
Chesapeake City Vacations from $289
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Chesapeake City Vacation
The vibrant city of Chesapeake City is calling your name. Discover its hot spots and hidden treasures with a Chesapeake City vacation package that's customized to you. Bohemia Vista Marina, C and D Canal Museum and East Meadow Park are just some of the many attractions you'll want to check out during your trip to Chesapeake City. Expedia is here to help you escape your routine. Tailor your vacation to Chesapeake City to match your travel style, whatever that may look like.
The Latest Chesapeake City vacation packages
Price found within the past 48 hours. Click for updated prices.

citizenM Washington DC NoMa
Northeast
$289
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (2,959 reviews)
The room is extremely small. But I went with my girlfriend so it was fine . The bathroom wasn’t the cleanest and that’s also small !!! staff was great and I would stay again . Courtyard view I picked a high floor and I liked the view . The bed was not THAT COMFORTABLE 6/10 for the bed didn’t sleep as good as I do at other hotels .
Reviewed on Sep 12, 2026

Residence Inn by Marriott Alexandria Old Town South at Carlyle
Eisenhower East
$535
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,001 reviews)
Pleasant and clean. Staff was very nice and helpful. The drawback was that the safe in our room was not working and we couldn't leave for the day without locking up our laptop and valuables. The staff was able to fix it eventually but it delayed our plans for the day while we waited in the room as they repaired it. Also the fridge made an annoying knocking sound, and one elevator was out of service. Overall the room was clean and comfortable, but they need to give some attention to maintenance.
The other thing I did not like is that even though they have what looks like secure parking with a gated entrance, when we drove up, the voice on the speaker at the entrance to the garage only asked if we were checking in. We said yes, and the security gate was raised. They did not ask our name. The garage is not secure if you're going to raise the gate for anyone saying they are checking in.
Reviewed on Sep 12, 2026



Sofitel Washington DC Lafayette Square
Downtown Washington D.C.
$828
per person
Dec 7 - Dec 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,249 reviews)
Second visit to DC, second visit to Sofitel Hotel. From start to finish the hotel does it right. The staff is courteous and accommodating. The rooms are spacious and clean. The food from the Opaline restaurant is fantastic!
Staying at the Sofitel made my trip to DC that more enjoyable. I highly recommend this property.
Reviewed on Sep 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Chesapeake City
View all tripsStay near popular Chesapeake City attractions
Chesapeake Inn Marina
Explore the waterfront in Chesapeake City with a trip to Chesapeake Inn Marina. Stroll along the marina or experience the area's museums.
C and D Canal Museum
8.0/10 (3 reviews)
Housed in an 1837 pump house, the C&D Canal Museum showcases the engineering marvel that transformed regional shipping. View original steam engines and interactive exhibits bringing 19th-century canal operations to life.
Chesapeake City Docks
Explore the waterfront in Chesapeake City with a trip to Chesapeake City Docks. Amble around the area's marina or experience its museums.
Bohemia Bay Yacht Harbour
Explore the waterfront in Chesapeake City with a trip to Bohemia Bay Yacht Harbour. Amble around the area's marina or experience its museums.
Chesapeake City Park
Chesapeake City Park is just one of the places to see in Chesapeake City, so why not enjoy the other things to explore during your travels? Stroll along the marina or experience the area's museums.
Ferryslip Road Park
This waterside park in Chesapeake City offers a tranquil retreat for wildlife watching and peaceful contemplation. Bring a picnic basket and enjoy the serene views where locals gather away from tourist crowds.
Two Rivers Yacht Basin
Explore the waterfront in Chesapeake City with a trip to Two Rivers Yacht Basin. Stroll along the marina or experience the area's museums.
Chesapeake City Town Hall
Chesapeake City Town Hall anchors a picturesque town known for its 19th-century architecture along the historic C&D Canal. Explore nearby historic buildings converted into charming restaurants and boutiques.
Chesapeake City Hotel Deals

Quality Inn Newark - Wilmington
65 Geoffrey Dr Newark DE
Fully refundable
$65 nightly
$73 total
Oct 11 - Oct 12
Total with taxes and fees

Sonesta Select Newark Christiana Mall
48 Geoffrey Dr Newark DE
Fully refundableReserve now, pay when you stay
$93 nightly
$103 total
Sep 15 - Sep 16
Total with taxes and fees

