Cheswolde Vacations from $156

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Your Cheswolde Vacation

Say goodbye to the hassle of planning and hello to a Cheswolde vacation package. With your travel details organized before you take off, you can focus on discovering the best of this city, starting with Station North Arts and Entertainment District, which is great for culture, cafes and festivals. If your trip to Cheswolde includes some sightseeing, take in renowned attractions like Baltimore Museum of Art, Washington Monument and Walters Art Museum. Expedia will help you escape the everyday. Tailor your vacation to Cheswolde to suit your style of travel, whatever that may look like.

The Latest Cheswolde Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
Save 100% on your flight
Price was $213, price is now $156 per person
$156
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,336 reviews)
Great price and accommodation

Reviewed on Aug 25, 2025

DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
Price was $388, price is now $222 per person
$222
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,006 reviews)
Convenient external room door made it easy walking my dog. Did not have to walk thru.obby.

Reviewed on Aug 24, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $571, price is now $355 per person
$355
per person
Oct 2 - Oct 7
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,003 reviews)
Staff was friendly and helpful. Great buffet breakfast. Room was clean and comfortable.

Reviewed on Aug 24, 2025

Hotel Ulysses, a Member of Design Hotels

Hotel Ulysses, a Member of Design Hotels

4 out of 5
Mount Vernon
Save 100% on your flight
Price was $403, price is now $280 per person
$280
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
9.2/10 Wonderful! (925 reviews)
Great hotel! We loved our stay!

Reviewed on Aug 25, 2025

Baltimore Marriott Inner Harbor at Camden Yards

Baltimore Marriott Inner Harbor at Camden Yards

4 out of 5
Downtown West
Save 100% on your flight
Price was $490, price is now $349 per person
$349
per person
Nov 6 - Nov 9
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
Great location for Orioles game!! Walkable to harbor to see the sights also. Food options on site were also great. Hotel is dated but would definitely stay again if in Baltimore.

Reviewed on Aug 25, 2025

Where to stay in Cheswolde

Find the best Cheswolde areas and neighborhoods for the activities you enjoy most. Learn more about Cheswolde
Top of the World Observation Level showing a city and a bay or harbor

Inner Harbor

2 out of top 10 points of interest in this area

Historic seaport with post-industrial waterfront redevelopment, the Inner Harbor offers attractions like the National Aquarium and Maryland Science Center. Easily walk to stadiums or catch a water taxi to explore nearby areas.

Find hotels in Inner Harbor

Cheswolde Hotel Deals

Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street, Baltimore, MD
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $187 total per night from Aug 26 to Aug 27
$187 total
Aug 26 - Aug 27
Total with taxes and fees
8.2/10 Very Good! (1,752 reviews)
"This property was fantastic! Easy check-in/out process, friendly staff."

Reviewed on Aug 22, 2025

Hyatt Regency Baltimore Inner Harbor
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St, Baltimore, MD
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $189 total per night from Sep 25 to Sep 26
$189 total
Sep 25 - Sep 26
Total with taxes and fees
8.4/10 Very Good! (2,297 reviews)
"The hotel was magnificent"

Reviewed on Aug 22, 2025

Renaissance Baltimore Harborplace Hotel
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

3 out of 5
1734 W Nursery Rd, Linthicum Heights, MD
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $86 total per night from Sep 8 to Sep 9
$86 total
Sep 8 - Sep 9
Total with taxes and fees
8/10 Very Good! (3,887 reviews)
"Good location very friendly staff good place for stay"

Reviewed on Aug 24, 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
See all 1,257 properties in Cheswolde
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Cheswolde

Oriole Park at Camden Yards

Oriole Park at Camden Yards

Watch Baltimore’s beloved baseball team play on their home field, located inside a groundbreaking stadium famous for blending classic and modern design elements.

Oriole Park at Camden Yards
Baltimore Inner Harbor Marina

Baltimore Inner Harbor Marina

The transformed former seaport is packed with museums, shops and family attractions and is one of the city’s most photographed areas.

Baltimore Inner Harbor Marina
National Aquarium in Baltimore

National Aquarium in Baltimore

Inner Harbor’s biggest attraction recreates the marine and terrestrial habitats of thousands of animals from many parts of the globe.

National Aquarium in Baltimore

Things to do

Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars

$153
per adult
84% of travellers recommend
Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

$47
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
Downtown Baltimore Helicopter Tour

Downtown Baltimore Helicopter Tour

$125
per adult
Downtown Baltimore Helicopter Tour
See all activities in Baltimore
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.