Stewartstown Vacation Packages

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Your Stewartstown Vacation

With a vacation package to Stewartstown, all the planning is taken care of beforehand. This gives you extra time to uncover some of the best things about this rural city, such as its rich history, small-town feel and welcoming locals. If taking in sights is part of the program during your trip to Stewartstown, swing by leading attractions like Markets at Shrewsbury, Naylor Wine Cellars and Steam Into History. Expedia is here to help you escape your daily routine. Tailor your vacation to Stewartstown to match your travel style, whatever that may be!

Top Stewartstown Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Studio 6 Suites Catonsville, Md – Baltimore West

Studio 6 Suites Catonsville, Md – Baltimore West

2 out of 5
Price was CA $1,348, price is now CA $977 per person
CA $977
per person
Sep 19 - Sep 24
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (488 reviews)
The staff was pleasant that registered me. The room, air conditioning was perfect. My son was able to drink coffee. The beds were comfortable we had a great nights rest!

Reviewed on Jul 7, 2026

DoubleTree by Hilton Baltimore North - Pikesville

DoubleTree by Hilton Baltimore North - Pikesville

4 out of 5
Price was CA $1,522, price is now CA $1,095 per person
CA $1,095
per person
Sep 19 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (1,000 reviews)
The poperty was in a great place for traveling. The room was clean and staff were professional. My disappointment was in the room. I guess at some point the air system and they put the floor model air conditioners in the room that vent through the window. That is not an issue with me, is it how it was vent. Just little pieces of duct tape holding it to the window which still allowed the access heat in the room that we had on the 4th floor.

Reviewed on Jul 6, 2026

Holiday Inn Express Hunt Valley by IHG

Holiday Inn Express Hunt Valley by IHG

2.5 out of 5
Price was CA $1,479, price is now CA $1,098 per person
CA $1,098
per person
Sep 19 - Sep 24
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,005 reviews)
The room was clean and staff was very friendly. Breakfast was also really good. The parking could be better, not a whole lot of room to get around but we made do! Other then back issues from the bed for me personally, we enjoyed our stay there! Would recommend especially if you are on a budget!

Reviewed on Jul 6, 2026

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

Tysons Corner Marriott

Tysons Corner Marriott

4 out of 5
Tysons
Price was CA $1,949, price is now CA $1,461 per person
CA $1,461
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
Serene

Reviewed on Jun 28, 2026

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Stewartstown Hotel Deals

Wyndham Garden York

Wyndham Garden York

3 out of 5
2000 Loucks Rd York PA
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jul 12 to Jul 13
CA $126
CA $139 total
Jul 12 - Jul 13
includes taxes & fees
8.4/10 Very good! (1,013 reviews)
"The room smelled like chlorine and mold. Definitely an older hotel with few room updates. Pool was unusable due to the number of kids in it most of the day. Breakfast buffet was embarrassing for the price that was charged. Waited over an hour to get food when we did order off the menu. Would not ..."

Reviewed on Jul 6, 2026

Wyndham Garden York
Inn at York

Inn at York

2 out of 5
222 Arsenal Road York PA
Fully refundableReserve now, pay when you stay
The price is CA $87 per night from Aug 2 to Aug 3
CA $87
CA $97 total
Aug 2 - Aug 3
includes taxes & fees
6/10 (1,004 reviews)
"Most of the Staff were amicable, courteous and helpful. The first was pretty clean and nice. The second room had a balcony which was great to have but the bathroom had a bathtub that had chipping paint and the bathtub wall was flat paint fall off. My Mom had to clean the bathroom better and there ..."

Reviewed on Jul 6, 2026

Inn at York
Ramada by Wyndham York Harrisburg Hershey

Ramada by Wyndham York Harrisburg Hershey

3 out of 5
40 Arsenal Road York PA
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Jul 12 to Jul 13
CA $84
CA $93 total
Jul 12 - Jul 13
includes taxes & fees
6.4/10 (405 reviews)
"I think you need a real person to check guess in at night. Plus in the morning the front desk was on the phone the whole time. Even got in our why trying to get breakfast. She was more worry about her video call then the customers. Not a good stay at all.Plus there was firetrucks and everything there ..."

Reviewed on Jul 5, 2026

Ramada by Wyndham York Harrisburg Hershey
See all 339 properties in Stewartstown
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 Stewartstown attractions

Naylor Wine Cellars

You can enjoy a tasting or tour at Naylor Wine Cellars during your travels to Stewartstown. You can seek out the golf courses in this family-friendly area.
See properties

Frequently asked questions

How much does a Stewartstown vacation package cost?
You can grab a vacation package to this popular destination from CA $977 on Expedia. However, how much your vacation to Stewartstown costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Stewartstown?
If you're hoping to book a cheap Stewartstown vacation package, consider planning a trip in January, February and March. You'll typically find better prices on accommodations and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Stewartstown?
Typically, a handful of days is enough to visit the top sights during your Stewartstown vacation. But if you prefer to have more time to unwind or go on day tours, think about extending your itinerary.
How to find the best Stewartstown package deals?
Landing a cheap Stewartstown package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Stewartstown package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Stewartstown vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Stewartstown vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Stewartstown?
If you've got your Stewartstown vacation dates finalized, book as early as you can to snap up some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Stewartstown?

  1. Pick your travel dates: The things you'd like to do in Stewartstown and your preferred season can help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Stewartstown.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Stewartstown. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your travel dates and duration, lock in the right Stewartstown vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.