Winterstown Vacations from $497

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Your Winterstown Vacation

Lock in a Winterstown vacation package and get set to experience this captivating city the easy way. Consider staying in the neighborhood of East York, which is good for shopping and history. Markets at Shrewsbury and Naylor Wine Cellars are a couple of the major attractions to tour during your trip to Winterstown. Expedia has what you need to escape your daily routine. Tailor your vacation to Winterstown to suit your travel style, whatever that may be!

The Latest Winterstown vacation packages

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Denver

Red Roof Inn Denver

2 out of 5
Price was $559, price is now $497 per person
$497
per person
Apr 8 - Apr 14
found 4 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Lancaster (LNS)
6.8/10 (1,003 reviews)
For being a dog hotel, it was quiet and clean!

Reviewed on Dec 1, 2025

Passport Inn

Passport Inn

2 out of 5
Price was $629, price is now $540 per person
$540
per person
Apr 8 - Apr 14
found 4 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Lancaster (LNS)
5.6/10 (35 reviews)
Convenient location, reasonably priced

Reviewed on Apr 27, 2025

Comfort Inn & Suites Gap Amish Country

Comfort Inn & Suites Gap Amish Country

2.5 out of 5
Price was $644, price is now $553 per person
$553
per person
Apr 8 - Apr 14
found 4 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Lancaster (LNS)
8.8/10 Excellent! (704 reviews)
Everything was great ..... except a foul stench in the room. We were forced to buy air freshner for the room.

Reviewed on Feb 16, 2026

Holiday Inn Express & Suites Lancaster East - Strasburg by IHG

Holiday Inn Express & Suites Lancaster East - Strasburg by IHG

2.5 out of 5
Price was $743, price is now $650 per person
$650
per person
Apr 8 - Apr 14
found 4 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Lancaster (LNS)
9/10 Wonderful! (1,001 reviews)
Clean rooms, nice staff

Reviewed on Feb 17, 2026

Surestay Studio By Best Western Paradise Lancaster County

Surestay Studio By Best Western Paradise Lancaster County

2.5 out of 5
Price was $681, price is now $636 per person
$636
per person
Apr 8 - Apr 14
found 4 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Lancaster (LNS)
8.6/10 Excellent! (170 reviews)
Staff was great and room was very clean and comfortable.

Reviewed on Feb 16, 2026

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Winterstown Hotel Deals

The Yorktowne Hotel, Tapestry Collection by Hilton

The Yorktowne Hotel, Tapestry Collection by Hilton

3.5 out of 5
48 E Market St York PA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $149 total per night from Mar 1 to Mar 2
$149 total
Mar 1 - Mar 2
Total with taxes and fees
8.8/10 Excellent! (577 reviews)
Customer service was awesome. Room was clean and nice. The only complaint I have is my refrigerator wasn’t

Reviewed on Feb 15, 2026

The Yorktowne Hotel, Tapestry Collection by Hilton
Days Inn & Suites by Wyndham Lancaster Amish Country

Days Inn & Suites by Wyndham Lancaster Amish Country

2.5 out of 5
2929 Hempland Rd Lancaster PA
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Mar 3 to Mar 4
$70 total
Mar 3 - Mar 4
Total with taxes and fees
7.8/10 Good! (1,118 reviews)
The room unfortunately was filthy. The bathroom floor was sticky and could not be cleaned properly to make not sticky. The shower and tub had rust and hot water stains that discolored the entire area. There was a smell that lingered through the entire hotel.

Reviewed on Feb 17, 2026

Days Inn & Suites by Wyndham Lancaster Amish Country
Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV

Yorkana PA
$378 nightly
The price is $417 total per night from Mar 1 to Mar 2
$417 total
Mar 1 - Mar 2
Total with taxes and fees
10/10 Exceptional! (131 reviews)
How cool the shoe looked . Loved all the history to go with the shoe. Beautiful stain glass windows .

Reviewed on Jan 25, 2026

Iconic "Haines Shoe House" - Hot Tub & Firepit - Featured On HGTV
See all 280 properties in Winterstown
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 Winterstown Vacation Packages

Winterstown Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Harrisburg Intl. Airport (MDT)
Population
630
Top Sights
Moon Dancer Winery, York Little Theatre and Maize Quest Fun Park

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Frequently asked questions

How much does a Winterstown vacation package cost?
You'll find cheap prices from $497 on Expedia for your Winterstown break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Winterstown costs.
What are the cheapest months to go to Winterstown?
If you'd like to book a cheap Winterstown vacation package, consider traveling in December, January and February. You're likely to find lower prices on hotels and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Winterstown?
Typically, a handful of days is enough to check out the major attractions during your Winterstown vacation. But if you prefer to have time to relax or go on day tours, think about extending your itinerary.
How to find the best Winterstown package deals?
Use Expedia's handy filters to help you find some great Winterstown package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Winterstown package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Winterstown vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can tailor your Winterstown escape to match your exact style. Pick 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 Winterstown?
If you have your Winterstown travel dates locked in, book early to score some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Winterstown vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Winterstown break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.