Jessup Vacations from $378

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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.
DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
Price was $499, price is now $378 per person
$378
per person
May 22 - May 25
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,247 reviews)
Staff was very professional, helpful and friendly.. parking rates are amazing. Great restaurant inside. Would visit again

Reviewed on Mar 2, 2026

Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $1,174, price is now $862 per person
$862
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,000 reviews)
Nice room, clean view of the water.

Reviewed on Feb 20, 2026

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
Save 100% on your flight
Price was $2,133, price is now $1,568 per person
$1,568
per person
May 22 - May 29
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (1,000 reviews)
Nice room, enjoyed the hotel bar and restaurant and staff were friendly and helpful

Reviewed on Feb 16, 2026

Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
Price was $1,640, price is now $1,207 per person
$1,207
per person
May 22 - May 29
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (155 reviews)
The Sandaway is a very peaceful and relaxing place to stay. We chose to stay there while attending the Waterfowl Festival in Easton. Oxford is a quiet town and we enjoyed coming back to the Sandaway to relax and watch the sunset over the river. We also loved the antique furniture in the common areas, as well as in our room. We had a room on the second floor with a porch overlooking the river. One night, it was fairly mild, so we kept the door open so we could hear the waves washing up to the shore. The owners are very nice and helpful, and work hard to ensure their guests are happy. We will definitely come back to stay here.

Reviewed on Nov 19, 2025

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
Price was $1,462, price is now $1,123 per person
$1,123
per person
May 22 - May 29
found 22 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,006 reviews)
The staff was very helpful. The room was nice and there were shops & restaurants nearby.

Reviewed on Feb 27, 2026

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The Annual Vacation Sale

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Discover the most popular places to visit in Jessup

Baltimore Inner Harbor Marina

Baltimore Inner Harbor Marina

4.5/5(1,069 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(495 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
Johns Hopkins Hospital in Baltimore

Johns Hopkins Hospital

4.5/5(275 reviews)

Though Johns Hopkins Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Baltimore while you are here.

Johns Hopkins Hospital

What to do in Jessup

Evening view of the roof top deck on the Spirit of Baltimore cruise vessel

City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars

$130
per adult
88% of travellers recommend
City Cruises Baltimore: Signature Buffet Dinner Cruise with Live DJ & Bars
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

$101
per traveler
94% of travellers recommend
Two Flight Indoor Skydiving Experience
Italian Pasta Making Class for Beginners in Baltimore

Italian Pasta Making Class for Beginners in Baltimore

$75
per adult
Italian Pasta Making Class for Beginners in Baltimore
See all activities in Jessup

Jessup Hotel Deals

citizenM Washington DC NoMa

citizenM Washington DC NoMa

4 out of 5
1222 1ST STREET NE Washington DC
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $157 total per night from Mar 8 to Mar 9
$157 total
Mar 8 - Mar 9
Total with taxes and fees
9.2/10 Wonderful! (2,787 reviews)
First time at the CitizenM and my son and I enjoyed our stay. Real swanky atmosphere, colorful and eclectic. The bar was clean, the chicken nachos were good and staff were friendly. Check-in process was smooth, self assisted and we were allowed to choose our room. My kid opted for the higher floor ...

Reviewed on Mar 1, 2026

citizenM Washington DC NoMa
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
$93 nightly
The price is $105 total per night from Mar 24 to Mar 25
$105 total
Mar 24 - Mar 25
Total with taxes and fees
8.4/10 Very Good! (2,301 reviews)
The bathroom was a little smelly when we arrived, like someone has just used it. The phone did not work.

Reviewed on Mar 2, 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
$123 nightly
The price is $143 total per night from Mar 15 to Mar 16
$143 total
Mar 15 - Mar 16
Total with taxes and fees
8.6/10 Excellent! (1,285 reviews)
Very helpful staff & clean room :)

Reviewed on Mar 1, 2026

Fairfield Inn by Marriott Washington D.C.
See all 4,251 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.

Find the Best Jessup Vacation Packages

Jessup Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)
Population
7,100
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Guinness Open Gate Brewery & Barrel House, Patapsco Valley State Park and Blandair Regional Park

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Frequently asked questions

How much does a Jessup vacation package cost?
You'll find cheap prices from $378 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.

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.