Chesapeake Beach Vacation Packages

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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!

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 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 vacation deals and watch your travel budget stretch further!

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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 CA $240 per night from Jul 22 to Jul 23
CA $240
CA $314 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
"The pool time for both pools is 8am-8pm which seems ridiculous during the summer. Also advertising a beach, but there isn’t any access to the water to swim. Other than that we had a great time. The staff is excellent!!!!"

Reviewed on Jul 9, 2026

Rod 'N' Reel Resort
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Jul 20 to Jul 21
CA $140
CA $154 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"A great and affordable alternative to get away from the grind and close to the water. It was our anniversary, and we enjoyed having a pool on 100-degree days and a cool room. St. Michaels is a quaint and fun town to visit. We've stayed here several times and will be back."

Reviewed on Jul 8, 2026

St Michaels Inn
Econo Lodge Andrews Air Force Base

Econo Lodge Andrews Air Force Base

2 out of 5
7851 Malcolm Road Clinton MD
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Jul 15 to Jul 16
CA $90
CA $102 total
Jul 15 - Jul 16
includes taxes & fees
6.6/10 (1,011 reviews)
"The hotel was 2 stories high with no elevator. I had several bags, meds, coolers to bring upstairs. The TV did not give you all the channels that were showing on tv guide. Breakfast was cereal and a packaged muffin. I did get coffee, since there was no coffee in the room. The refrigeratir and microwave ..."

Reviewed on Jul 7, 2026

Econo Lodge Andrews Air Force Base
See all 771 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.
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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)
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.
See properties

What to do in Chesapeake Beach

Picture 2 for Activity Chesapeake Beach: Guided Walking Tour to The Cliffs

Chesapeake Beach: Guided Walking Tour to The Cliffs

CA $58
per adult
Chesapeake Beach: Guided Walking Tour to The Cliffs
See all activities in Chesapeake Beach

Frequently asked questions

How much does a Chesapeake Beach vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Chesapeake Beach costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chesapeake Beach?
January, February and April are the best times to look for cheap Chesapeake Beach vacation packages. Travelling in quieter periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Chesapeake Beach?
Generally, a handful of days is enough for a Chesapeake Beach vacation. With a well-organized schedule, you can see all the popular sights including Chesapeake Beach Railway Museum, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Chesapeake Beach?
Whether you want to explore key attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum on your Chesapeake Beach vacation, or coming for its great family-friendly attractions, history and watersports, there's something for everyone here. With so much to do, you'll soon find out why so many travellers think Chesapeake Beach is a good vacation destination.
How to find the best Chesapeake Beach package deals?
Finding a cheap Chesapeake Beach package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Chesapeake Beach package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Chesapeake Beach vacation as a package?
You can enjoy significant savings on your next Chesapeake Beach break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Chesapeake Beach?
If you're considering an impromptu Chesapeake Beach trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Chesapeake Beach?

  1. Choose your travel dates: What you'd like to do in Chesapeake Beach and your preferred season can help you decide when to go.
  2. Plan your budget wisely: On top of the cost of your stay, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may come up during your trip to Chesapeake Beach.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you'd like to get to in Chesapeake Beach. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the perfect Chesapeake Beach vacation package for you.

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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.