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!

Top Chesapeake Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Alexandria

Hotel AKA Alexandria

4 out of 5
Old Town North
Price was CA $1,152, price is now CA $835 per person
CA $835
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Washington (DCA)
9.6/10 Exceptional! (701 reviews)
New tastefully designed hotel in a developed and safe area, 15 min walk to the main street, plenty of restaurants near by, also the restoaurant in the hotel has a great menu, the breakfast was amazing, we loved out stay and be back again

Reviewed on Apr 5, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Price was CA $1,294, price is now CA $845 per person
CA $845
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Washington (DCA)
9.4/10 Exceptional! (1,068 reviews)
Prime location and awesome hotel and staff

Reviewed on Apr 9, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $2,196, price is now CA $1,468 per person
CA $1,468
per person
Jun 14 - Jun 21
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Washington (DCA)
8.6/10 Excellent! (1,008 reviews)
No seating on balcony.

Reviewed on Apr 5, 2026

Pentagon Luxe Apartments

Pentagon Luxe Apartments

4 out of 5
Crystal City
Price was CA $1,396, price is now CA $1,032 per person
CA $1,032
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Washington (DCA)
7.6/10 Good! (4 reviews)
Property was newly renovated, had everything we needed and nothing more, great location: seven minute walk to metro, and host was reachable and accommodating.

Reviewed on Oct 16, 2025

The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Price was CA $1,934, price is now CA $1,433 per person
CA $1,433
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Washington (DCA)
9.8/10 Exceptional! (1,006 reviews)
Great location, staff and hotel. First class for sure!

Reviewed on Apr 8, 2026

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 $186 per night from Apr 23 to Apr 24
CA $186
CA $234 total
Apr 23 - Apr 24
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Make sure to request bay front room. These are great across the hall are views of heating units and walls.

Reviewed on Apr 7, 2026

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 CA $128 per night from Apr 26 to Apr 27
CA $128
CA $146 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Super spacious and clean. Would stay again

Reviewed on Apr 7, 2026

Sonesta ES Suites Annapolis
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 $88 per night from Apr 21 to Apr 22
CA $88
CA $100 total
Apr 21 - Apr 22
includes taxes & fees
6.4/10 (1,000 reviews)
They take forever to process the refund for the deposit they require

Reviewed on Apr 6, 2026

Econo Lodge Andrews Air Force Base
See all 749 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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Discover the most popular places to visit in Chesapeake Beach

Chesapeake Beach Water Park

Chesapeake Beach Water Park

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

What to do in Chesapeake Beach

Chesapeake Beach: Guided Walking Tour to The Cliffs

Chesapeake Beach: Guided Walking Tour to The Cliffs

CA $65
per adult
Chesapeake Beach: Guided Walking Tour to The Cliffs
See all activities in Chesapeake Beach

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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.