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Find vacation rentals that suit your style
Our top choices for Winona cottages
1. Stylish 1 bedroom cottage along the Mississippi River
Stylish 1 bedroom cottage along the Mississippi RiverStoddard
9.6 out of 10, Exceptional, (39 reviews)
9.6/10
Exceptional
(39 reviews)
"Very nice and clean property. Private location."
"Very nice and clean property. Private location."
Kevin
$143 nightly
The price is $151
$151 total
Nov 12 - Nov 13
Total with taxes and fees
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.
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.
Learn more about Winona
Nestled between dramatic bluffs along the Mississippi River, this historic town offers vibrant arts festivals and excellent hiking through Sugar Loaf's trails. Visit the Minnesota Marine Art Museum to see masterpieces, then rent kayaks to explore hidden backwaters when summer temperatures peak.
Top reviews in Winona
Alexander Mansion Bed and Breakfast
Alexander Mansion Bed and BreakfastHistoric Downtown Winona
10/10 Excellent
We stayed in the Alexander Suite, which was ideal for us. King size bed, Victorian charm, tidy bathroom with tub, shower and amenities. Enjoyed the Watkins lotion. The room has an adjacent sitting room perfect for coffee, tea, or relaxing. Don't forget to write something in the journal. The host, Richard, is super nice and so knowledgeable about the area. The huge breakfast consists of 5 courses. Fruit parfait, fresh baked bread that is to die for. The blueberry was our favorite. The main...
We stayed in the Alexander Suite, which was ideal for us. King size bed, Victorian charm, tidy bathroom with tub, shower and amenities. Enjoyed the Watkins lotion. The room has an adjacent sitting room perfect for coffee, tea, or relaxing. Don't forget to write something in the journal. The host, Richard, is super nice and so knowledgeable about the area. The huge breakfast consists of 5 courses. Fruit parfait, fresh baked bread that is to die for. The blueberry was our favorite. The main...
Laila and David
Fairfield Inn & Suites by Marriott Winona
Fairfield Inn & Suites by Marriott WinonaWinona
10/10 Excellent
Great motel! We would definitely stay here again. Very quiet
The pool and hot tub area was very nice. The breakfast was great, with a lot of options for every dietary need.
Great motel! We would definitely stay here again. Very quiet
The pool and hot tub area was very nice. The breakfast was great, with a lot of options for every dietary need.
Ginger
Holiday Inn Express & Suites Winona by IHG
Holiday Inn Express & Suites Winona by IHGWinona
10/10 Excellent
Great stay. Nice pool.
Great stay. Nice pool.
Tyler
Carriage House B&B
Carriage House B&BHistoric Downtown Winona
10/10 Excellent
We enjoyed Don’s patient explanations of the history of the home and community. He also provided us with excellent recommendations for dinner and complimentary tickets to a surprisingly outstanding museum. It was snowing and in the morning Don cleaned off our car before breakfast so we were all set to go. We have no complaints about anything.
We enjoyed Don’s patient explanations of the history of the home and community. He also provided us with excellent recommendations for dinner and complimentary tickets to a surprisingly outstanding museum. It was snowing and in the morning Don cleaned off our car before breakfast so we were all set to go. We have no complaints about anything.
Anonymous traveler
AmericInn by Wyndham Winona
AmericInn by Wyndham WinonaWinona
10/10 Excellent
This hotel was in the perfect area if you’re planning on visiting a loved one in Winona. We made a weekend trip down here to visit our cousin that’s a WSU student and we had so much fun! The continental breakfast was delicious, the hot tub and pool were clean and fun. And the staff were so friendly!
This hotel was in the perfect area if you’re planning on visiting a loved one in Winona. We made a weekend trip down here to visit our cousin that’s a WSU student and we had so much fun! The continental breakfast was delicious, the hot tub and pool were clean and fun. And the staff were so friendly!
Shelbie
The Plaza Hotel & Suites Winona
The Plaza Hotel & Suites WinonaWinona
10/10 Excellent
Third time this year we have stayed at the Plaza . Great to see the grandkids and staying there made it extremely comfortable. Can't wait to get back
Third time this year we have stayed at the Plaza . Great to see the grandkids and staying there made it extremely comfortable. Can't wait to get back
Tim
Super 8 by Wyndham Winona MN
Super 8 by Wyndham Winona MNWinona
10/10 Excellent
Peaceful
Peaceful
Ernesto
Days Inn by Wyndham Winona
Days Inn by Wyndham WinonaWinona
10/10 Excellent
Pleasant stay.
