Photo by Amy Jo Marks

Search Hotels Near Sugar Loaf, 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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sugar Loaf hotels

Lobby
Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
2.5 star property
0.7 km from Sugar Loaf
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 ฿3,444
฿3,844 total
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Winona
Indoor pool
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
0.5 km from Sugar Loaf
9.2 out of 10, Wonderful, (896)
"Clean room, nice staff, good breakfast"
United States
Brenda
The price is ฿3,863
฿4,312 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Winona by IHG
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
0.5 km from Sugar Loaf
8.8 out of 10, Excellent, (1001)
"The pools were great"
United States
Beth
The price is ฿3,769
฿4,207 total
includes taxes & fees
22 Dec - 23 Dec
The Plaza Hotel & Suites Winona
Luxury Suite, 1 King Bed, Non Smoking, Hot Tub | Desk, iron/ironing board, free cots/infant beds, rollaway beds
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
3.0 star property
0.6 km from Sugar Loaf
8.6 out of 10, Excellent, (1001)
"Room was clean staff was frendly and helpfull"
United States
Glenda
The price is ฿3,109
฿3,471 total
includes taxes & fees
22 Dec - 23 Dec
Express Suites Riverport Inn & Suites
Miscellaneous
Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
3.5 star property
Historic Downtown Winona, 2.2 km from Sugar Loaf
9.8 out of 10, Exceptional, (487)
"The breakfast was wonderful"
United States
Marlin
Alexander Mansion Bed and Breakfast
Room, 2 Queen Beds, Non Smoking (Pet-Friendly) | Individually decorated, individually furnished, desk, laptop workspace
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
2.0 star property
0.3 km from Sugar Loaf
7.6 out of 10, Good, (1003)
"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 ฿1,665
฿1,891 total
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Winona MN
Family Cottage, Park View | Living area | 42-inch Smart TV with digital channels, streaming services, printers
Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
2.8 km from Sugar Loaf
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is ฿6,834
฿7,629 total
includes taxes & fees
29 Dec - 30 Dec
Big River Escape Parkside Bungalow
Studio Suite, 1 King Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free cots/infant beds
AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
2.5 star property
5.8 km from Sugar Loaf
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 ฿3,150
฿3,516 total
includes taxes & fees
28 Dec - 29 Dec
AmericInn by Wyndham Winona
In-room safe, desk, blackout curtains, iron/ironing board
Days Inn by Wyndham Winona

Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
2.0 star property
5.9 km from Sugar Loaf
7.8 out of 10, Good, (1001)
"Comfortable bed."
United States
Bridget
The price is ฿1,735
฿1,937 total
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham Winona
Exterior
Little Bluff Inn

Little Bluff Inn

Little Bluff Inn
2.5 star property
14.9 km from Sugar Loaf
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
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.
View all properties

Top Sugar Loaf Hotel Reviews

Pearl Street Hotel & Suites

Pearl Street Hotel & Suites

10/10 Excellent
"Friendly staff, welcome treat bag, free ramp parking, spacious room. Will stay there again."
Diane 2-night trip
Posted 5 days ago
Pearl Street Hotel & Suites

Hotels near other Sugar Loaf attractions

Lake Park

4.4/5 (26 reviews)
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.
See properties

Sugar Loaf Trailhead

You can take time to visit Sugar Loaf Trailhead during your travels to Winona. Stroll along the riverfront or experience the area's museums.
See properties

Frequently asked questions

What's the area like around Sugar Loaf?
Sugar Loaf is located in Winona. Travellers like the surrounding area for its museums. If you're looking for a convenient place to stay, take a look at the 7 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay close to Sugar Loaf?
Adjacent to Sugar Loaf, Holiday Inn Express & Suites Winona by IHG is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and an indoor pool. Other good choices close by include Express Suites Riverport Inn & Suites and Super 8 by Wyndham Winona MN.
How many hotels can I expect to find near Sugar Loaf?
Expedia has 7 hotels and other accommodation options within a mile from Sugar Loaf.
If I need to cancel the hotel reservation for my stay near Sugar Loaf, will I receive a refund?
Yes, most room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within 24 hours of booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the best deals available near Sugar Loaf.
What can I see and do near Sugar Loaf?
Study the collections at Winona County Historical Society, Minnesota Marine Art Museum or Watkins Heritage Museum. Learn about local history at Merchants Bank and Polish Cultural Institute & Museum Annex. Spend some time wandering around Lake Park, Lake Lodge Recreation Center and Garvin Heights City Park.