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.
The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Price was CA $1,186, price is now CA $883 per person
CA $883
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,159 reviews)
The room is much older than it appears in the photos. There is currently an active construction site near the hotel, causing constant noise from 9 AM to 5 PM, Monday through Friday. Expect frequent loud construction noise throughout the day. The room is poorly maintained and the vent in the bathroom is completely non-functional.

Reviewed on May 26, 2026

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Price was CA $2,278, price is now CA $1,554 per person
CA $1,554
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (205 reviews)
Everyone was so helpful and friendly. Place was clean and in the perfect location, the rooms are decorated very nicely. We loved our stay.

Reviewed on May 24, 2026

The Waypoint

The Waypoint

2 out of 5
West Rehoboth
Price was CA $1,654, price is now CA $1,132 per person
CA $1,132
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (95 reviews)
Wonderful property. Definitely a hidden gem. Will definitely stay here again on our next trip

Reviewed on May 18, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $1,324, price is now CA $941 per person
CA $941
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
Unexpected upgrade at check in. Was much appreciated!

Reviewed on May 16, 2026

The Breakers Hotel & Suites

The Breakers Hotel & Suites

2.5 out of 5
Downtown
Price was CA $1,873, price is now CA $1,410 per person
CA $1,410
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,831 reviews)
I have stayed at the breakers for several years about twice a year. It's convenient to the beach for those early birds who like to watch the sunrise. It's close to the electric charger which I need for my car. It's not far from the main street and restaurants. At the same time, across the street is lake with geese and rabbits. I enjoy watching them. It was pointed out during this trip that there are so many cameras on the property that I felt even more comfortable there. Also, it's never loud. My only disappointment is the breakfast. Please bring back your pre-Covid breakfast!

Reviewed on May 20, 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 $120 per night from May 31 to Jun 1
CA $120
CA $136 total
May 31 - Jun 1
includes taxes & fees
8.6/10 Excellent! (1,009 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 $129 per night from May 31 to Jun 1
CA $129
CA $146 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (2,541 reviews)
"Wonderful breakfast. Great location near beltway."

Reviewed on May 26, 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 $233 per night from Jun 7 to Jun 8
CA $233
CA $270 total
Jun 7 - Jun 8
includes taxes & fees
8.6/10 Excellent! (1,494 reviews)
"Breakfast little"

Reviewed on May 25, 2026

Fairfield Inn by Marriott Washington D.C.
See all 4,098 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

4.5/5(15 reviews)

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

4.5/5(17 reviews)

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

4/5(15 reviews)

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.