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.
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was CA $977, price is now CA $718 per person
CA $718
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (2,206 reviews)
We had the pleasure of staying at the Phoenix DC. We really enjoyed our visit; hotel has outstanding food. The room and door attendants were very friendly and helpful. They have a little mini coffee station open 24/7 and deliver bottled water to your room daily. Location is outstanding, very close to Union Station for transportation needs, the U.S. Capital is on the same street.

Reviewed on Jul 13, 2026

Convention Center PH Free indoor parking

Convention Center PH Free indoor parking

4 out of 5
Downtown Baltimore
Price was CA $1,818, price is now CA $1,236 per person
CA $1,236
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
6/10 (1 review)

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Price was CA $1,185, price is now CA $814 per person
CA $814
per person
Sep 3 - Sep 6
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,196 reviews)
Our stay was very enjoyable. Hotel in center of the Wharf area which is full of restaurants and entertainment. Staff was friendly and very accommodating. Would definitely stay there again.

Reviewed on Jul 14, 2026

Super 8 By Wyndham Baltimore Northwest

Super 8 By Wyndham Baltimore Northwest

2 out of 5
Woodlawn
Price was CA $1,494, price is now CA $1,080 per person
CA $1,080
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.2/10 Very good! (1,055 reviews)
The room was sufficient, it met our needs for the one night. Room was cleaned, but the outside steps to the rooms were not cleaned.

Reviewed on Jul 13, 2026

The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Price was CA $1,468, price is now CA $1,082 per person
CA $1,082
per person
Oct 9 - Oct 12
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)
Great

Reviewed on Jul 13, 2026

Ready to book your vacation to Jessup?

 

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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 $129 per night from Jul 20 to Jul 21
CA $129
CA $145 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Stopped for an overnight stay while traveling. Hotel staff were extremely kind and friendly. Room was immaculate. Highly recommend. I will definitely stay here on my return trip for an overnight stay."

Reviewed on Jul 15, 2026

Holiday Inn Columbia East-Jessup by IHG
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
20 W Baltimore St Baltimore MD
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Jul 16 to Jul 17
CA $136
CA $160 total
Jul 16 - Jul 17
includes taxes & fees
8.4/10 Very good! (2,971 reviews)
"Great time."

Reviewed on Jul 15, 2026

Lord Baltimore Hotel
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 29 to Jul 30
CA $135
CA $202 total
Jul 29 - Jul 30
includes taxes & fees
9/10 Wonderful! (1,910 reviews)
"I enjoyed my beautiful, functional, appropriately sized (i.e., small) room in the stately Maryland House. Though the street outside was bustling, the interior was quiet and peaceful. The staffers I met were lovely and helpful, and everything was tasteful. (Except the lobby coffee. That was ..."

Reviewed on Jul 15, 2026

Historic Inns of Annapolis
See all 3,951 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.
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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 $143
per traveller
94% of travellers recommend
Two Flight Indoor Skydiving Experience
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
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 $718 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.