Winton Vacations from $647
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The Latest Winton Vacation Packages
- Squirrel Tree Resort Leavenworth WA
Sep 16 - Sep 20Squirrel Tree Resort Leavenworth WA + Flight
Leavenworth4 nights2.5 star property8.8/10 - Excellent (602 reviews)"Very cute little place with great staff and good food. It is a little to noisy for our liking but I can see how some ppl can enjoy that but for sleeping purposes just a little too loud for us. It is expected though because we were right above a bar. It is very family orientated and very cool atmosphere with yard games to play and I know bands play there so that would be cool to see (none were there when we stayed) the staff was AMAZING (owners & others)! It was a good getaway but need more sleep..."Reviewed July 29, 2026Roundtrip • Miami (MIA) - Wenatchee (EAT)MIA - EAT • 1 stop EAT - MIA • 1 stop$755$647found 11 hours agoper traveler - Desert Canyon Golf Resort
Sep 3 - Sep 6Desert Canyon Golf Resort + Flight
Orondo3 nights4.0 star property8.6/10 - Excellent (24 reviews)Roundtrip • Los Angeles (LAX) - Wenatchee (EAT)LAX - EAT • 1 stop EAT - LAX • 1 stop$1,263$923found 4 hours agoper traveler - Howard Johnson by Wyndham Leavenworth
Sep 16 - Sep 20Howard Johnson by Wyndham Leavenworth + Flight
Leavenworth4 nights2.0 star property8.4/10 - Very Good (1,000 reviews)"All Staff were friendly. We spoke to front desk, maintenance, housekeeping and breakfast staff.....all were very nice. We enjoyed the breakfast...it was plentiful and the staff kept it stocked and clean. Overall our room was clean. It was a convenient location to our car/the parking lot, the stairs, ice machine, which was very useful and the elevator. The property is older and run down in several areas and it was not a quiet stay. We could hear everything. Several people running and..."Reviewed July 30, 2026Roundtrip • Miami (MIA) - Wenatchee (EAT)MIA - EAT • 1 stop EAT - MIA • 1 stop$842$723found 12 hours agoper traveler - Blue Elk Inn
Sep 3 - Sep 6Blue Elk Inn + Flight
Leavenworth3 nights2.5 star property9.6/10 - Exceptional (1,010 reviews)"Location was convenient to town. The grounds were well kept."Reviewed August 3, 2026Roundtrip • Los Angeles (LAX) - Wenatchee (EAT)LAX - EAT • 1 stop EAT - LAX • 1 stop$1,446$1,251found 4 hours agoper traveler - Casia Lodge and Ranch
Oct 3 - Oct 6Casia Lodge and Ranch + Flight
Twisp3 nights2.0 star property9.6/10 - Exceptional (147 reviews)"Fue el lugar ideal para pasar una noche de nuestro road trip.Teníamos listo el itinerario y por eso no pudimos quedarnos una noche más .Todo genial.Pensamos volver con el favor de Dios .Gracias por todo ."Reviewed August 1, 2026Roundtrip • Philadelphia (PHL) - Wenatchee (EAT)PHL - SEA • 1 stop SEA - PHL • 1 stop$828$724found 4 hours agoper traveler
Winton Hotel Deals
Squirrel Tree Resort Leavenworth WA
Squirrel Tree Resort Leavenworth WA
La Quinta Inn And Suites By Wyndham Leavenworth
La Quinta Inn And Suites By Wyndham Leavenworth
Hampton Inn & Suites Leavenworth
Hampton Inn & Suites Leavenworth
Hawthorn Extended Stay By Wyndham Leavenworth
Hawthorn Extended Stay By Wyndham Leavenworth
Frequently Asked Questions
How much does a Winton vacation package cost?
Offering excellent value package deals from $647 on Expedia, you'll be pleasantly surprised at how much a vacation to Winton costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Winton?
December, January and February are the best times to search for cheap Winton vacation packages. Opting to travel in quieter periods means you'll typically find better prices on flights and accommodations.
How many days is enough for Winton?
Generally, a handful of days is enough to go to the main attractions during your Winton vacation. However, if you prefer to have more time to chill out or go on day tours, think about extending your trip.
How to find the best Winton package deals?
Finding a cheap Winton package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Winton package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Winton vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights individually. Better still, you can personalize your Winton escape to fit your exact needs. Choose 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 Winton?
If you're considering a spur-of-the-moment Winton vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Winton vacation packages?
If you're like us, you love jet-setting around the world but don't love 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 Winton break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.