Great Wolf Lodge Perryville
1240 Chesapeke Overlook Parkway Perryville MD
$207 nightly
$232 total
Sep 18 - Sep 19
Total with taxes and fees
8.6/10 Excellent! (338 reviews)
"Did not have to leave the property they have everything there from activities to food and and bar for those that drink."
Reviewed on Sep 12, 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.
Find the Best Chesapeake City Vacation Packages
Chesapeake City Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Wilmington, DE (ILG-New Castle) |
Population | 690 |
Max Temp Winter | 40ºF |
Max Temp Summer | 85ºF |
Top Sights | Elk Neck State Park, Historical Society of Cecil County and Milburn Stone Theater |
More vacations you might like
Frequently asked questions
How much does a Chesapeake City vacation package cost?
You'll find cheap prices from $289 on Expedia for your Chesapeake City getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Chesapeake City costs.
What are the cheapest months to go to Chesapeake City?
November, December and January are great times to look for cheap Chesapeake City vacation packages. Traveling in less busy months means you'll typically find lower prices on accommodations and flights.
How many days is enough for Chesapeake City?
The ideal length for your Chesapeake City vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to go to all the leading sights and explore some hidden treasures along the way.
How to find the best Chesapeake City package deals?
Use Expedia's filters to find some unbeatable Chesapeake City package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Chesapeake City package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Chesapeake City vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights separately. Better still, you can tailor your Chesapeake City trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Chesapeake City?
If you've got your Chesapeake City vacation dates locked in, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Chesapeake City vacation packages?
Secure your dream escape to Chesapeake City with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stay on budget and snap up travel deals before they disappear.
Explore a world of travel with Expedia
- Casino Hotels in Chesapeake City
- Hotels near C and D Canal Museum
- Perryville Hotels
- Beach Hotels in Chesapeake City
- Boutique Hotels in Chesapeake City
- Hotels near Baltimore Washington Intl. Thurgood Marshall
- Cabin Rentals in Chesapeake City
- Hotels & Resorts for Couples in Chesapeake City
- Cabin Rentals in Maryland
- Houseboats in Chesapeake City
- Cheap Hotels in Chesapeake City
- Baltimore Hotels
- Annapolis Hotels
- Chesapeake City Hotels
- Family Hotels in Chesapeake City
- Cheap Hotels in Elkton
- Elkton Hotels
- Villas in Chesapeake City
- North East Hotels
- Honeymoon Resorts & in Chesapeake City
- Pet-Friendly Hotels in Chesapeake City
- Cottages in Chesapeake City
- Motels in Chesapeake City
- Aberdeen Hotels
- La Quinta Inn & Suites Hotels in Chesapeake City
- Havre De Grace Hotels
- Cheap Hotels in Baltimore
- B&B in Chesapeake City
- Inner Harbor Hotels
- Flights from Boston (BOS) to Baltimore (BWI)
- Flights from Tampa (TPA) to Baltimore (BWI)
- Flights from Baltimore Washington Intl. Thurgood Marshall
- Flights to Chesapeake City
- Flights from Atlanta (ATL) to Baltimore (BWI)
- Flights to Baltimore
- Flights from Dallas (DFW) to Baltimore (BWI)
- Flights to Maryland
- Flights from Houston (IAH) to Baltimore (BWI)
- Flights to Elkton
- Flights from Orlando (MCO) to Baltimore (BWI)
- Flights from Chicago (ORD) to Baltimore (BWI)
- Flights from Los Angeles (LAX) to Baltimore (BWI)
- Hollywood Casino
- Cow Pond
- Oriole Park at Camden Yards
- Colora Vacations
- Maryland Women's Heritage Center
- University of Maryland Medical Center
- Kennedyville Vacations
- Baltimore City Hall
- Charm'tastic Mile
- Elkton Vacations
- Eubie Blake National Jazz Institute and Cultural Center
- Cedar Lane Regional Park
- Union Hospital
- Millard Tydings Memorial Park
- Plumpton Park Zoo
- Baltimore Vacations
- Baltimore Convention Center
- Elkton Golf and Batting Center
- Belcamp Vacations
- C and D Canal Museum
- Garrett Island Beach
- St. Mary's Spiritual Center and Historic Site
- The Phoenix Shot Tower
- Under Sky One Family Sculpture
- Holocaust Memorial
- Havre de Grace Maritime Museum
- Uscg Lightship Chesapeake
- Ripken Stadium
- Hopkins Plaza
- Concord Point Lighthouse
- Conowingo Dam
- Harford Memorial Hospital
- Federal Hill Vacations
- Dove Valley Winery
- North East Vacations
- Visit Maryland
- Mount Harmon Plantation
- Havre de Grace Promenade
- Elk Neck State Park
- Havre De Grace Vacations
- Susquehanna State Park
- Bohemia Vista Marina
- Uss Constellation
- National Historic Seaport of Baltimore
- Baltimore Maritime Museum
- Baltimore American Indian Center
- Mount Felix Vineyard & Winery
- Robert Long House
- Visit Chesapeake City
- National Aquarium in Baltimore
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