Pleasant stay.
Jeanine
Little Bluff Inn
Little Bluff InnDowntown Trempealeau
10/10 Excellent
Very quaint, family friendly accommodations!
Clean, well maintained and inviting.
We loved the location and all the fun things to explore in the area.
Would definitely stay here again.
Very quaint, family friendly accommodations!
Clean, well maintained and inviting.
We loved the location and all the fun things to explore in the area.
Would definitely stay here again.
Sue
Stone Mill Hotel & Suites
Stone Mill Hotel & SuitesLanesboro
10/10 Excellent
It was a very quaint small town Inn. It reminded me of a Bed and Breakfast. Very comfortable room and nice Restraunts walking distance from the hotel.
It was a very quaint small town Inn. It reminded me of a Bed and Breakfast. Very comfortable room and nice Restraunts walking distance from the hotel.
Shari
Prairie Inn and Suites Holmen/La Cross
Prairie Inn and Suites Holmen/La CrossHolmen
10/10 Excellent
Quiet and easy access to La Crosse, City of Onalaska, and the Village of Holmen. Left DC at 6 am and had my first meeting in the Village of Holmen at 11 am. By 4 pm I was hot, tired, and wore out. Came here met a cheerful and very accomudating staff. Walked in my room, AC and partial lighting was on. Room looked great. I felt like a VIP and that rarely happens when I travel. Definitely will be back -- a great price if u stay 3 nights or more.
Paul
Quiet and easy access to La Crosse, City of Onalaska, and the Village of Holmen. Left DC at 6 am and had my first meeting in the Village of Holmen at 11 am. By 4 pm I was hot, tired, and wore out. Came here met a cheerful and very accomudating staff. Walked in my room, AC and partial lighting was on. Room looked great. I felt like a VIP and that rarely happens when I travel. Definitely will be back -- a great price if u stay 3 nights or more.
Paul
Anonymous traveler
Best Western Plus LaCrescent / LaCrosse
Best Western Plus LaCrescent / LaCrosseLa Crescent
10/10 Excellent
Everyone was nice, a great dog friendly place
Everyone was nice, a great dog friendly place
Courtney
Hampton Inn & Suites La Crosse Downtown
Hampton Inn & Suites La Crosse DowntownHistoric Downtown La Crosse
10/10 Excellent
Best Hampton Inn we have ever stayed in. Impeccably clean and the staff was probably the friendliest I've ever had in any hotel. I can't remember his name but he was working the afternoon of Sunday, 3/3. He was so friendly and recommended many dining/shopping options in the area. The pool was saltwater and so warm! Breakfast was great. This will be our go-to hotel when we come back to La Crosse!
Best Hampton Inn we have ever stayed in. Impeccably clean and the staff was probably the friendliest I've ever had in any hotel. I can't remember his name but he was working the afternoon of Sunday, 3/3. He was so friendly and recommended many dining/shopping options in the area. The pool was saltwater and so warm! Breakfast was great. This will be our go-to hotel when we come back to La Crosse!
Sara
The Charmant Hotel
The Charmant HotelHistoric Downtown La Crosse
10/10 Excellent
Beautiful restored property with all the modern conveniences
Very helpful staff.
Beautiful restored property with all the modern conveniences
Very helpful staff.
John
The Sawmill Inn
The Sawmill InnHouston
10/10 Excellent
Loved the stay and location. The staff was helpful and assisted with early check in. Since we were going to an out of town wedding that was amazing for us.
Loved the stay and location. The staff was helpful and assisted with early check in. Since we were going to an out of town wedding that was amazing for us.
Kimberly
Home2 Suites by Hilton La Crosse
Home2 Suites by Hilton La CrosseHistoric Downtown La Crosse
10/10 Excellent
Very friendly staff, wonderful breakfast, great location.
Very friendly staff, wonderful breakfast, great location.
Kimberly
Frequently Asked Questions
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What is there to do in Winona near my cottage?
Winona has enough activities and experiences to keep you amused for weeks (or months!), starting with Aghaming Park And Preserve. Lake Lodge Recreation Center, St. Stanislaus Kostka Basilica and Minnesota Marine Art Museum are other awesome attractions. If you have time to spare, Garvin Heights City Park and Winona County Courthouse will add the finishing touches to your itinerary.