Windsor Vacations

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Your Windsor Vacation

Book a Windsor vacation package and get set to experience this captivating city the stress-free way. Think about staying in the neighborhood of East York, which is great for shopping and history. Heritage Hill Golf Course, AvalancheXpress and Samuel S. Lewis State Park are just a few of the attractions worth visiting during your trip to Windsor. Whoever you're heading away with and whatever you want to spend, your dream Windsor vacation is just a few clicks away with Expedia.

Windsor Hotel Deals

Lancaster Arts Hotel

Lancaster Arts Hotel

3.5 out of 5
300 Harrisburg Ave, Lancaster, PA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Jul 20 to Jul 21
$141 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Vibey and classy! Thoughtful provisions in the bathroom 🌻"

Reviewed on Jul 15, 2025

Lancaster Arts Hotel
Eden Resort and Suites, BW Premier Collection

Eden Resort and Suites, BW Premier Collection

3.5 out of 5
222 Eden Road, Lancaster, PA
9/10 Wonderful! (1,000 reviews)
"Great"

Reviewed on Jul 15, 2025

Get rates
Eden Resort and Suites, BW Premier Collection
Lancaster Marriott at Penn Square

Lancaster Marriott at Penn Square

3.5 out of 5
25 South Queen Street, Lancaster, PA
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $199 total per night from Jul 22 to Jul 23
$199 total
Jul 22 - Jul 23
Total includes taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Near the market!"

Reviewed on Jul 10, 2025

Lancaster Marriott at Penn Square
See all 454 properties in Windsor
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 Windsor Vacation Packages

Frequently asked questions

How much does a Windsor vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Windsor costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Windsor?
November, December and January are great times to look for cheap Windsor vacation packages. Opting to travel in quieter periods means you can typically find better prices on flights and accommodations.
How many days is enough for Windsor?
The ideal duration for your Windsor vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to check out all the top sights and explore some hidden treasures along the way.
How to find the best Windsor package deals?
Start your search for a Windsor package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Windsor package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Windsor escape underway.
Is it cheaper to book a Windsor vacation as a package?
You can enjoy significant savings on your next Windsor break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Windsor?
Score amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Windsor getaway.
Does Expedia offer Book Now, Pay Later Windsor vacation packages?
Secure your dream escape to Windsor with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for the next payday --- we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snag great deals while they last.