Photo by Jessica Purdue Rep

Search Hotels in Historic Downtown Winona, Winona

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Historic Downtown Winona hotels

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
3.5 star property
Historic Downtown Winona
9.8 out of 10, Exceptional, (486)
"The breakfast was wonderful"
United States
Marlin
Alexander Mansion Bed and Breakfast

Carriage House B&B

Carriage House B&B
3.0 star property
Historic Downtown Winona
9.6 out of 10, Exceptional, (89)
"A very pleasant stay."
United States
Betty
The price is 3.882.790 ₫
4.334.247 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Carriage House B&B

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
2.5 star property
4.1 km from Historic Downtown Winona
9.0 out of 10, Wonderful, (896)
"Nice time with clean accomodations and friendly staff. Will stay there again. "
United States
JEANETTE
The price is 2.640.297 ₫
2.947.230 ₫ total
includes taxes & fees
28 Dec - 29 Dec
AmericInn by Wyndham Winona

Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
2.5 star property
2.8 km from Historic Downtown Winona
9.4 out of 10, Exceptional, (360)
"I have been to this hotel several times and I am never disappointed."
United States
Marla
The price is 2.663.381 ₫
2.972.999 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Winona

Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
2.0 star property
4.5 km from Historic Downtown Winona
7.8 out of 10, Good, (1000)
"Comfortable bed."
United States
Bridget
The price is 1.454.401 ₫
1.623.475 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham Winona

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
2.0 star property
2.9 km from Historic Downtown Winona
7.6 out of 10, Good, (1009)
"Staff was very friendly and accomodating. Location was great-as we were in town for my Daughter's graduation from Winona State. I do wish there was more of a selection for the breakfast. "
United States
MIchelle
The price is 1.395.172 ₫
1.585.263 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Super 8 by Wyndham Winona MN

Draft Horse Inn and Suites

Draft Horse Inn and Suites
2.5 star property
24.7 km from Historic Downtown Winona
9.2 out of 10, Wonderful, (364)
"Great place to stay for business trips!"
United States
jayne
The price is 3.685.097 ₫
3.887.778 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Draft Horse Inn and Suites

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
3.0 star property
2.7 km from Historic Downtown Winona
8.6 out of 10, Excellent, (1000)
"Room was clean staff was frendly and helpfull"
United States
Glenda
The price is 2.605.813 ₫
2.908.802 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Express Suites Riverport Inn & Suites

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
27.7 km from Historic Downtown Winona
9.2 out of 10, Wonderful, (38)
"Beautiful stay"
United States
IVETTE
The price is 3.537.946 ₫
3.732.534 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Big River Escape Riverside Cabins

Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
2.5 star property
3.1 km from Historic Downtown Winona
9.2 out of 10, Wonderful, (896)
"Clean room, nice staff, good breakfast"
United States
Brenda
The price is 3.237.852 ₫
3.614.251 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Winona by IHG

The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
3.0 star property
3.1 km from Historic Downtown Winona
8.8 out of 10, Excellent, (1000)
"The pools were great"
United States
Beth
The price is 3.158.880 ₫
3.526.100 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Plaza Hotel & Suites Winona

Little Bluff Inn

Little Bluff Inn
2.5 star property
16.3 km from Historic Downtown Winona
10.0 out of 10, Exceptional, (111)
"Very clean, cozy and feels like home. Ashley is a wonderful host and I would definitely recommend this inn to everyone. "
United States
Desiree
Little Bluff Inn

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
1.7 km from Historic Downtown Winona
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is 5.728.102 ₫
6.393.994 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Big River Escape Parkside Bungalow

Big River Escape Grandview Manse

Big River Escape Grandview Manse
3.0 star property
24.8 km from Historic Downtown Winona
10.0 out of 10, Exceptional, (4)
"It was very roomy and easily accessible. The views were amazing. Would recommend to anyone anytime!!"
United States
Greg
Big River Escape Grandview Manse
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.

Top Historic Downtown Winona Hotel Reviews

Frequently asked questions

What's it like in Historic Downtown Winona?
Historic Downtown Winona is a neighbourhood that travellers like for its live music, theatres and architecture. Are you looking for Historic Downtown Winona travel tips? Make sure that you visit Mississippi River and Merchants Bank while you're in the neighbourhood.
How many hotels will I be able to find in Historic Downtown Winona?
Book one of Expedia's 9 hotels and other accommodation options in Historic Downtown Winona and start exploring everything Winona has to offer.
If I need to cancel my hotel reservation in Historic Downtown Winona, will I receive a refund?
Yes, you'll find most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Add your dates and click on "Search", then you can use the "fully refundable" filter to review the best options available in Historic Downtown Winona.
What can I see and do in this Winona neighbourhood?
Spend some time exploring the great outdoors at Mississippi River, Levee Park and Windom Park. Merchants Bank and Winona City Hall are some other stops worth a visit in the neighbourhood. Island City Brewery, Winona County Historical Society and Winona Public Library are just a few of the places to visit in and around Historic Downtown Winona. While you're out sightseeing in Winona, make sure that you visit other sights such as Polish Cultural Institute & Museum Annex or Watkins Heritage Museum.