Jessup Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

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.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $824, price is now CA $645 per person
CA $645
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.4/10 Very Good! (1,005 reviews)
Everything was perfect, but if the management will put microwave in the room that would also be helpful for customers as well as their refrigerator was looks ild

Reviewed on May 26, 2026

The Normandy Hotel

The Normandy Hotel

3 out of 5
Northwest
Price was CA $1,350, price is now CA $1,002 per person
CA $1,002
per person
Jul 2 - Jul 6
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,005 reviews)
Very clean small boutique hotel close walking distance to many restaurants. It was also walkable to Embassy Row, and the National Cathedral where we had a memorial service for a family member. The White House was a 1.5 mile easy walk where we could catch a hop on hop off bus. Staff very responsive. Continental breakfast had many items including a pancake maker, bagels, English muffins and breads, hardboiled eggs, yogurt, cereal. We will stay here again if we return to DC.

Reviewed on May 27, 2026

The William Fell Baltimore, Tapestry Collection by Hilton

The William Fell Baltimore, Tapestry Collection by Hilton

3.5 out of 5
Fells Point
Price was CA $1,706, price is now CA $1,333 per person
CA $1,333
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.2/10 Wonderful! (204 reviews)
We had a very nice day for our daughter's graduation. Really appreciated the coffee and ice water in the lobby, staff was great super helpful. The hotel is rather small but quaint ,lovely decorated, clean with a great location !

Reviewed on May 21, 2026

Chase at Baltimore Harbor

Chase at Baltimore Harbor

3.5 out of 5
Downtown Baltimore
Price was CA $815, price is now CA $649 per person
CA $649
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
2/10 (2 reviews)
Hyatt Regency Bethesda

Hyatt Regency Bethesda

4 out of 5
Bethesda Downtown
Price was CA $1,144, price is now CA $915 per person
CA $915
per person
Jul 6 - Jul 11
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,314 reviews)
Property was nice and clean. The staff was helpful. Metro was right next door, so easy for transportation.

Reviewed on May 24, 2026

Ready to book your vacation to Jessup?

 

Choose your dates

Jessup Hotel Deals

Holiday Inn Columbia East-Jessup by IHG

Holiday Inn Columbia East-Jessup by IHG

3 out of 5
7900 Washington Blvd Jessup MD
Fully refundable
The price is CA $121 per night from May 31 to Jun 1
CA $121
CA $136 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"We had a nice comfortable stay."

Reviewed on May 25, 2026

Holiday Inn Columbia East-Jessup by IHG
Crowne Plaza College Park - Washington DC by IHG

Crowne Plaza College Park - Washington DC by IHG

3.5 out of 5
6400 Ivy Lane Greenbelt MD
Fully refundable
The price is CA $130 per night from May 31 to Jun 1
CA $130
CA $146 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (2,542 reviews)
"The bedroom was not fitted for handicapped especially if you have a wheelchair. The hallway in the 16th floor smelled smoke and carpet was dirty even in the bedroom. The hot water came on after 30 minutes of waiting and the water pressure was so slow. The highlight of our stay was the behavior and ..."

Reviewed on May 28, 2026

Crowne Plaza College Park - Washington DC by IHG
Fairfield Inn by Marriott Washington D.C.

Fairfield Inn by Marriott Washington D.C.

3 out of 5
2305 New York Ave Ne Washington DC
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Jun 7 to Jun 8
CA $234
CA $271 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (1,498 reviews)
"The hotel staff was exceptional and special shout out to Chris Hawkins at the front desk who helped us with our printing documents."

Reviewed on May 26, 2026

Fairfield Inn by Marriott Washington D.C.
See all 4,084 properties in Jessup
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Jessup

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
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
0_172365225

Baltimore Convention Center

During your trip, find out what's happening at Baltimore Convention Center, a top convention center in Baltimore. Amble around this vibrant area's waterfront or attend a sporting event.

Baltimore Convention Center

What to do in Jessup

Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $138
per traveller
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

CA $55
per traveller
Dining at Hard Rock Cafe Baltimore
Glow in the Dark Splatter Paint Experience

Glow in the Dark Splatter Paint Experience

CA $55
per adult
78% of travellers recommend
Glow in the Dark Splatter Paint Experience
See all activities in Jessup

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.