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

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

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

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

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$3,649 per night from Mar 15 to Mar 16
NT$3,649
NT$4,074 total
Mar 15 - Mar 16
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! (493 reviews)
Great history, great service, worth more than what was paid.

Reviewed on 2026/3/8

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$4,723 per night from Mar 15 to Mar 16
NT$4,723
NT$5,272 total
Mar 15 - Mar 16
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$1,889 per night from Mar 29 to Mar 30
NT$1,889
NT$2,146 total
Mar 29 - Mar 30
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$3,372 per night from Mar 15 to Mar 16
NT$3,372
NT$3,763 total
Mar 15 - Mar 16
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! (917 reviews)
Very clean, very nice service. Would stay there again.

Reviewed on 2026/3/9

AmericInn by Wyndham Winona
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$2,862 per night from Mar 17 to Mar 18
NT$2,862
NT$3,195 total
Mar 17 - Mar 18
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$3,458 per night from Apr 5 to Apr 6
NT$3,458
NT$3,860 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