Cheswolde Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.

Top Holiday Package Deals in Cheswolde

Price found within the past 48 hours. Click for updated prices.
The Westin DC Downtown

The Westin DC Downtown

Downtown Washington D.C.
CA $656
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,006 reviews)
Great location next to convention center. Staff was courteous, helpful and knowledgeable. Housekeeping was flexible and efficient

Reviewed on Aug 12, 2026

The Poppy Georgetown

The Poppy Georgetown

Northwest
CA $1,876
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (589 reviews)
The LINE Hotel DC

The LINE Hotel DC

Northwest
CA $658
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,006 reviews)
Furnished Apartments

Furnished Apartments

Ashton Heights
CA $890
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (4 reviews)
Location is excellent. Walking distance to pretty much everything you need. Space was very comfortable, clean, and the bed was excellent for sleeping. Lots of light and windows. Host was helpful and able to accommodate my schedule needs too.

Reviewed on Apr 1, 2025

Four Seasons Hotel Washington DC

Four Seasons Hotel Washington DC

Northwest
CA $3,606
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (203 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.

Find hotels in Inner Harbor
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.

Find hotels in Downtown Baltimore
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.

Find hotels in Fells Point
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.

Find hotels in Downtown West
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.

Find hotels in Federal Hill

Cheswolde Hotel Deals

Lord Baltimore Hotel

Lord Baltimore Hotel

20 W Baltimore St Baltimore MD
Fully refundableReserve now, pay when you stay
CA $136
CA $160 total
Aug 25 - Aug 26
includes taxes & fees
Lord Baltimore Hotel
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

1734 W Nursery Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
CA $105
CA $120 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very good! (4,719 reviews)
"It’s did the job"

Reviewed on Aug 15, 2026

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

711 Eastern Avenue Baltimore MD
Fully refundableReserve now, pay when you stay
CA $136
CA $160 total
Aug 30 - Aug 31
includes taxes & fees
8.2/10 Very good! (1,372 reviews)
"So I called ahead to see if I could check in early. The rep over the phone said sure no problem what time are you getting here and I replied 2:45. I arrived at 2:39 and she said you have sit down for six minutes or pay 50 dollars for early check in. Which was like really. Anyways by the time I parked ..."

Reviewed on Aug 14, 2026

Pier 5 Hotel Baltimore
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.
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Frequently asked questions

How much does a Cheswolde vacation package cost?
The cheapest Cheswolde vacation package is CA $656, so the trip of your dreams can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to build a package that suits you.
How do I get a cheap travel package to Cheswolde?
It's as simple as bundling. Hotels, rental cars and flights — combine whatever you need into a Cheswolde vacation package to save a pile of cash. Score even better deals when you add extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the flexibility to put together your vacation your way. We offer more than 550 partner airlines and 1,000,000 hotel options in all corners of the globe, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in Cheswolde?
A journey to Cheswolde isn't complete until you've seen National Aquarium in Baltimore and Oriole Park at Camden Yards. Stay at a hotel as close as possible for easy access to these popular tourist attractions.
How far in advance should I book my Cheswolde vacation?
While not all air carriers release tickets early, you can usually compare international flights on Expedia up to a year in advance. This is the time you'll score some incredible deals. If you're booking at the last minute, there's a chance you could get lucky. Sometimes the lowest prices become available only weeks before departure.
What does an Expedia Cheswolde travel package include?
That depends on what you're after. If you're traveling by yourself, you might decide to bundle flights and hotels. Taking the whole crew to Cheswolde? A travel package including flights, hotels and rental cars might suit you better. Expedia gives you the freedom and flexibility to customize your travel package.
What should I know before booking a Cheswolde travel package?
Whether it's adventure or relaxation you're seeking, a Cheswolde vacation package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Cheswolde Expedia vacation package?
Yes — that's the beauty of an Expedia package. You're in charge! We have more than 550 partner airlines around the world, so you have options galore when planning your Cheswolde escape.
If I'm not able to travel, can I cancel my Cheswolde vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Cheswolde vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Things to do

Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $142
per traveller
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

CA $56
per traveller
Dining at Hard Rock Cafe Baltimore
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

CA $56
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
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.