Winchester Vacations from $863

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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.
Blue Elk Inn

Blue Elk Inn

2.5 out of 5
Price was $1,023, price is now $863 per person
$863
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Wenatchee (EAT)
9.6/10 Exceptional! (1,009 reviews)
Beautiful grounds, clean rooms. Good breakfast

Reviewed on May 4, 2026

The Lodge Lake Chelan

The Lodge Lake Chelan

2.5 out of 5
Wapato Point
Price was $2,289, price is now $1,961 per person
$1,961
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Wenatchee (EAT)
9/10 Wonderful! (890 reviews)
Just opened up. Has a few kinks to work out but over all it was a great stay

Reviewed on May 6, 2026

Cedars Inn

Cedars Inn

3 out of 5
Price was $1,441, price is now $1,288 per person
$1,288
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Wenatchee (EAT)
9.2/10 Wonderful! (1,324 reviews)
Great stay. Larhe variety for breakfast. Worth every penny

Reviewed on May 8, 2026

Sleeping Lady Mountain Resort & Spa

Sleeping Lady Mountain Resort & Spa

4 out of 5
Price was $1,086, price is now $974 per person
$974
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Wenatchee (EAT)
9/10 Wonderful! (403 reviews)
This is the best place I've ever stayed at in Leavenworth! It's quiet and relaxing! Restaurants were good and I loved the pool and hot tub! Definitely will visit again.

Reviewed on May 4, 2026

All Seasons River Inn

All Seasons River Inn

2 out of 5
Price was $1,025, price is now $921 per person
$921
per person
Jul 14 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Wenatchee (EAT)
9.8/10 Exceptional! (83 reviews)
The room was spacious and clean. The patio with the river view was lovely. We highly recommend.

Reviewed on May 5, 2026

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Discover the most popular places to visit in Winchester

The Gorge Amphitheatre

The Gorge Amphitheatre

You can take time to visit The Gorge Amphitheatre during your travels to Quincy. Amble around the area's riverfront or experience its theater scene.

The Gorge Amphitheatre

Cave B Estate Winery

You can enjoy a tasting or tour at Cave B Estate Winery during your travels to Quincy. Amble around the area's riverfront or experience its theater scene.

Cave B Estate Winery

Quincy Aquatic Center

Enjoy an outing to Quincy Aquatic Center during your stay in Quincy. Amble around the area's parks or experience its live music.

Quincy Aquatic Center

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
$99 nightly
The price is $109 total per night from May 11 to May 12
$109 total
May 11 - May 12
Total with taxes and fees
9/10 Wonderful! (513 reviews)
Great breakfast! No dinner, closes very early. Love the rooms! Staff wonderful

Reviewed on Apr 29, 2026

Holiday Inn Express & Suites George Quincy South by IHG
Best Western Rama Inn

Best Western Rama Inn

2.5 out of 5
1818 Basin Street SW Ephrata WA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $132 total per night from May 10 to May 11
$132 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (813 reviews)
Staff members were very helpful and professional

Reviewed on May 3, 2026

Best Western Rama Inn
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
$99 nightly
The price is $109 total per night from May 10 to May 11
$109 total
May 10 - May 11
Total with taxes and fees
8.6/10 Excellent! (355 reviews)
N

Reviewed on May 8, 2026

Soap Lake Resort, a Dazzler Select by Wyndham
See all 230 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 $863 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.