The Best Hotels Closest to Sugar Loaf Trailhead in Winona - 2026 Updated Prices

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Our top choices for Sugar Loaf Trailhead hotels

A modern hotel lobby with a dining area, seating arrangements, and a stone fireplace.

An outdoor patio area with stone walls, a stone fireplace, and multiple tables and chairs.

A hotel with a modern design, featuring a stone facade and a covered entrance.

1. Fairfield Inn & Suites by Marriott Winona

0.5 km from Sugar Loaf Trailhead

Mary

฿4,405

฿4,917 total

includes taxes & fees

30 Aug - 31 Aug

A pool area with a frog slide, chairs, and a sign indicating the pool's capacity and depth.

A buffet with labeled containers of omelets and other food items.

A hotel room with a blue sofa, a wooden coffee table, a lamp, a TV, and a door leading to a balcony.

2. Holiday Inn Express & Suites Winona by IHG

0.5 km from Sugar Loaf Trailhead

Sarah

฿4,171

฿4,656 total

includes taxes & fees

20 Sept - 21 Sept

A hotel pool area with multiple lounge chairs, a pool, and a second-floor balcony with windows.

A spacious lobby with a stone fireplace, leather seating, a staircase with glass railings, and a view of the outside through large windows.

A brick building with a sign reading "Riverport Inn & Suites" and two flags.

A hotel room with a large bed, a separate bathroom with a bathtub, and a small bedside table with a lamp.

3. Express Suites Riverport Inn & Suites

0.4 km from Sugar Loaf Trailhead

Carol

฿3,920

฿4,376 total

includes taxes & fees

2 Sept - 3 Sept

An outdoor seating area with brick walls, green railings, and hanging flower baskets.

A hotel with a central clock tower, multiple windows, and a parking lot with cars.

A bar area with wooden chairs and tables, a bar counter with bottles and glasses, and a television screen displaying a sports game.

A spacious living area with leather sofas, a coffee table with magazines, and a stone fireplace.

4. The Plaza Hotel & Suites Winona

0.5 km from Sugar Loaf Trailhead

Brittany

฿5,391

฿6,017 total

includes taxes & fees

25 Aug - 26 Aug

A hotel room with two beds, a desk with a chair, a TV, and a large waterfall painting on the wall.

An outdoor patio with a table and chairs, a red umbrella, and a view of trees and a sunset.

A reception area with a modern design, featuring a check-in counter, a door, and a small seating area with red stools.

A breakfast area with a wooden wall, a clock, and a coffee machine.

5. Super 8 by Wyndham Winona MN

0.2 km from Sugar Loaf Trailhead

Noel

฿2,026

฿2,302 total

includes taxes & fees

14 Sept - 15 Sept

A hotel room with a large bed, a separate bathroom with a bathtub, a desk with a chair, and a large mirror.

An indoor swimming pool with clear water, a lifeguard on duty sign, and a seating area with chairs and tables.

A multi-story hotel with a prominent "American" sign, a parking lot with several cars, and a landscaped entrance area.

A hotel lobby with seating, a fireplace, a clock, and a reception area.

6. AmericInn by Wyndham Winona

5.8 km from Sugar Loaf Trailhead

Jacob

฿3,881

฿4,332 total

includes taxes & fees

20 Sept - 21 Sept

A hotel room with two beds, a large landscape painting above the headboard, a bedside table with a phone, and a blue patterned rug.

A modern room with two sofas, a coffee table, and large windows with curtains.

A breakfast area with a coffee station, a refrigerator, and a dining table with chairs.

A gym with treadmills, an elliptical, and a stationary bike.

7. Days Inn by Wyndham Winona

6 km from Sugar Loaf Trailhead

Twila

฿2,222

฿2,480 total

includes taxes & fees

21 Sept - 22 Sept

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Compare popular hotels close to Sugar Loaf Trailhead

Property	Property class	Guest rating
Fairfield Inn & Suites by Marriott Winona	9.4 Exceptional 399 reviews	View
Holiday Inn Express & Suites Winona by IHG	9.2 Wonderful 952 reviews	View
Express Suites Riverport Inn & Suites	8.6 Excellent 1,010 reviews	View
The Plaza Hotel & Suites Winona	8.6 Excellent 1,003 reviews	View
Super 8 by Wyndham Winona MN	7.6 Good 1,021 reviews	View

Top Sugar Loaf Trailhead Hotel Reviews

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent

"Clean room. Fast service."

