Cheswolde Vacations from $294

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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.
Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre

4 out of 5
Save 100% on your flight
Price was $421, price is now $294 per person
$294
per person
Dec 23 - Dec 26
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (406 reviews)
This is the best hotel in this area . I have stayed at most other hotels in this area and this one is by far the best . Clean , luxurious, quiet , great staff , bar and restaurant with good food the service . It’s got it all!

Reviewed on Nov 11, 2025

The Westin Arlington

The Westin Arlington

4 out of 5
Ballston
Save 100% on your flight
Price was $438, price is now $295 per person
$295
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
17.6/10 Exceptional! (1,002 reviews)
Clean and comfortable room

Reviewed on Nov 16, 2025

Kimpton George Hotel by IHG

Kimpton George Hotel by IHG

4.5 out of 5
Northwest
Save 100% on your flight
Price was $539, price is now $375 per person
$375
per person
Feb 12 - Feb 15
found 22 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Baltimore (BWI)
9/10 Wonderful! (1,007 reviews)
The hotel is OK, not much more.

Reviewed on Oct 29, 2025

Canopy by Hilton Washington DC The Wharf

Canopy by Hilton Washington DC The Wharf

4 out of 5
The Wharf
Price was $458, price is now $321 per person
$321
per person
Jan 17 - Jan 20
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
17.6/10 Exceptional! (1,003 reviews)
Friendly and respectful staff, perfect location where everything is literally in walking distance. The room was beautiful.

Reviewed on Nov 17, 2025

Holiday Inn Arlington at Ballston by IHG

Holiday Inn Arlington at Ballston by IHG

3 out of 5
Bluemont
Save 100% on your flight
Price was $726, price is now $510 per person
$510
per person
Jan 17 - Jan 24
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
15.2/10 Exceptional! (1,002 reviews)
nor great, but good. cleaners never made the bed, just emptied the trach cans.

Reviewed on Nov 14, 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

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
$70 nightly
The price is $79 total per night from Nov 23 to Nov 24
$79 total
Nov 23 - Nov 24
Total with taxes and fees
8/10 Very Good! (4,203 reviews)
We just stayed one night but our bed was super comfortable, the staff helpful and friendly and the breakfast was hot and delicious, highly recommend!

Reviewed on Nov 17, 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
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
$152 nightly
The price is $179 total per night from Nov 23 to Nov 24
$179 total
Nov 23 - Nov 24
Total with taxes and fees
8.4/10 Very Good! (2,455 reviews)
Excellent.

Reviewed on Nov 9, 2025

Renaissance Baltimore Harborplace Hotel
Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

3 out of 5
815 Elkridge Landing Road Linthicum Heights MD
Fully refundable
$105 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
Total with taxes and fees
9.2/10 Wonderful! (1,081 reviews)
Room was perfect, quiet hotel, and clean all around

Reviewed on Nov 14, 2025

Holiday Inn Baltimore BWI Airport by IHG
See all 1,280 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

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
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

Things to do

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

City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars

$137
per adult
84% of travellers recommend
City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

$96
per traveler
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Spirit of Baltimore Lunch Cruise boat

City Cruises Baltimore: Signature Lunch Cruise

$69
per adult
City Cruises Baltimore: Signature Lunch Cruise
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.