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.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was CA $1,064, price is now CA $764 per person
CA $764
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (1,866 reviews)
We stay here every time we come into Annapolis. It’s a wonderful Hotel wonderful staff and a great location.

Reviewed on Jun 23, 2026

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $1,315, price is now CA $929 per person
CA $929
per person
Jul 30 - Aug 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very good! (1,022 reviews)
This is a safe, nice hotel on a college campus in a great location of DC. The staff was friendly and professional. The only thing we had an issue is with allergies. Seemed like a dust issue as the rooms all have the air conditioning with recycled air. Overall great property.

Reviewed on Jun 15, 2026

Tysons Corner Marriott

Tysons Corner Marriott

4 out of 5
Tysons
Price was CA $1,653, price is now CA $1,249 per person
CA $1,249
per person
Jul 30 - Aug 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,009 reviews)
Elevator operation is very inefficient. Face wash drainage is somehow plugged.

Reviewed on May 22, 2026

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Price was CA $2,508, price is now CA $1,933 per person
CA $1,933
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9.2/10 Wonderful! (208 reviews)
Great location. Great restaurant. Not too busy. Rooms are well appointed although showing some wear. I will be back.

Reviewed on Jun 15, 2026

The Westin Annapolis

The Westin Annapolis

4 out of 5
Price was CA $1,137, price is now CA $878 per person
CA $878
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.8/10 Excellent! (1,000 reviews)
Good location, nice hotel

Reviewed on Jun 1, 2026

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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 $149 per night from Jul 1 to Jul 2
CA $149
CA $168 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"It would be great if the pool was available until midnight so after show at Merriweather cool down is possible. Understand that it would need to be a quite swim to avoid disturbing guests but since no life guard every on duty…"

Reviewed on Jun 23, 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 refundableReserve now, pay when you stay
The price is CA $143 per night from Jun 28 to Jun 29
CA $143
CA $162 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (2,637 reviews)
"Staff was excellent, the property was very clean. The beds were also comfy."

Reviewed on Jun 23, 2026

Crowne Plaza College Park - Washington DC by IHG
Sonesta Hotel Baltimore Inner Harbor

Sonesta Hotel Baltimore Inner Harbor

4 out of 5
1 East Redwood Street Baltimore MD
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Jul 12 to Jul 13
CA $138
CA $162 total
Jul 12 - Jul 13
includes taxes & fees
8.2/10 Very good! (1,616 reviews)
"The entire experience was not good"

Reviewed on Jun 22, 2026

Sonesta Hotel Baltimore Inner Harbor
See all 4,035 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.
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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
National Aquarium in Baltimore

National Aquarium in Baltimore

Inner Harbor’s biggest attraction recreates the marine and terrestrial habitats of thousands of animals from many parts of the globe.

National Aquarium in Baltimore

What to do in Jessup

Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $140
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

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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.