Cheswolde Holidays from AU$1,895

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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.

Top Holiday Package Deals in Cheswolde

Price found within the past 48 hours. Click for updated prices.
DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
Price was AU$1,998, price is now AU$1,895 per person
AU$1,895
per person
18 May - 22 May
found 4 hours ago
Return direct flight included
Honolulu (HNL) to Baltimore (BWI)
8.4/10 Very Good! (1,248 reviews)
The lobby was nice and staff was welcoming!

Reviewed on 23 Mar 2026

Crowne Plaza College Park - Washington DC by IHG

Crowne Plaza College Park - Washington DC by IHG

3.5 out of 5
Price was AU$2,208, price is now AU$2,046 per person
AU$2,046
per person
18 May - 22 May
found 4 hours ago
Return direct flight included
Honolulu (HNL) to Baltimore (BWI)
8.4/10 Very Good! (2,329 reviews)
Clean room, great staff, amazing room and view. Only issue was with the location being 20-25 mins away from city and the bar who over charged $125 for 4 shots of whiskey and 1 Espresso Martini. She did try to make the bill for 25 mins and finally charged $125. I dont know in what world they would charge this much for. I purchase the same black label 750ml bottle for $48 and 4 shots of 30ml costed me approx $100 makes no sense at all.

Reviewed on 25 Mar 2026

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was AU$2,079, price is now AU$1,937 per person
AU$1,937
per person
18 May - 22 May
found 4 hours ago
Return direct flight included
Honolulu (HNL) to Baltimore (BWI)
8.4/10 Very Good! (2,675 reviews)
great stay no complaints

Reviewed on 26 Mar 2026

The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

3.5 out of 5
Price was AU$2,225, price is now AU$2,074 per person
AU$2,074
per person
18 May - 22 May
found 4 hours ago
Return direct flight included
Honolulu (HNL) to Baltimore (BWI)
9.4/10 Exceptional! (1,663 reviews)
It was our anniversary. We had a good time.

Reviewed on 24 Mar 2026

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
Inner Harbor

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

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$305 per night from 5 Apr to 6 Apr
AU$305
5 Apr - 6 Apr
includes taxes & fees
8.4/10 Very Good! (2,475 reviews)
Had a relaxing staycation here, beautiful rooms. good food/bar will be back soon

Reviewed on 24 Mar 2026

Renaissance Baltimore Harborplace Hotel
Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

3.5 out of 5
511 S Central Ave Baltimore MD
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 8 Apr to 9 Apr
AU$235
8 Apr - 9 Apr
includes taxes & fees
8.4/10 Very Good! (2,458 reviews)
Before we had gotten there I had thought I paid the full amount including accidental fees. When I arrived there I had to pay an additional 200+ dollars for any damage done in the room and accidental fees. To then find out that valet parking is taking out of that charge. It was not enough communication. ...

Reviewed on 25 Mar 2026

Hyatt Place Baltimore Inner Harbor
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
711 Eastern Avenue Baltimore MD
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 5 Apr to 6 Apr
AU$159
5 Apr - 6 Apr
includes taxes & fees
8.4/10 Very Good! (1,019 reviews)
Incredible location and harbor views. Big room. Would have liked a regular duvet but it was a thinner one. Very friendly staff. I parked in a big parking garage called Harbor 5. I thought it was going to be payed for by the hotel but it wasn’t. $35 per 24 hours. Felt like a safe neighborhood. Check ...

Reviewed on 25 Mar 2026

Pier 5 Hotel Baltimore
See all 1,317 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 AU$1,895, 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

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
Johns Hopkins University

Johns Hopkins University

Enjoy the student vibe at Johns Hopkins University during your stay in Baltimore. Amble around this vibrant area's waterfront or attend a sporting event.

Johns Hopkins University
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

Activities

Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars

AU$185
per adult
88% of travellers recommend
City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars
Picture 3 for Activity Baltimore: Fells Point Walking Foodie and History Tour

Discover Baltimore: Fells Point Culinary Food Tour

AU$154
per adult
100% of travellers recommend
Discover Baltimore: Fells Point Culinary Food Tour
Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

AU$57
per traveller
Dining at Hard Rock Cafe Baltimore
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.