worth booking a vacation 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 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 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 vacation 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 vacation. 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 vacation 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.