Top 10 Hotels Near Sugar Loaf Trailhead in Winona for 2026

Our top choices for Sugar Loaf Trailhead hotels

Fairfield Inn & Suites by Marriott Winona

0.5 km from Sugar Loaf Trailhead

John

P9,195 total

includes taxes & fees

Jul 19 - Jul 20

Holiday Inn Express & Suites Winona by IHG

0.5 km from Sugar Loaf Trailhead

Kayla

P9,943 total

includes taxes & fees

Jul 19 - Jul 20

The Plaza Hotel & Suites Winona

0.5 km from Sugar Loaf Trailhead

James

P8,924 total

includes taxes & fees

Jul 8 - Jul 9

Express Suites Riverport Inn & Suites

0.4 km from Sugar Loaf Trailhead

Corey

P7,405 total

includes taxes & fees

Jul 13 - Jul 14

Individually decorated, individually furnished, desk, laptop workspace

Super 8 by Wyndham Winona MN

0.2 km from Sugar Loaf Trailhead

Robert

P4,397 total

includes taxes & fees

Jul 20 - Jul 21

Alexander Mansion Bed and Breakfast

Historic Downtown Winona, 2.1 km from Sugar Loaf Trailhead

Theresa

P7,356 total

includes taxes & fees

Jul 8 - Jul 9

Desk, blackout drapes, iron/ironing board, free cribs/infant beds

AmericInn by Wyndham Winona

5.8 km from Sugar Loaf Trailhead

Jacob

P8,160 total

includes taxes & fees

Jul 26 - Jul 27

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

Days Inn by Wyndham Winona

6 km from Sugar Loaf Trailhead

Twila

P4,663 total

includes taxes & fees

Jul 14 - Jul 15

Little Bluff Inn

14.8 km from Sugar Loaf Trailhead

Patricia

P6,607 total

includes taxes & fees

Jul 8 - Jul 9

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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 1,004 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 with a stop at 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. Travelers like the surrounding area for its museums. If you're looking for a convenient place to stay, check out the 7 hotels and other accommodations 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 traveler 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 accommodations 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, you'll find most hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to review the best deals 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