Historic Downtown Winona, MN

Winona

Stopped here on a rainy camping day after watching a movie at the local movie theater- now my kids want to move here! Great and classy coffee shop- beer and wine, food menu and bakery items- also has used books for sale, free WiFi, comfy chairs and long marble bars for socializing. Great spot!

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
Lake Winona Autumn

Lake Park

4.5/5(21 reviews)

Lake Park is just one of the places to see in Winona, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the area's museums.

Lake Park
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
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 Bluff

4/5(62 reviews)

Learn about the local history of Winona with a stop at Sugar Loaf Bluff. Stroll along the riverfront or experience the area's museums.

Sugar Loaf Bluff

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
The price is NT$3,652 per night from Mar 20 to Mar 21
NT$3,652
NT$4,077 total
Mar 20 - Mar 21
includes taxes & fees
Stay at this B&B in Winona. Enjoy free parking, a business center, and daily housekeeping. Popular attractions Winona Arts Center and Watkins Heritage Museum ...
9.8/10 Exceptional! (494 reviews)
Had such a lovely stay and Richard is an amazing host. I had to cut my stay short due to train cancellations and get back to Chicago. Will be coming back. Sorry I didn’t say farewell and the breakfast was perfect

Reviewed on 2026/3/15

Alexander Mansion Bed and Breakfast
Carriage House B&B

Carriage House B&B

3 out of 5
420 Main St Winona MN
The price is NT$4,726 per night from Mar 24 to Mar 25
NT$4,726
NT$5,276 total
Mar 24 - Mar 25
includes taxes & fees
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

Carriage House B&B
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$1,890 per night from Mar 22 to Mar 23
NT$1,890
NT$2,148 total
Mar 22 - Mar 23
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! (1,001 reviews)
Room wasn’t clean/ dirty side tables. Check in is odd. 6pm check in and you pick up a phone and then staff come out to help. Turn on heat and it smelled like dust immediately. I didn’t have the nice floors in my room, but the carpet appeared pretty new. The view was 0 starts. My window opened to ...

Reviewed on 2026/3/7

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$3,513 per night from Apr 5 to Apr 6
NT$3,513
NT$3,922 total
Apr 5 - Apr 6
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. ...
9.2/10 Wonderful! (918 reviews)
Nice and clean with small bar and hot tub in the room worked well .Perfect place to watch a major snow storm.

Reviewed on 2026/3/16

AmericInn by Wyndham Winona
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

3 out of 5
900 Bruski Dr Winona MN
The price is NT$2,883 per night from Mar 18 to Mar 19
NT$2,883
NT$3,219 total
Mar 18 - Mar 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 breakfast and the helpful staff ...
8.4/10 Very Good! (1,003 reviews)
Parking was easy. Room temp was nice

Reviewed on 2026/3/12

Express Suites Riverport Inn & Suites
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$3,460 per night from Apr 5 to Apr 6
NT$3,460
NT$3,863 total
Apr 5 - Apr 6
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 ...
9.2/10 Wonderful! (912 reviews)
Only place we stay when visiting Winona, property is starting to show its age

Reviewed on 2026/3/2

Holiday Inn Express & Suites Winona by IHG
See all 119 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