Chesapeake Beach Vacations

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Find the Best Chesapeake Beach Vacation Packages

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 AED 426 per night from Apr 29 to Apr 30
AED 426
AED 547 total
includes taxes & fees
29 Apr - 30 Apr
8.2/10 Very Good! (1,000 reviews)
"Feel safe"

Reviewed on 30 March 2025

Rod 'N' Reel Resort
Family Beach House: Spacious Deck, Grill & Views
Family Beach House: Spacious Deck, Grill & Views
Chesapeake Beach
The price is AED 624 per night from May 7 to May 8
AED 624
AED 1,611 total
includes taxes & fees
7 May - 8 May
9.6/10 Exceptional! (4 reviews)
Great stay
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."

Reviewed on 16 October 2024

Family Beach House: Spacious Deck, Grill & Views
Holiday Inn Express Waldorf by IHG
Holiday Inn Express Waldorf by IHG
2.5 out of 5
11370 Days Ct, Waldorf, MD
Fully refundable
The price is AED 367 per night from Apr 20 to Apr 21
AED 367
AED 408 total
includes taxes & fees
20 Apr - 21 Apr
8.2/10 Very Good! (893 reviews)
"Excellent, quiet, breakfast with good options and variety"

Reviewed on 29 March 2025

Holiday Inn Express Waldorf by IHG
See all 712 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.

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 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.

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