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

Our top choices for Sugar Loaf Trailhead hotels

Fairfield Inn & Suites by Marriott Winona

0.5 km from Sugar Loaf Trailhead

John

฿5,518 total

includes taxes & fees

12 Jul - 13 Jul

Holiday Inn Express & Suites Winona by IHG

0.5 km from Sugar Loaf Trailhead

Kayla

฿5,386 total

includes taxes & fees

19 Jul - 20 Jul

The Plaza Hotel & Suites Winona

0.5 km from Sugar Loaf Trailhead

James

฿4,829 total

includes taxes & fees

8 Jul - 9 Jul

Express Suites Riverport Inn & Suites

0.4 km from Sugar Loaf Trailhead

Corey

฿4,011 total

includes taxes & fees

8 Jul - 9 Jul

Room, 2 Queen Beds, Non Smoking (Pet-Friendly) | Individually decorated, individually furnished, desk, laptop workspace

Super 8 by Wyndham Winona MN

0.2 km from Sugar Loaf Trailhead

Robert

฿2,382 total

includes taxes & fees

19 Jul - 20 Jul

Alexander Mansion Bed and Breakfast

Historic Downtown Winona, 2.1 km from Sugar Loaf Trailhead

Theresa

฿4,253 total

includes taxes & fees

19 Jul - 20 Jul

Studio Suite, 1 King Bed, Non Smoking | Desk, blackout curtains, iron/ironing board, free cots/infant beds

AmericInn by Wyndham Winona

5.8 km from Sugar Loaf Trailhead

Jacob

฿4,578 total

includes taxes & fees

23 Jul - 24 Jul

In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Winona

6 km from Sugar Loaf Trailhead

Twila

฿2,526 total

includes taxes & fees

12 Jul - 13 Jul

Little Bluff Inn

14.8 km from Sugar Loaf Trailhead

Patricia

฿3,682 total

includes taxes & fees

20 Jul - 21 Jul

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Compare popular hotels close to Sugar Loaf Trailhead

Property	Property class	Guest rating
Fairfield Inn & Suites by Marriott Winona	3.0 star property	9.4 Exceptional 384 reviews	View
Holiday Inn Express & Suites Winona by IHG	2.5 star property	9.2 Wonderful 935 reviews	View
The Plaza Hotel & Suites Winona	3.0 star property	8.8 Excellent 1,002 reviews	View
Express Suites Riverport Inn & Suites	3.0 star property	8.6 Excellent 1,005 reviews	View
Super 8 by Wyndham Winona MN	2.0 star property	7.6 Good 1,002 reviews	View

Top Sugar Loaf Trailhead Hotel Reviews

Best Western Plus LaCrescent / LaCrosse

10/10 Excellent

"Lovely stay, very clean & cozy stay!"

The Wen Inn formerly Andor Wenneson

10/10 Excellent

"We had a great experience staying at The Wen. It's a cool property that is fun to explore and roomy enough so there are many different spots to hang out. We loved the large, covered front porch. Located right next to the Root River bike trail so no issues with getting out for a ride. The owner was very thoughtful and took great care of us while we were staying. Definitely recommend if you're looking for a quiet getaway that still has access to everything you want in the area. Make sure to go check out the International Owl Center in Houston, MN!"

Little Bluff Inn

10/10 Excellent

"We had an amazing stay at the Little Bluff Inn and I highly recommend the facility! The staff was super friendly and helpful. It was a short walk to the downtown area, parks and hiking trails. The room was so quaint, charming, clean and very well maintained. We are definitely looking forward to a return stay. A big thank you for a wonderful stay!!!"

Hotels near other Sugar Loaf Trailhead attractions

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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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 Winona County Historical Society, Minnesota Marine Art Museum and 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 Levee Park.

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Our top choices for Sugar Loaf Trailhead hotels

Fairfield Inn & Suites by Marriott Winona