Cheswolde Vacation Packages

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

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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 Quincy, an Ascend Collection Hotel

The Quincy, an Ascend Collection Hotel

Downtown Washington D.C.
CA $794
per person
Dec 7 - Dec 10
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (1,137 reviews)
A great size room which was clean and comfortable. Great location for sightseeing and a good variety of restaurants within walking distance. Staff were friendly and helpful.

Reviewed on Oct 15, 2026

The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

Southwest
Save 100% on your flight
CA $3,729
per person
Nov 16 - Nov 21
found 21 hours ago
Roundtrip flight included
Edmonton (YEG) to Baltimore (BWI)
9.4/10 Exceptional! (1,089 reviews)
Clean, convenient to many walkable places and easy to get a taxi or Uber if needed.

Reviewed on Oct 13, 2026

Club Wyndham National Harbor

Club Wyndham National Harbor

CA $1,611
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.4/10 Very good! (498 reviews)
Kent Island Resort

Kent Island Resort

CA $1,225
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.2/10 Wonderful! (187 reviews)
The Westin Annapolis

The Westin Annapolis

CA $1,537
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.8/10 Excellent! (1,000 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

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.

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 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 Fire Museum of Maryland and Towson Town Center.

Find hotels in Timonium
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Middle East

Though Middle East might not have many top sights, you can venture to the surrounding area to see attractions like Baltimore Inner Harbor Marina and National Great Blacks in Wax Museum.

Find hotels in Middle East

Cheswolde Hotel Deals

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 $103
CA $118 total
Nov 2 - Nov 3
includes taxes & fees
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

300 Light Street Baltimore MD
Fully refundableReserve now, pay when you stay
CA $239
CA $281 total
Nov 2 - Nov 3
includes taxes & fees
Hyatt Regency Baltimore Inner Harbor
Sonesta ES Suites Baltimore BWI Airport

Sonesta ES Suites Baltimore BWI Airport

1160 Winterson Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
CA $126
CA $143 total
Nov 16 - Nov 17
includes taxes & fees
8/10 Very good! (1,560 reviews)
"Very courteous staff, well-maintained building and a nice breakfast. Unfortunately, the studio suite we booked wasn't the cleanest. Bathtub floor was dirty, as were the chairs and sofa. A pan in the cupboard had the remains of food on it, silverware, too. Needless to say, I had to clean and run the ..."

Reviewed on Oct 16, 2026

Sonesta ES Suites Baltimore BWI Airport
See all 1,336 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 $794, 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 $143
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
Baltimore's Historical Sightseeing Tour

Baltimore's Historical Sightseeing Tour

CA $67
per adult
98% of travellers recommend
Baltimore's Historical Sightseeing Tour
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.