Cheswolde Vacation Packages

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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.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
per person
Sep 11 - Sep 15
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very Good! (1,000 reviews)
Room was great for price. Lots of restaurants and close to Towson University.

Reviewed on Jul. 14, 2025

The William Fell Baltimore, Tapestry Collection by Hilton

The William Fell Baltimore, Tapestry Collection by Hilton

3.5 out of 5
Fells Point
per person
Sep 11 - Sep 15
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (65 reviews)
The history in this entire area was great. This hotel is in an area that has alot of restaurants and bars and is easy to walk everywhere. We will be back again.

Reviewed on Aug. 3, 2025

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

5 out of 5
Fells Point
per person
Sep 11 - Sep 15
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,000 reviews)
Beautiful, professional establishment.

Reviewed on Aug. 3, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
per person
Oct 9 - Oct 13
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.6/10 Excellent! (1,004 reviews)
All around it was a good place to stay. Staff was nice.They had coffee all the time in the lobby which was very nice. They even had fresh popped popcorn one night. It was easy to drive to and easy to leave the city. The breakfast was "ok". The pool had groups of white bubbles all through it so my son wouldn't go in. The room was not ready at the 3pm check in. The bathroom had no hair conditioner.

Reviewed on Jul. 30, 2025

Hotel Ulysses, a Member of Design Hotels

Hotel Ulysses, a Member of Design Hotels

4 out of 5
Mount Vernon
per person
Oct 9 - Oct 13
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (902 reviews)
The site was very clean and comfortable

Reviewed on Aug. 3, 2025

Where to stay in Cheswolde

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

Cheswolde Hotel Deals

Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Aug 29 to Aug 30
CA $245
CA $288 total
Aug 29 - Aug 30
includes taxes & fees
8.2/10 Very Good! (1,716 reviews)
"I enjoyed my stay here. My only con is our room temperature was not cold enough. We couldn’t get the AC thermostat to make it cooler."

Reviewed on Jul. 31, 2025

Hyatt Regency Baltimore Inner Harbor
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

3 out of 5
1734 W Nursery Rd, Linthicum Heights, MD
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Aug 24 to Aug 25
CA $107
CA $122 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (3,826 reviews)
"Pleasant stay with everything we needed."

Reviewed on Aug. 2, 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St, Baltimore, MD
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Aug 28 to Aug 29
CA $210
CA $246 total
Aug 28 - Aug 29
includes taxes & fees
8.4/10 Very Good! (2,265 reviews)
"We really liked the location of the property and the cleanliness of the room."

Reviewed on Jul. 30, 2025

Renaissance Baltimore Harborplace Hotel
See all 1,270 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 $557, 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.

Discover the most popular places to visit in Cheswolde

Oriole Park at Camden Yards

Oriole Park at Camden Yards

Watch Baltimore’s beloved baseball team play on their home field, located inside a groundbreaking stadium famous for blending classic and modern design elements.

Oriole Park at Camden Yards
Baltimore Inner Harbor Marina

Baltimore Inner Harbor Marina

The transformed former seaport is packed with museums, shops and family attractions and is one of the city’s most photographed areas.

Baltimore Inner Harbor Marina
National Aquarium in Baltimore

National Aquarium in Baltimore

Inner Harbor’s biggest attraction recreates the marine and terrestrial habitats of thousands of animals from many parts of the globe.

National Aquarium in Baltimore

Things to do

Spirit of Baltimore Lunch Cruise boat

Spirit of Baltimore Signature Lunch Cruise

CA $126
per adult
Spirit of Baltimore Signature Lunch Cruise
Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars

CA $199
per adult
84% of travellers recommend
Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $132
per traveller
100% of travellers recommend
Two Flight Indoor Skydiving 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.