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Our top choices for Rollingstone hotels

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
2.5 star property
Winona
9.0 out of 10, Wonderful, (897)
"Nice time with clean accomodations and friendly staff. Will stay there again. "
United States
JEANETTE
$101 nightly
The price is $113
Jan 11 - Jan 12, 2026
Total with taxes and fees
AmericInn by Wyndham Winona

Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
2.5 star property
Winona
9.2 out of 10, Wonderful, (900)
"Clean room, nice staff, good breakfast"
United States
Brenda
$108 nightly
The price is $121
Jan 25 - Jan 26, 2026
Total with taxes and fees
Holiday Inn Express & Suites Winona by IHG

Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
2.5 star property
Winona
9.4 out of 10, Exceptional, (362)
"I have been to this hotel several times and I am never disappointed."
United States
Marla
$116 nightly
The price is $130
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield Inn & Suites by Marriott Winona

The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
3.0 star property
Winona
8.8 out of 10, Excellent, (1001)
"Great hotel, pool, hotel workers and price is right "
United States
Michael
$120 nightly
The price is $134
Dec 30 - Dec 31
Total with taxes and fees
The Plaza Hotel & Suites Winona

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
2.0 star property
Winona
7.6 out of 10, Good, (1002)
"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
$56 nightly
The price is $62
Jan 20 - Jan 21, 2026
Total with taxes and fees
Super 8 by Wyndham Winona MN

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
3.0 star property
Winona
8.6 out of 10, Excellent, (1003)
"Room was clean staff was frendly and helpfull"
United States
Glenda
$110 nightly
The price is $123
Dec 30 - Dec 31
Total with taxes and fees
Express Suites Riverport Inn & Suites

Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
2.0 star property
Winona
7.8 out of 10, Good, (1001)
"Comfortable bed."
United States
Bridget
$55 nightly
The price is $62
Jan 22 - Jan 23, 2026
Total with taxes and fees
Days Inn by Wyndham Winona

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
$131 nightly
The price is $146
Jan 1 - Jan 2, 2026
Total with taxes and fees
Alexander Mansion Bed and Breakfast

The Wen Inn formerly Andor Wenneson

The Wen Inn formerly Andor Wenneson
2.0 star property
Peterson
9.8 out of 10, Exceptional, (57)
"Everything was wonderful. Clean, cozy, friendly!"
United States
sonja
$95 nightly
The price is $102
Jan 15 - Jan 16, 2026
Total with taxes and fees
The Wen Inn formerly Andor Wenneson

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
Cochrane
9.2 out of 10, Wonderful, (40)
"Place was clean and comfortable. "
United States
Tristan
$98 nightly
The price is $104
Dec 30 - Dec 31
Total with taxes and fees
Big River Escape Riverside Cabins

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
$206 nightly
The price is $230
Dec 30 - Dec 31
Total with taxes and fees
Big River Escape Parkside Bungalow

White Valley Motel

White Valley Motel
2.5 star property
St. Charles
5.6 out of 10, (128)
"Very nice owner i wil come back again thank you.. "
United States
Rolando
$72 nightly
The price is $77
Dec 30 - Dec 31
Total with taxes and fees
White Valley Motel

Big River Escape Grandview Manse

Big River Escape Grandview Manse
3.0 star property
Altura
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
$321 nightly
The price is $344
Jan 12 - Jan 13, 2026
Total with taxes and fees
Big River Escape Grandview Manse
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Top Rollingstone Hotel Reviews

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Frequently asked questions

What is the best area to stay in Rollingstone?
The best area to stay in Rollingstone is directly within the town center, particularly around Main Street, for convenient access to local amenities and the area's natural attractions.

Rollingstone's town center is a compact and convenient area. Main Street serves as the primary thoroughfare, featuring local shops, eateries, and a sense of community. The town is located within the scenic Whitewater River Valley, offering easy access to outdoor activities. This area is ideal for travelers who appreciate being close to local life while also having nature at their doorstep.

For families, staying in the town center is particularly beneficial. The proximity to local parks and community spaces provides easy entertainment for children. Additionally, the short distances to local businesses mean less travel time and more opportunities to enjoy the town's offerings, such as ice cream shops or small cafes.

Couples looking for a peaceful retreat will also find the town center appealing. Its quiet atmosphere and access to nearby hiking trails and scenic drives make it a great base for exploring the natural beauty of the region together.
When is the best time to go to Rollingstone?
The best time to visit Rollingstone is during the warmer months, from late spring through early fall, specifically May to September.

This period offers the most comfortable weather for enjoying outdoor activities and exploring the natural beauty of the area. Temperatures are generally mild to warm, making it ideal for hiking, fishing, and kayaking in the nearby Whitewater River or exploring Whitewater State Park.

Couples looking for an active getaway will find this a good time to visit. The pleasant weather allows for scenic drives through the bluff country, picnics by the river, and opportunities to visit local orchards and farms when they are in full operation.

Families will also appreciate the mild conditions for outdoor adventures.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Rollingstone.
How can I save on a Rollingstone hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Rollingstone hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Rollingstone hotel?
Prices for hotels in Rollingstone often vary, but you can find a great deal from $62 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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