
Calvert County Vacations & Trips from $511
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Your Calvert County Vacation
With a Calvert County vacation package, you can forget about the hassle of planning and focus on experiencing everything this exciting destination has on offer. Not sure where to go during your trip to Calvert County? Prince Frederick is a top city that shouldn't be missed. From the moment you book your Calvert County vacation to the second you come back home, Expedia has your back each step of the way.
Top destinations in Calvert County

Chesapeake Beach
The Latest Calvert County Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Waypoint
West Rehoboth
Save 100% on your flight
Price was $796, price is now $511 per person
$511
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Baltimore (BWI)
9.4/10 Exceptional! (113 reviews)
Great place to stay if you are coming in to visit the area. Super clean and can tell everything is still fairly new.
Reviewed on Jul 1, 2026


The LINE Hotel DC
Northwest
Save 100% on your flight
Price was $1,757, price is now $1,060 per person
$1,060
per person
Sep 14 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
8.6/10 Excellent! (1,004 reviews)
Very cool place in a great part of town! Loved the staff:)
Reviewed on Jun 30, 2026

Lyle Washington D.C.
Northwest
Save 100% on your flight
Price was $2,101, price is now $1,315 per person
$1,315
per person
Sep 14 - Sep 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.4/10 Exceptional! (1,700 reviews)
Great location , super clean and great staff !
Reviewed on Jun 29, 2026
Find the Best Calvert County Vacation Packages
Calvert County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Ronald Reagan Washington National Airport (DCA) |
Top Sights | Jefferson Patterson Park and Museum, Battle Creek Cypress Swamp Sanctuary and Bayside History Museum |
Calvert County Hotel Deals

Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $181 total per night from Jul 9 to Jul 10
$181 total
Jul 9 - Jul 10
Total with taxes and fees
8.6/10 Excellent! (1,001 reviews)
"This was my 1st stay here and it exceeded expectations. This resort was beautiful! So many amenities and things to do that I never had to leave for my 2 day stay. The staff were so professional and friendly. The entire property was spotless and kept well sanitized. I loved my room with the waterfront ..."
Reviewed on Jun 30, 2026

Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $148 total per night from Jul 15 to Jul 16
$148 total
Jul 15 - Jul 16
Total with taxes and fees
9/10 Wonderful! (1,877 reviews)
"I loved the building. It’s in a lovely spot a block from the bay so shops and restaurants are right out the front door. The building I stayed in was terrific. The only bummer, was my room was quite small, so I would advise not staying in room 1408. It was the smallest room I’ve ever stayed in. I ..."
Reviewed on Jun 29, 2026

Harborside Hotel
6400 Oxon Hill Road Oxon Hill MD
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $191 total per night from Jul 26 to Jul 27
$191 total
Jul 26 - Jul 27
Total with taxes and fees
8.8/10 Excellent! (1,780 reviews)
"Proximity to entertainment, the harbor and military bases were great."
Reviewed on Jul 1, 2026
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.
Stay near popular Calvert County attractions
What to do in Calvert County

Chesapeake Beach: Sunset Sailing Cruise with Snacks
$114
per adult
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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.





























