Cheswolde Vacations from $332

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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.

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$332

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.4/10 Very Good! (1,006 reviews)

Our stay was good. Didn't expect the hold fee. The highlight was the infused water!!!! Soooo refreshing coming in from DC heat.

Reviewed on Aug 12, 2026

The Poppy Georgetown

Northwest

$833

per person

Oct 16 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (589 reviews)

Hotel Revival Baltimore

Mount Vernon

Save 100% on your flight

$764

per person

Sep 30 - Oct 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,107 reviews)

This was an amazing day from soup to nuts. Th rooms were spacious .bed pillows are super comfortable and made for great sleep at night. Both the restaurant and cafe had fabulous food and the cafe had very tasty coffee. The staff were knowledgeable patient and helpful. The hotel is located in a historic district steps away from the Peabody library and the Walters Art museum. If you love history axesitecture culture and a sensational stay then Hotel Revival is the place FOR YOU

Reviewed on Aug 14, 2026

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$915

per person

Oct 25 - Oct 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,235 reviews)

Lyle Washington D.C.

Northwest

Save 100% on your flight

$708

per person

Oct 25 - Oct 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,663 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

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 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 Charm'tastic Mile and jump on the metro at Convention Center Station to see more of the city.

A waterfront cityscape with a tall building, a modern glass structure, and a historic building with a red facade.

Federal Hill

You'll enjoy the beaches and restaurants in Federal Hill. You might want to make time for a stop at American Visionary Art Museum or The Giant Whirligig.

Cheswolde Hotel Deals

Lord Baltimore Hotel

20 W Baltimore St Baltimore MD

Fully refundableReserve now, pay when you stay

$137 nightly

$161 total

Aug 30 - Aug 31

Total with taxes and fees

8.4/10 Very Good! (3,211 reviews)

"A"

Reviewed on Aug 13, 2026

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

1734 W Nursery Rd Linthicum Heights MD

Fully refundableReserve now, pay when you stay

$77 nightly

$88 total

Aug 23 - Aug 24

Total with taxes and fees

8.2/10 Very Good! (4,712 reviews)

"It was convenient to stay if you are flying out the next day"

Reviewed on Aug 13, 2026

Pier 5 Hotel Baltimore

711 Eastern Avenue Baltimore MD

Fully refundableReserve now, pay when you stay

$106 nightly

$125 total

Aug 17 - Aug 18

Total with taxes and fees

8.2/10 Very Good! (1,368 reviews)

"Spent a great day in Baltimore and Pier 5 was the perfect place to stay! I enjoyed the aquarium, the historic shops and the great restaurants nearby. Took a walk around the harbor in the morning and then I was on my way. I’d stay there again on my next visit!"

Reviewed on Aug 14, 2026

See all 1,286 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.