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.
Holiday Inn Columbia East-Jessup by IHG
Price was CA $1,374, price is now CA $994 per person
CA $994
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.6/10 Excellent! (1,011 reviews)
The staff were friendly and helpful. The room was clean and comfortable. There were lots of restaurants and stores near by. Check out was quick and easy.
Reviewed on Jun 24, 2026
Sheraton Baltimore North Hotel
Price was CA $1,653, price is now CA $1,133 per person
CA $1,133
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,000 reviews)
The staff was very friendly, and the shuttle service went above and beyond. However, my bill had a number of charges from some other guests' TV box on it. It took several calls to get my statement corrected, and I was told the TV boxes are sometimes moved to other rooms and then not reprogrammed. CHECK your TV when you arrive. If it does not have your name on it contact the front desk immediately.
Reviewed on Jun 26, 2026
DoubleTree Hotel Baltimore - BWI Airport
Price was CA $1,444, price is now CA $1,058 per person
CA $1,058
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,168 reviews)
The front desk staff was amazing.
Reviewed on Jun 23, 2026
Swanendele Inn at St. Mary's Maryland
Price was CA $3,181, price is now CA $2,460 per person
CA $2,460
per person
Aug 9 - Aug 14
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.8/10 Exceptional! (33 reviews)
Everything about the Swanendele Inn was exceptional: the location, the accommodations, the facilities, the decor, the hosts, and, not least, the breakfast. In fact, you could spend several days just exploring the remarkable antiques and artifacts around the place. However, what made the strongest impression was the fiery glow of dawn though the pine trees outside our balcony every morning in the Margeret Brent suite. Rhododaktylos, "The rosy-fingered dawn": I never understood the true meaning of that phrase until I saw that.
Reviewed on Aug 4, 2025
Holiday Inn Express Hotel & Suites Columbia East - Elkridge by IHG
Price was CA $1,398, price is now CA $1,101 per person
CA $1,101
per person
Sep 18 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,004 reviews)
Staff was helpful. A primary reasons we booked was because of the pool which was closed.
Reviewed on Jun 22, 2026
Jessup Hotel Deals
Holiday Inn Columbia East-Jessup by IHG
7900 Washington Blvd Jessup MD
Fully refundable
The price is CA $143 per night from Jul 5 to Jul 6
CA $143
CA $162 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"My wife and I very much appreciated one of the breakfast staff, Jeffrey, who went out of his way to explain all the items on the buffet and to help us find some extra items. He was extremely polite and attentive."
Reviewed on Jun 28, 2026
Crowne Plaza College Park - Washington DC by IHG
6400 Ivy Lane Greenbelt MD
Fully refundable
The price is CA $125 per night from Jul 26 to Jul 27
CA $125
CA $141 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (2,652 reviews)
"Breakfast was perfect and stuff excellent 👍"
Reviewed on Jun 27, 2026
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
1734 W Nursery Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Jul 26 to Jul 27
CA $109
CA $124 total
Jul 26 - Jul 27
includes taxes & fees
8.2/10 Very good! (4,667 reviews)
"Breakfast was very good."
Reviewed on Jun 28, 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
What to do in Jessup
Two Flight Indoor Skydiving Experience
CA $140
per traveller
94% of travellers recommend
Glow in the Dark Splatter Paint Experience
CA $55
per adult
78% of travellers recommend
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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.
