Jessup Vacation Packages
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Your Jessup Vacation
Organizing your next epic escape is a walk in the park with a Jessup vacation package. The neighborhood of Harpers Choice, which is good for golfing, makes a superb base to uncover the treasures of this vibrant city. Make your trip to Jessup even more exciting by going sightseeing. Arundel Mills Mall, Maryland Live Casino and Laurel Park are some of the top attractions you'll want to explore. No matter your travel plans or the size of your budget, organizing a tailored Jessup vacation is a piece of cake with Expedia.
Top Jessup Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel AKA Washington Circle
Downtown Washington D.C.
Price was CA $1,085, price is now CA $824 per person
CA $824
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (1,290 reviews)
Great location. Clean comfortable room
Reviewed on Jun 16, 2026
Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Price was CA $1,214, price is now CA $845 per person
CA $845
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
Very clean & well kept hotel.
Reviewed on Jun 17, 2026
Graduate by Hilton Annapolis
Price was CA $1,657, price is now CA $1,263 per person
CA $1,263
per person
Aug 1 - Aug 7
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (1,006 reviews)
This is the place to stay at in Annapolis. The rooms and beds are so comfortable and clean. The decor is awesome and the bar and restaurant is great. The only thing this place is missing is a Pool and Spa. But there is so much to do in town you don’t need it.
Reviewed on Jun 14, 2026
Hotel Madera
Downtown Washington D.C.
Price was CA $1,091, price is now CA $854 per person
CA $854
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (1,006 reviews)
This was a really mixed experience. On the one hand the room was great - big and spacious and well appointed. I really appreciated some of the details like the quick boiling SMEG kettle and the mini fridge. But on the other, the general service was really lacking.
I had a disappointing experience during check-in (not with me but with watching another customer being poorly looked after), and things didn't really improve from there.
There was particularly poor service in the evenings and nights, and getting the most basic of assistance was just way too hard. I had the sense the staff (particular one) are very unhappy.
And I left thinking I probably wouldn't return.
Reviewed on Jun 17, 2026
Jessup Hotel Deals
Holiday Inn Columbia East-Jessup by IHG
7900 Washington Blvd Jessup MD
Fully refundable
The price is CA $141 per night from Jul 5 to Jul 6
CA $141
CA $160 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Just a business stay. Parking lot was not friendly."
Reviewed on Jun 14, 2026
Sonesta Hotel Baltimore Inner Harbor
1 East Redwood Street Baltimore MD
The price is CA $129 per night from Jul 1 to Jul 2
CA $129
CA $151 total
Jul 1 - Jul 2
includes taxes & fees
8.2/10 Very Good! (1,585 reviews)
"Great for a 2 night stay in the heart of Baltimore"
Reviewed on Jun 16, 2026
Crowne Plaza College Park - Washington DC by IHG
6400 Ivy Lane Greenbelt MD
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Jun 28 to Jun 29
CA $123
CA $139 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very Good! (2,600 reviews)
"I came to town to judge National History Day and was very happy with my stay here. The hotel was very beautiful. The front desk associates were so kind and helpful, and truly tried their hardest to get my handicapped mother a room close to the lobby. Our room was very spacious, clean and the beds ..."
Reviewed on Jun 16, 2026
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.
Stay near popular Jessup attractions
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
