Winchester Vacations

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Winchester Hotel Deals

DoubleTree by Hilton Hotel Lawrence

DoubleTree by Hilton Hotel Lawrence

4 out of 5
200 Mcdonald Dr, Lawrence, KS
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $96 total per night from Oct 5 to Oct 6
$96 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
Good for the night
"The overall hotel was okay, nothing fancy. We only stayed one night so it suited our needs."

Reviewed on Sep 24, 2025

DoubleTree by Hilton Hotel Lawrence
Comfort Inn & Suites Lawrence - University Area

Comfort Inn & Suites Lawrence - University Area

2.5 out of 5
151 Mcdonald Dr, Lawrence, KS
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $93 total per night from Oct 5 to Oct 6
$93 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
"We enjoyed our stay. We were in town for a KU football game and it was convenient from the campus, clean & the breakfast was the cleanest I’ve seen in comparison to any other hotel in years. We’ll be coming back for basketball games in the future."

Reviewed on Sep 21, 2025

Comfort Inn & Suites Lawrence - University Area
Fairfield Inn & Suites Leavenworth

Fairfield Inn & Suites Leavenworth

2.5 out of 5
1101 North 4th Street, Leavenworth, KS
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $133 total per night from Oct 6 to Oct 7
$133 total
Oct 6 - Oct 7
Total with taxes and fees
9/10 Wonderful! (456 reviews)
Felt like a 4 star hotel
"This hotel felt like a 4 start hotel. Pros: Very nice design and look. Great (free) breakfast options. Con: Only had a 32" TV."

Reviewed on Sep 21, 2025

Fairfield Inn & Suites Leavenworth
See all 91 properties in Winchester
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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Frequently asked questions

How much does a Winchester vacation package cost?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation to Winchester costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Winchester?
You can typically find lower prices and greater availability in November, December and January. Check out our cheap Winchester vacation packages and you could score some excellent off-season deals.
How many days is enough for Winchester?
Generally, a handful of days is enough to go to the main attractions during your Winchester vacation. However, if you'd like to have time to rest or go on day tours, think about extending your trip.
How to find the best Winchester package deals?
Bagging a cheap Winchester package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Winchester package deals. Want a simple trick to get even more 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 Winchester vacation as a package?
You can enjoy significant savings on your next Winchester retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Winchester?
If you've got your Winchester vacation dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Winchester vacation packages?
If you're like us, you love traveling 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 cost of your Winchester vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.