Port Deposit Vacation Packages

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Your Port Deposit Vacation

Well known for its rich history and spectacular views, Port Deposit is an excellent getaway destination. Lock in one of our Port Deposit vacation packages and uncover all that this exciting city has to offer. Fill your days with visits to Hollywood Casino, Conowingo Dam and Havre de Grace Promenade, some of the things you really should see during your trip to Port Deposit. Whoever you're taking a break with and whatever you want to spend, your dream Port Deposit vacation is just a few clicks away with Expedia.

Top Port Deposit Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Studio 6 Corporate Extended Stay Philadelphia Malvern Swedesford Rd. PA

Studio 6 Corporate Extended Stay Philadelphia Malvern Swedesford Rd. PA

CA $784
per person
Oct 12 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Philadelphia (PHL)
6.4/10 (923 reviews)
YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

South Philadelphia
CA $1,417
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
9.8/10 Exceptional! (73 reviews)
 Greystone Manor Bed & Breakfast

Greystone Manor Bed & Breakfast

CA $862
per person
Oct 12 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Philadelphia (PHL)
8.4/10 Very good! (458 reviews)
Great staff and nice place to stay however our room had no hot water so we took cold showers which was disappointing especially since a soaking tub was one of the features of our room. There was also a strong sewage smell in our room which was concerning. All other amenities were great though. Pool and breakfast was wonderful. Staff is friendly and accommodating.

Reviewed on Aug 4, 2026

The Windsor Suites

The Windsor Suites

Center City
CA $915
per person
Oct 12 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Philadelphia (PHL)
8.8/10 Excellent! (3,087 reviews)
Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

Center City
CA $966
per person
Oct 12 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Philadelphia (PHL)
9.4/10 Exceptional! (1,695 reviews)

Ready to book your vacation to Port Deposit?

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Port Deposit Hotel Deals

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

1240 Chesapeke Overlook Parkway Perryville MD
CA $250
CA $279 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (287 reviews)
"The hotel is nice, they do many activities I thought it was great the previous ones a little expensive and the cleanliness I give it a 4, in general I recommend them"

Reviewed on Aug 6, 2026

Great Wolf Lodge Perryville
Red Roof Inn & Suites Newark - University

Red Roof Inn & Suites Newark - University

1119 S College Avenue Newark DE
Fully refundableReserve now, pay when you stay
CA $100
CA $111 total
Sep 6 - Sep 7
includes taxes & fees
Red Roof Inn & Suites Newark - University
Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

654 S College Ave Newark DE
Fully refundableReserve now, pay when you stay
CA $149
CA $166 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very good! (1,019 reviews)
"The staff was accident that was the best part of the whole ordeal"

Reviewed on Aug 6, 2026

Embassy Suites by Hilton Newark Wilmington South
See all 394 properties in Port Deposit
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.

Stay near popular Port Deposit attractions

Community Connecting - Labyrinth

Enjoy an outing to Community Connecting - Labyrinth during your stay in Port Deposit. Wander the waterfront or discover the area's sunrises.
See properties

Frequently asked questions

How much does a Port Deposit vacation package cost?
You can pick up a vacation package to this top destination from CA $784 on Expedia. However, how much your vacation to Port Deposit costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Port Deposit?
To pick up cheap Port Deposit vacation packages, plan your getaway outside of busy periods such as school holidays. You'll typically find lower prices and better availability in the off-season or when it's less busy.
How many days is enough for Port Deposit?
For a Port Deposit vacation, a handful of days will be enough to explore the top spots. Make sure to visit Conowingo Dam — it's one of the top attractions in this destination. If you're after more activities, think about basing yourself here and setting off on some day tours from Port Deposit.
How to find the best Port Deposit package deals?
Use Expedia's handy filters to find some fabulous Port Deposit package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Port Deposit package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Port Deposit vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays individually. Better still, you can personalize your Port Deposit getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Port Deposit?
If you're considering a spontaneous Port Deposit trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Port Deposit?
  1. Choose when to travel: Check your schedule and get your bags packed. Your preferred season and the activities available will also help you decide when to vacation in Port Deposit.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Port Deposit.
  3. Set the duration of your trip: Start by listing all the activities and attractions you want to experience in Port Deposit. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, lock in the right Port Deposit vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.