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Dec 26 - Dec 27
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Dec 27 - Dec 28
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Dec 26 - Dec 28
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Our top choices for Historic Downtown Winona hotels

Miscellaneous
Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
3.5 star property
Historic Downtown Winona
9.8 out of 10, Exceptional, (487)
"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 my partner and I."
United States
Isabell
Alexander Mansion Bed and Breakfast
Fireplace
Carriage House B&B

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 ₩213,640
₩238,480 total
includes taxes & fees
Dec 28 - Dec 29
Carriage House B&B
Terrace/patio
Little Bluff Inn

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
In-room dining
Big River Escape Grandview Manse

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
Lobby
Draft Horse Inn and Suites

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, (365)
"Great place to stay for business trips!"
United States
jayne
The price is ₩202,763
₩213,914 total
includes taxes & fees
Dec 28 - Dec 29
Draft Horse Inn and Suites
Property amenity
Fairfield Inn & Suites by Marriott 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, (362)
"I have been to this hotel several times and I am never disappointed."
United States
Marla
The price is ₩168,160
₩187,708 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Winona
Lobby
Days Inn by Wyndham 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 ₩80,025
₩89,327 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Days Inn by Wyndham Winona
Exterior
AmericInn by Wyndham Winona

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, (897)
"Nice time with clean accomodations and friendly staff. Will stay there again. "
United States
JEANETTE
The price is ₩145,276
₩162,164 total
includes taxes & fees
Jan 4 - Jan 5, 2026
AmericInn by Wyndham Winona
Lunch and dinner served, American cuisine
The Plaza Hotel & Suites Winona

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 ₩173,809
₩194,014 total
includes taxes & fees
Dec 28 - Dec 29
The Plaza Hotel & Suites Winona
Dining
Super 8 by Wyndham Winona MN

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, (1001)
"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 ₩79,663
₩90,518 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Super 8 by Wyndham Winona MN
Cabin, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Big River Escape Riverside Cabins

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, (39)
"Place was clean and comfortable. "
United States
Tristan
The price is ₩145,478
₩153,473 total
includes taxes & fees
Dec 28 - Dec 29
Big River Escape Riverside Cabins
Free buffet breakfast
Holiday Inn Express & Suites Winona by IHG

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, (898)
"Clean room, nice staff, good breakfast"
United States
Brenda
The price is ₩156,428
₩174,613 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Express & Suites Winona by IHG
Family Cottage, Park View | Private kitchen
Big River Escape Parkside Bungalow

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 ₩298,488
₩333,187 total
includes taxes & fees
Dec 29 - Dec 30
Big River Escape Parkside Bungalow
Lobby
Express Suites Riverport Inn & 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, (1001)
"Room was clean staff was frendly and helpfull"
United States
Glenda
The price is ₩143,378
₩160,049 total
includes taxes & fees
Dec 28 - Dec 29
Express Suites Riverport Inn & Suites
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.
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Top Historic Downtown Winona Hotel Reviews

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

10/10 Excellent
"The staff was excellent! Very friendly and attentive. The Winona AmericInn is very well run! "
Patrick 2-night trip
Posted 4 days ago
AmericInn by Wyndham Winona

Frequently asked questions

What's it like in Historic Downtown Winona?
Historic Downtown Winona is a neighborhood that travelers like for its live music, theaters, and architecture. Are you looking for Historic Downtown Winona travel tips? Be sure to check out Mississippi River and Merchants Bank while you're in the neighborhood.
What's a favorite hotel to stay in Historic Downtown Winona?
Based on Expedia customer reviews, Alexander Mansion Bed and Breakfast is the highest ranked property in Historic Downtown Winona. This B&B is a short 6-minute walk from Mississippi River, and it offers free breakfast and free parking. Another top choice in the area is Carriage House B&B.
How many hotels will I find in Historic Downtown Winona?
Book one of Expedia's 9 hotels and other accommodations 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, the majority of hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get the best deals available in Historic Downtown Winona.
Where can I learn more about changing or cancelling my trip to Historic Downtown Winona?
For additional details about rescheduling or cancelling your trip to Historic Downtown Winona, head over to our customer service page.
What can I see and do in this Winona neighborhood?
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 to visit in the neighborhood. 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, be sure to visit other sights like Polish Cultural Institute & Museum Annex or Watkins Heritage Museum.