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.
The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

5 out of 5
Southwest
Price was CA $1,070, price is now CA $799 per person
CA $799
per person
Jan 7 - Jan 11
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.4/10 Exceptional! (1,072 reviews)

Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5 out of 5
Price was CA $4,080, price is now CA $2,973 per person
CA $2,973
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.8/10 Exceptional! (36 reviews)
Fantastic location. Great breakfast. Very gracious hosts.

Reviewed on Oct 13, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,478, price is now CA $1,113 per person
CA $1,113
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)

Eaton DC

Eaton DC

4.5 out of 5
Downtown Washington D.C.
Price was CA $1,030, price is now CA $806 per person
CA $806
per person
Jan 7 - Jan 11
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9.2/10 Wonderful! (1,633 reviews)
Great stay

Reviewed on Nov 1, 2026

Capitol Hill Hotel

Capitol Hill Hotel

4 out of 5
Capitol Hill
Price was CA $1,151, price is now CA $902 per person
CA $902
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,454 reviews)
Breakfast is fantastic. Great location to use train. Not crazy about $70 fee. We did not need bikes or Peloton. Room was fantastic, but bathroom small. However, water pressure was awesome, and the bathroom off of the dressing room perfect. No bathroom fan, but dressing room space helped. Loved it.

Reviewed on Nov 1, 2026

Ready to book your vacation to Jessup?

 

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Stay near popular Jessup attractions

Historic Savage Mill

7.6/10 (43 reviews)
During your visit to Jessup, you can browse for the perfect souvenirs at Historic Savage Mill. Experience the lively festivals or attend a sporting event in this family-friendly area.
See properties

What to do in Jessup

Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $144
per traveller
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Baltimore: Inner Harbor Sunset Cruise

Baltimore: Inner Harbor Sunset Cruise

CA $68
per adult
Baltimore: Inner Harbor Sunset Cruise
Grand entrance to the Hard Rock Cafe in Baltimore

Dining at Hard Rock Cafe Baltimore

CA $57
per traveller
Dining at Hard Rock Cafe Baltimore
See all activities in Jessup

Frequently asked questions

How much does a Jessup vacation package cost?
Offering great value package deals from CA $799 on Expedia, you'll be surprised at how little a vacation to Jessup costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Jessup?
You can usually find lower rates and better availability in January, February and March. Explore our cheap Jessup vacation packages and you could land some excellent off-season deals.
How many days is enough for Jessup?
Dedicate around 2 days for your Jessup vacation to really immerse yourself in all that makes this place special. Stroll around key areas, including Savage-Guilford and Dorsey. Then tick off top sights such as Laurel Park and National Security Agency Headquarters. With a well-planned itinerary, you'll be kept busy with room for some downtime too. Want to go beyond Jessup? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Jessup?
It's easy to see why a Jessup vacation is on the must-do list of many travellers. Well-known attractions like Historic Savage Mill are just the start of what you can explore here.
How to find the best Jessup package deals?
Start your search for a Jessup package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Jessup package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Jessup adventure underway.
Is it cheaper to book a Jessup vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights separately. Better still, you can personalize your Jessup getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Jessup?
If you're planning a spur-of-the-moment Jessup trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Jessup?

  1. Pick your dates: What you want to do in Jessup and your preferred season can help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Jessup.
  3. Decide your trip length: Think about how much time you want to spend exploring Jessup. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Jessup vacation package.

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