Winchester Vacations from $718

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Your Winchester Vacation

Our Winchester vacation packages provide countless opportunities to discover new sights, sounds and experiences. And with all of the travel arrangements worked out, you can relax and enjoy your city adventure without a worry in the world. Can't wait to do some sightseeing but don't know where to begin? Any trip to Winchester should include Quincy Aquatic Center. Stop dreaming and start adventuring. Explore the broad range of options on Expedia today and put your Winchester vacation plans into action!

The Latest Winchester vacation packages

Price found within the past 48 hours. Click for updated prices.
Desert Canyon Golf Resort

Desert Canyon Golf Resort

4 out of 5
Price was $998, price is now $718 per person
$718
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Wenatchee (EAT)
8.6/10 Excellent! (28 reviews)
We were in the penthouse and it was fabulous!

Reviewed on Aug 31, 2026

Winter Getaway - Walk to Downtown

Winter Getaway - Walk to Downtown

3.5 out of 5
Price was $1,383, price is now $1,157 per person
$1,157
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Wenatchee (EAT)
No reviews

Blue Elk Inn

Blue Elk Inn

2.5 out of 5
Price was $942, price is now $803 per person
$803
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Wenatchee (EAT)
9.6/10 Exceptional! (1,007 reviews)

Sleeping Lady Mountain Resort & Spa

Sleeping Lady Mountain Resort & Spa

4 out of 5
Price was $1,024, price is now $876 per person
$876
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Wenatchee (EAT)
9.2/10 Wonderful! (542 reviews)
Stay was great, nice and quiet and not a lot of people around

Reviewed on Nov 3, 2026

Hotel Leavenworth

Hotel Leavenworth

2 out of 5
Downtown Leavenworth
Price was $1,253, price is now $1,079 per person
$1,079
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Wenatchee (EAT)
9.4/10 Exceptional! (771 reviews)
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Reviewed on Oct 30, 2026

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Winchester Hotel Deals

Holiday Inn Express & Suites George Quincy South by IHG

Holiday Inn Express & Suites George Quincy South by IHG

3 out of 5
224 Bing Ave George WA
Fully refundable
$96 nightly
The price is $106 total per night from Nov 22 to Nov 23
$106 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (585 reviews)
"Very new, Very nice facility. Great breakfast options."

Reviewed on Oct 29, 2026

Holiday Inn Express & Suites George Quincy South by IHG
Microtel Inn & Suites by Wyndham Ephrata

Microtel Inn & Suites by Wyndham Ephrata

2.5 out of 5
405 DIAMOND DR. Ephrata WA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Nov 15 to Nov 16
$93 total
Nov 15 - Nov 16
Total with taxes and fees
9.4/10 Exceptional! (98 reviews)
"Great stay"

Reviewed on Oct 30, 2026

Microtel Inn & Suites by Wyndham Ephrata
Soap Lake Resort, a Dazzler Select by Wyndham

Soap Lake Resort, a Dazzler Select by Wyndham

3.5 out of 5
236 Main Avenue East Soap Lake WA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $108 total per night from Nov 5 to Nov 6
$108 total
Nov 5 - Nov 6
Total with taxes and fees
Soap Lake Resort, a Dazzler Select by Wyndham
See all 222 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.

Find the Best Winchester Vacation Packages

Winchester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pangborn Memorial Airport (EAT)
Top Sights
Beaumont Cellars, Quincy Aquatic Center and Colockum Ridge Golf Course

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Frequently asked questions

How much does a Winchester vacation package cost?
You can snap up a vacation package to this top destination from $718 on Expedia. However, how much your vacation to Winchester costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winchester?
November, December and January are great times to search for cheap Winchester vacation packages. Traveling in quieter periods means you can typically find better prices on flights and accommodations.
How many days is enough for Winchester?
The ideal length for your Winchester vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to check out all the leading attractions and discover some hidden spots along the way.
How to find the best Winchester package deals?
Use Expedia's handy filters to find some of the best Winchester package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Winchester package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Winchester vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still get the freedom to create a customized Winchester vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Winchester?
Land amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Winchester escape.
Does Expedia offer Book Now, Pay Later Winchester vacation packages?
Secure your dream getaway to Winchester with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for the next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.