Cheswolde Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Your Cheswolde Holiday

Cheswolde is calling your name! Whatever type of escape you have in mind, you can experience and see more of this neighbourhood with a Cheswolde holiday package. Can't wait to get out and see the sights during your trip to Cheswolde? Make sure you stop by nearby attractions such as Pimlico Race Course, Jewish Community Centre of Baltimore and Cathedral of Mary Our Queen. Don't just dream it — turn it into reality! Lock in your perfect Cheswolde holiday with Expedia and travel your way.

Our guide on where to stay in Cheswolde

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

Inner Harbor

2 out of top 10 points of interest in this area

The captivating waterfront views and popular shops are just a few highlights of Inner Harbor. Make a stop by National Aquarium in Baltimore or Baltimore Inner Harbor Marina while you're exploring the area.

Find hotels in Inner Harbor

Our pick of the best 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 AU$301 per night from 9 Oct to 10 Oct
AU$301
9 Oct - 10 Oct
includes taxes & fees
8.2/10 Very Good! (1,802 reviews)
"Excellent customer service. Close to shops and restaurants"

Reviewed on 15 Sept 2025

Hyatt Regency Baltimore Inner Harbor
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 AU$286 per night from 19 Oct to 20 Oct
AU$286
19 Oct - 20 Oct
includes taxes & fees
8.4/10 Very Good! (2,343 reviews)
"I have no complaints about this hotel. It was in a great location, literally right around the corner from everything. Parking in the garage was easy, they had early check-in available, the room was spacious and clean, and the staff was nice."

Reviewed on 19 Sept 2025

Renaissance Baltimore Harborplace Hotel
Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

3 out of 5
815 Elkridge Landing Road, Linthicum Heights, MD
Fully refundable
The price is AU$197 per night from 29 Sept to 30 Sept
AU$197
29 Sept - 30 Sept
includes taxes & fees
9.2/10 Wonderful! (1,036 reviews)
"EVERYTHING WAS WONDERFUL AND THE STAFF AMAZING!"

Reviewed on 20 Sept 2025

Holiday Inn Baltimore BWI Airport by IHG
See all 1,277 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Cheswolde holiday package cost?
The cheapest Cheswolde holiday package is , 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 holiday 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 holiday 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 holiday 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 holiday?
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 travelling 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 holiday package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Cheswolde Expedia holiday 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 holiday package?
It's impossible to predict what the future holds, so it's comforting to know that you can cancel or change your Cheswolde holiday 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
National Aquarium in Baltimore

National Aquarium in Baltimore

Discover underwater habitats from around the world at this mammoth attraction in Baltimore’s Inner Harbor district.

National Aquarium in Baltimore
M&T Bank Stadium

M&T Bank Stadium

Catch an event at M&T Bank Stadium during your trip to Baltimore. Amble around this vibrant area's waterfront or experience its fascinating museums.

M&T Bank Stadium

Activities

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

AU$207
per adult
84% of travellers recommend
Spirit of Baltimore Signature Buffet Dinner Cruise with Live DJ & Bars
Spirit of Baltimore Lunch Cruise boat

Spirit of Baltimore Signature Lunch Cruise

AU$120
per adult
Spirit of Baltimore Signature Lunch Cruise
Picture 3 for Activity Baltimore: Fells Point Walking Foodie and History Tour

Discover Baltimore: Fells Point Culinary Food Tour

AU$165
per adult
100% of travellers recommend
Discover Baltimore: Fells Point Culinary Food 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.