Historic Downtown Winona, MN

Winona

Photo by Jessica Purdue Rep
Photo by Jessica Purdue Rep

Popular places to visit

Not everywhere in the Midwest is flat. On the boarder of Minnesota and Wisconsin, the town of Winona's beauty will surprise any MidWesterner once they see the rolling hills and beautiful foliage. Fall is a great time to visit to see the leaves changing through the winding roads of Interstate 90. There's even plenty of places to rent kayaks and canoes if you'd like to get on the water! With plenty of local coffee shops and breweries, it's easy to find a place to relax near the Mississippi River. #LifeAtExpedia

Levee Park

Levee Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Experience the area's live music and theater scene.

Levee Park
Winona State University

Winona State University

4.5/5(94 reviews)

Enjoy the collegiate vibe when you visit Winona State University, during your trip to Winona. Stroll along the riverfront or experience the area's museums.

Winona State University
Sugarloaf trail....360 degree views from the top of sugar loaf of the Mississippi River valley. 28 routes for rock climbing to the peak....nice hiking trail to the base!

Sugar Loaf

4/5(62 reviews)

Explore the great outdoors at Sugar Loaf, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.

Sugar Loaf
The old mill is also available for tours

Pickwick Mill

Find out about the history of Winona when you spend time at Pickwick Mill. Stroll along the riverfront or experience the area's museums.

Pickwick Mill

Winona County Historical Society

4.5/5(6 reviews)

You can spend time browsing the exhibits at Winona County Historical Society during your travels in Winona. Discover the area's festivals and churches.

Winona County Historical Society

Winona County Courthouse

4.5/5(7 reviews)

After visiting Winona County Courthouse, make a plan to see the other sights and activities in Winona. Amble around the area's gardens or experience its festivals.

Winona County Courthouse

Historic Downtown Winona Hotel Deals

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

3.5 out of 5
274 East Broadway Winona MN
Stay at this B&B in Winona. Enjoy free breakfast, free parking, and a business center. Popular attractions Watkins Heritage Museum and Polish Cultural Institute ...
10/10 Exceptional! (365 reviews)
The owner/innkeeper was lovely! A very nice host and the property is absolutely gorgeous! Truly a dream! Each room is decorated beautifully in time-accurate furnishings and feels very homey. The breakfast was delicious as well, curated and cooked by the host himself. A wonderful evening/stay for ...

Reviewed on 2025/12/21

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Alexander Mansion Bed and Breakfast
Carriage House B&B

Carriage House B&B

3 out of 5
420 Main St Winona MN
Stay at this B&B in Winona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Winona Public Library and Altra Federal Credit Union Stadium ...
9.6/10 Exceptional! (89 reviews)
We enjoyed our stay. The house was adorable there were nice touches such as a bottle of wine. We will be back!

Reviewed on 2025/11/3

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Carriage House B&B
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
Fully refundableReserve now, pay when you stay
The price is NT$3,106 per night from Jan 1 to Jan 2
NT$3,106
NT$3,468 total
Jan 1 - 2026/1/2
includes taxes & fees
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,001 reviews)
Room was clean and well prepared. Guest service members were very pleasant and nice. Overall, a nice stay.

Reviewed on 2025/12/2

Express Suites Riverport Inn & Suites
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

2 out of 5
1025 Sugar Loaf Rd Winona MN
The price is NT$1,726 per night from Jan 20 to Jan 21
NT$1,726
NT$1,961 total
Jan 20 - 2026/1/21
includes taxes & fees
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (1,000 reviews)
It was a good visit, only bad thing was that my refrigerator wasnt working and i couldn't find anyone to tell about it

Reviewed on 2025/12/25

Super 8 by Wyndham Winona MN
AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

2.5 out of 5
303 Pelzer Street Winona MN
The price is NT$3,174 per night from Jan 18 to Jan 19
NT$3,174
NT$3,543 total
Jan 18 - 2026/1/19
includes taxes & fees
Book a stay at this business-friendly hotel in Winona. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (897 reviews)
The staff was excellent! Very friendly and attentive. The Winona AmericInn is very well run!

Reviewed on 2025/12/22

AmericInn by Wyndham Winona
Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG

2.5 out of 5
1128 Homer Rd Winona MN
The price is NT$3,389 per night from Jan 25 to Jan 26
NT$3,389
NT$3,783 total
Jan 25 - 2026/1/26
includes taxes & fees
Book a stay at this family-friendly hotel in Winona. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (898 reviews)
The only thing we didn't care for was breakfast. Some items were cold. The attendent was very nice. Overall, an excellent stay. Would stay again.

Reviewed on 2025/12/1

Holiday Inn Express & Suites Winona by IHG
See all 118 properties in Historic Downtown Winona
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.

Historic Downtown Winona, MN