Cheswolde Vacations from $213

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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.

Convention Center PH Free indoor parking

Downtown Baltimore

Save 100% on your flight

$213

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

3.4/10 (3 reviews)

Property managers never returned calls. Never returned messages or provided check-in instructions. When we arrived at night with my son, they still did not answer and then, after 25 calls, they answered and said it was canceled that morning. We booked one month out and we were confirmed. I travel all the time. Worst experience of my life with any business, especially a “hospitality” business.

Reviewed on Jul 19, 2026

Holiday Inn Washington-Dulles International Airport by IHG

Oak Grove

Save 100% on your flight

$254

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.8/10 Excellent! (1,099 reviews)

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$702

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.6/10 Exceptional! (117 reviews)

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$284

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.8/10 Excellent! (1,009 reviews)

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$358

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.4/10 Very Good! (1,005 reviews)

Where to stay in Cheswolde

Find the best Cheswolde areas and neighborhoods for the activities you enjoy most. Learn more about Cheswolde

A cityscape with a river, modern buildings, and a bridge.

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.

A grand library with multiple floors of bookshelves, ornate railings, and a central aisle.

Downtown Baltimore

1 out of top 10 points of interest in this area

Central business district meets historic charm in this neighborhood, with attractions like the National Aquarium, Maryland Science Center, and Lexington Market. Enjoy diverse dining, nightlife, and easy access to public transportation.

A narrow alleyway flanked by brick buildings with ivy, leading to a body of water.

Fells Point

Historic waterfront neighborhood with a maritime vibe, Fell's Point boasts a high concentration of pubs and restaurants. Explore diverse architecture, unique shops, and reach it easily via water taxi or a short walk from the Inner Harbor.

A large stately building with a prominent central tower, surrounded by lush green lawns and trees.

Timonium

If you're looking for some top things to see and do in Timonium and surrounding area, you can visit Towson Town Center and Greenspring Station.

A cityscape with a river, a tall building, and several green-roofed buildings.

Downtown West

1 out of top 10 points of interest in this area

While you're in Downtown West, take in top sights like Thurgood Marshall Monument and jump on the metro at Convention Center Station to see more of the city.

Cheswolde Hotel Deals

Renaissance Baltimore Harborplace Hotel

202 E Pratt St Baltimore MD

Fully refundableReserve now, pay when you stay

$188 nightly

$221 total

Oct 4 - Oct 5

Total with taxes and fees

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

1734 W Nursery Rd Linthicum Heights MD

Fully refundableReserve now, pay when you stay

$70 nightly

$79 total

Sep 14 - Sep 15

Total with taxes and fees

Hyatt Regency Baltimore Inner Harbor

300 Light Street Baltimore MD

Fully refundableReserve now, pay when you stay

$189 nightly

$222 total

Sep 15 - Sep 16

Total with taxes and fees

See all 1,288 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.