Jessup Vacations from $180

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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.

The Latest Jessup vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Baltimore Inner Harbor
DoubleTree by Hilton Hotel Laurel
Lord Baltimore Hotel
Hotel Indigo Baltimore Downtown by IHG
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG
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Discover the most popular places to visit in Jessup

What to do in Jessup

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
$89 nightly
The price is $101 total per night from Sep 21 to Sep 22
$101 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (1,004 reviews)
"However, it says that the breakfast included for two people, the staff charged us for all three."

Reviewed on Aug 21, 2025

Holiday Inn Columbia East-Jessup by IHG
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street, Baltimore, MD
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $187 total per night from Aug 25 to Aug 26
$187 total
Aug 25 - Aug 26
Total with taxes and fees
8.2/10 Very Good! (1,752 reviews)
"This property was fantastic! Easy check-in/out process, friendly staff."

Reviewed on Aug 22, 2025

Hyatt Regency Baltimore Inner Harbor
Hotel Arboretum

Hotel Arboretum

2 out of 5
1917 Bladensburg Rd, NE, Washington, DC
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Sep 1 to Sep 2
$107 total
Sep 1 - Sep 2
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
"Easy access from main road."

Reviewed on Aug 23, 2025

Hotel Arboretum
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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Frequently asked questions

How much does a Jessup vacation package cost?
You'll find cheap prices from $180 on Expedia for your Jessup escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Jessup costs.
What are the cheapest months to go to Jessup?
December, January and February are great times to search for cheap Jessup vacation packages. Choosing to travel in less busy periods means you can typically find lower prices on hotels and flights.
How many days is enough for Jessup?
The ideal length for your Jessup vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to hit all the leading sights and discover some hidden treasures along the way.
Is it worth booking a vacation package to Jessup?
It's no wonder a Jessup vacation is on the to-do list of many travelers. Leading attractions like Historic Savage Mill are just the start of things to see and do here.
How to find the best Jessup package deals?
Use Expedia's handy filters to find some terrific Jessup package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Jessup package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Jessup vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels separately. Better still, you can personalize your Jessup getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Jessup?
If you have your Jessup vacation dates locked in, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Jessup?

  1. Choose your travel dates: The things you want to do in Jessup and your favorite season can help you decide when to get away.
  2. Budget wisely: Besides the cost of your accommodations, you should consider other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Jessup.
  3. Organize your Jessup escape with our trip planning tool: Look for and book stays and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Jessup together.
  4. Set the duration of your trip: Start by listing all the activities and sights you'd like to experience in Jessup. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Jessup vacation package.
  6. Book any day trips or activities: Here's the fun part — organizing everything you want to see and do. Explore some of the best things to do in Jessup in Jessup and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Jessup vacation packages?
Set off on your dream getaway to Jessup with our Book Now, Pay Later vacations. No need to save up or wait until the next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.