Express Suites Riverport Inn & Suites

10/10 Excellent

"Very clean with friendly staff. Has a bar on the main level (Brewskis) which was great!"

Little Bluff Inn

10/10 Excellent

"Very kind staff. Accommodated a booking error on my end with no issues. Great rooms and perfect location with some river views. Highly recommend. Was very affordable as well."

Holiday Inn Express & Suites Winona by IHG

10/10 Excellent

"We really enjoyed the pool, hot tub and sauna. Our room was spacious and it was nice that we were able to choose a space that had a separate couch area. The continental breakfast was one of the nicest complimentary breakfasts we've had at a hotel. Finally, the staff was very helpful at check-in and when I had a question regarding the air conditioning."

Days Inn by Wyndham La Crosse

8/10 Good

"They thought I would like the as it was close to door but room was next to breakfast and TV located there. Problem was guests had to talk lordly as the new TV was just installed and both worked me very early. Talked to management and recommended they use this room as last resort. They also muted tv and my second night and morning stay was far better but still believe they should only use this room as last availability."

AmericInn by Wyndham Winona

8/10 Good

"Overall it was a good stay. We enjoyed the hot tub and pool quite a bit. The beds were a little hard and the water pressure in the shower was pretty low. Hard to get a good clean feeling with not much water. The conditioner provided was also not good."

The Plaza Hotel & Suites Winona

8/10 Good

"Bathroom could have been cleaner"

The Wen Inn formerly Andor Wenneson

10/10 Excellent

"Charming Inn! Great communication from host. Super quiet small town adjacent to a fantastic bike path!❤️"

Days Inn by Wyndham Winona

8/10 Good

"The best part was how friendly the staff were and how clean the rooms were. The rooms are small, not any extras like a clock or coffee maker. Some of our party didn’t have irons. The facility is a bit dated but mostly maintained."

Other attractions near Sugar Loaf Trailhead

A river winding through a valley with a highway running alongside it.

Sugar Loaf Bluff

9.0/10 (193 reviews)

Learn about the local history of Winona when you take a trip to Sugar Loaf Bluff. Stroll along the riverfront or experience the area's museums.

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A calm lake reflecting yellow and green trees, surrounded by a forested hillside.

Lake Park

9.0/10 (43 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.

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Minnesota State College Southeast - Winona Campus

Explore the campus of Minnesota State College Southeast - Winona Campus during your visit to Winona. Stroll along the riverfront or experience the area's museums.

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Minnesota State College Southeast

Enjoy the student vibe at Minnesota State College Southeast as part of your travels around Winona. Stroll along the riverfront or experience the area's museums.

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Sobieski Park

Sobieski 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.

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Gabrych Park

Gabrych 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.

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St. Stanislaus Kostka Basilica

Find out about the history of Winona when you spend time at St. Stanislaus Kostka Basilica. Stroll along the riverfront or experience the area's museums.

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Lake Lodge Recreation Center

8.0/10 (32 reviews)

Explore the great outdoors at Lake Lodge Recreation Center, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.

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Frequently asked questions

What's the area like around Sugar Loaf Trailhead?

Sugar Loaf Trailhead 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.

Where is the best place to stay near Sugar Loaf Trailhead?

Adjacent to Sugar Loaf Trailhead, Express Suites Riverport Inn & Suites is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. Other good choices within a short distance include Super 8 by Wyndham Winona MN and The Plaza Hotel & Suites Winona.

How many hotels can I expect to find near Sugar Loaf Trailhead?

Expedia has 7 hotels and other accommodation options within a mile from Sugar Loaf Trailhead.

If I need to cancel the hotel reservation for my stay near Sugar Loaf Trailhead, will I receive a refund?

Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get the best deals available near Sugar Loaf Trailhead.

What can I see and do near Sugar Loaf Trailhead?

You'll want to browse the collections at Minnesota Marine Art Museum, Winona County Historical Society and Watkins Heritage Museum. Learn about local history at Polish Cultural Institute & Museum Annex and Merchants Bank. Spend some time wandering around Lake Park, Lake Lodge Recreation Center and Garvin Heights City Park.

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Our top choices for Sugar Loaf Trailhead hotels

1. Fairfield Inn & Suites by Marriott Winona