Winona Vacation Packages 2026 from $1,007

Winona flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Comfort Inn Willow Springs US 60 and US 63

$1,007

per person

Oct 9 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Durango (DRO) to Fort Leonard Wood (TBN)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Top Winona hotels deals

“The Cabin”@ Serenity Ranch. Centrally located to all the wonders of Shannon co.

Winona MO

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This cabin featured laundry facilities and barbecue grills.

Kitchen

Washer

Shawnee Creek Hideaway - Close to Eminence and the Jacks Fork River!

Eminence MO

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.

Hot Tub

Kitchen

Honeysuckle Inn - Mountain View

1207 E Hwy 60 Mountain View MO

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$119 total

Aug 21 - Aug 22

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour gym is also provided.

Breakfast included

Parking included

Echo Bluff State Park

34489 Echo Bluff Dr Eminence MO

$210 nightly

$222 total

Sep 2 - Sep 3

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A restaurant, a 24-hour front desk, and a convenience store are also provided.

Parking included

Free WiFi

Current River Inn

602 Main St Van Buren MO

$93 nightly

$100 total

Aug 25 - Aug 26

Total with taxes and fees

A restaurant and a seasonal outdoor pool are featured at this motel. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a snack bar/deli, and a picnic area are also on offer.

Unique cabins in the woods<br>Not friendly for Street Bikes.

Eminence MO

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This vacation home includes a garden and barbecue grills.

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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.

Stay near popular Winona attractions

Rocky Falls

9.4/10 (8 reviews)

Commune with nature and explore the great outdoors at Rocky Falls during your travels in Winona. While you're in the area, wander around the natural setting.

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Frequently asked questions

How much are vacation packages to Winona?

With vacation packages being sold for just $1,007, there's no need to empty your piggy bank to visit Winona. Travelocity can help. Bundle up flights, hotels and experiences into a convenient package and land impressive discounts. The more you book, the more you save.

Where can I get the best vacation package deals for Winona?

You'll come across a terrific range of Winona package deals on Travelocity. With no less than 400 partner airlines and 1,000,000 properties across the globe, crafting your ultimate escape will be a piece of cake.

Why should I book my Winona vacation package with Travelocity?

Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.

Can I save on my Winona car rental if I bundle it with my hotel or flight?

You most certainly can — bundle your car, hotel and flight into a Winona vacation package and you'll save a tidy sum. With so much to uncover in the Winona area, having your own set of wheels will make it easy to explore. Once you're behind the wheel, crank up the music and find your way to Silver Dollar City, a must-see attraction roughly 110 mi from Winona.

What is there to do in Winona?

Rocky Falls should be toward the top of your itinerary. After you've checked off this popular attraction, wander through the streets of Winona and find out what makes this wonderful place tick.

Where should I stay when visiting Winona?

The Peaceful Winona Vacation Rental w/ Patio is the top choice of many travelers. Book soon to avoid missing out.