Cheswolde Vacations from $310

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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.

Hotel Hive

Northwest

Save 100% on your flight

$310

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.2/10 Wonderful! (1,588 reviews)

Good stay

Reviewed on Sep 7, 2026

Club Quarters Hotel White House, Washington DC

Downtown Washington D.C.

$334

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (2,044 reviews)

Great choice for stay in Washington, and near to restaurant, metro station, amenities.

Reviewed on Sep 7, 2026

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$532

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,261 reviews)

While the front patio and entrance look a bit worn out and not maintained, don’t let that discourage you. Once off the elevators, the hallways and rooms are beautifully decorated. The Delux king room and bath were luxurious and very clean.

Reviewed on Sep 7, 2026

The River Inn

Northwest

Save 100% on your flight

$327

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (2,106 reviews)

Great stay!

Reviewed on Sep 7, 2026

Eaton DC

Downtown Washington D.C.

Save 100% on your flight

$345

per person

Dec 2 - Dec 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.2/10 Wonderful! (1,627 reviews)

Paying extra 30 everyday for 2 bottles of water is extreme, you have to compete for elevators during late evening ours with people coming for the club or something and on security rudely told me not to talk to her later found out I was hotel guest, Saturday overnight front desk gave me the worst experience of my entire stay not to mention the thin walls. The morning and afternoon shift front desk were helpful, you just have to work on how to handle both hotel guests and club goers without getting frustrated.

Reviewed on Sep 7, 2026

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 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

Sep 16 - Sep 17

Total with taxes and fees

8.4/10 Very Good! (2,523 reviews)

"This property is under staffed, not very well maintained and closes its restaurants and bars too early. The property is also located in an area that feels unsafe, especially at night."

Reviewed on Sep 7, 2026

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

1734 W Nursery Rd Linthicum Heights MD

Fully refundableReserve now, pay when you stay

$72 nightly

$82 total

Sep 8 - Sep 9

Total with taxes and fees

Hyatt Regency Baltimore Inner Harbor

300 Light Street Baltimore MD

Fully refundableReserve now, pay when you stay

$161 nightly

$189 total

Sep 16 - Sep 17

Total with taxes and fees

8.4/10 Very Good! (2,052 reviews)

"It was a good stay until my ear rings were stolen out my room. Reported to security and they did nothing so I won’t stay there ever again!!"

Reviewed on Sep 7, 2026

See all 1,284 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.