Winona Vacation Packages 2025/2026

Top Winona hotels deals

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

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

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

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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

Current River Inn

602 Main St, Van Buren, MO

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$107 total

Oct 3 - Oct 4

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.

Pool

Parking included

Honeysuckle Inn - Mountain View

1207 E Hwy 60, Mountain View, MO

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$120 total

Sep 29 - Sep 30

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

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$151 total

Oct 28 - Oct 29

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.

Pet friendly

Parking included

Springside Cottage in beautiful Eminence. Great outdoor space - NEW Hot tub!

$229 nightly

$237 total

Sep 29 - Sep 30

Total with taxes and fees

A hot tub is featured at this cottage, along with a garden and barbecue grills.

Hot Tub

Kitchen

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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.

Popular places to visit

Beautiful area. Easy to get up close and not too far off the main road. 🏞 #waterfalls #nature #explore #missouri

Rocky Falls

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.

Frequently asked questions

How much are vacation packages to Winona?

With vacation packages being sold for just , 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.