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.
Motel 6 Linthicum Heights, MD - BWI Airport

Motel 6 Linthicum Heights, MD - BWI Airport

2 out of 5
Pumphrey
Price was CA $1,456, price is now CA $1,090 per person
CA $1,090
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
6.4/10 (1,003 reviews)
The double room was very small. The door would not close all the way you could see the light from outside from the side and from under the door room 332. The Blanket had smoke holes in it more than a few and pretty big size. The staff was nice tho. People live there full time- no judgement tho just making a statement .

Reviewed on Jul 6, 2026

Element by Marriott Arundel Mills BWI Airport

Element by Marriott Arundel Mills BWI Airport

3 out of 5
Arundel Mills
Price was CA $1,743, price is now CA $1,188 per person
CA $1,188
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (1,006 reviews)
Didn’t like that room service wasn’t available during my visit. Other than that the location was perfect!

Reviewed on Jul 5, 2026

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was CA $1,891, price is now CA $1,354 per person
CA $1,354
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (2,841 reviews)
We loved the atmosphere of this hotel and the history of it! However, a/c didn’t work in our room, we went out and bought a fan. We woke up so hot so they switched us rooms and that one was still super hot as well. We didn’t even enjoy down time in the room because of this. Other than that, it’s a great place with great staff!

Reviewed on Jul 6, 2026

Convention Center PH Free indoor parking

Convention Center PH Free indoor parking

4 out of 5
Downtown Baltimore
Price was CA $1,809, price is now CA $1,307 per person
CA $1,307
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
6/10 (1 review)

DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
Price was CA $1,642, price is now CA $1,223 per person
CA $1,223
per person
Sep 18 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,176 reviews)
Front desk staff was great. Property was standard but rooms could need some refreshing. Parking was limited. Problem with air conditioning in one of two rooms cooling. Requested service but no one ever showed up to look at problem so spent night in warm room.

Reviewed on Jul 6, 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 $143 per night from Jul 12 to Jul 13
CA $143
CA $162 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Very Clean room and the staff was very friendly"

Reviewed on Jul 5, 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 $132 per night from Jul 26 to Jul 27
CA $132
CA $149 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (2,687 reviews)
"Breakfast options not satisfied"

Reviewed on Jul 6, 2026

Crowne Plaza College Park - Washington DC by IHG
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

3 out of 5
1734 W Nursery Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Jul 20 to Jul 21
CA $110
CA $126 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very good! (4,684 reviews)
"Great shuttle service, staff was very helpful"

Reviewed on Jul 6, 2026

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
See all 4,021 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

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

Baltimore Orioles Baseball Game at Oriole Park

Baltimore Orioles Baseball Game at Oriole Park

CA $31
per adult
Baltimore Orioles Baseball Game at Oriole Park
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $143
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 $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 $1,090 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.

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.