The Best Hotels Closest to Sugar Loaf Trailhead in Winona for 2026

Our top choices for Sugar Loaf Trailhead hotels

1. Fairfield Inn & Suites by Marriott Winona

0.5 km from Sugar Loaf Trailhead

John

NT$4,735 total

includes taxes & fees

Jul 12 - Jul 13

2. Holiday Inn Express & Suites Winona by IHG

0.5 km from Sugar Loaf Trailhead

Kayla

NT$4,908 total

includes taxes & fees

Jun 18 - Jun 19

3. Alexander Mansion Bed and Breakfast

Historic Downtown Winona, 2.1 km from Sugar Loaf Trailhead

Theresa

NT$3,788 total

includes taxes & fees

Jun 21 - Jun 22

4. Express Suites Riverport Inn & Suites

0.4 km from Sugar Loaf Trailhead

Michelle

NT$3,813 total

includes taxes & fees

Jun 15 - Jun 16

5. The Plaza Hotel & Suites Winona

0.5 km from Sugar Loaf Trailhead

Patricia

NT$5,120 total

includes taxes & fees

Jun 15 - Jun 16

6. Carriage House B&B

Historic Downtown Winona, 2.3 km from Sugar Loaf Trailhead

Mark

NT$4,375 total

includes taxes & fees

Jun 29 - Jun 30

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

7. Super 8 by Wyndham Winona MN

0.2 km from Sugar Loaf Trailhead

Joshua

NT$2,300 total

includes taxes & fees

Jun 29 - Jun 30

Family Cottage, Park View | Living area | 42-inch Smart TV with digital channels, streaming services, printers

8. Big River Escape Parkside Bungalow

2.8 km from Sugar Loaf Trailhead

Julie

NT$6,874 total

includes taxes & fees

Jul 8 - Jul 9

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

9. AmericInn by Wyndham Winona

5.8 km from Sugar Loaf Trailhead

Jacob

NT$4,172 total

includes taxes & fees

Jul 12 - Jul 13

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

10. Days Inn by Wyndham Winona

6 km from Sugar Loaf Trailhead

Leon

NT$2,521 total

includes taxes & fees

Jun 25 - Jun 26

11. Little Bluff Inn

14.8 km from Sugar Loaf Trailhead

Patricia

NT$3,500 total

includes taxes & fees

Jun 24 - Jun 25

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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 378 reviews	View
Holiday Inn Express & Suites Winona by IHG	2.5 star property	9.2 Wonderful 929 reviews	View
Alexander Mansion Bed and Breakfast	3.5 star property	9.8 Exceptional 512 reviews	View
Express Suites Riverport Inn & Suites	3.0 star property	8.6 Excellent 1,004 reviews	View
The Plaza Hotel & Suites Winona	3.0 star property	8.6 Excellent 1,012 reviews	View

Top Sugar Loaf Trailhead Hotel Reviews

Radisson Hotel La Crosse

10/10 Excellent

"Good restaurant, great location"

Prairie Inn and Suites Holmen/La Cross

8/10 Good

"No hand soap at bathroom sink. No towel hook next to shower, so I placed my clean towel on the edge of the tub to grab after my shower and not have to walk across the room wet for one, but the shower water wicked right through the shower curtain, leaving the towel on the tub edge soaked, so I still had to walk across the room wet and then use a hand towel to dry off since my partner used the only other bath towel supplied. There's no light above the mirror which makes it difficult to apply makeup. The fluorescent lighting in the room was harsh. Otherwise, I had a solid sleep, so that part was great!"

Super 8 by Wyndham Winona MN

6/10 Okay

"The management were friendly and helpful. Some of the breakfast equipment (coffee machine) was notable to be used. So they were using a percolating coffee pot and was not started early enough to get coffee for the early risers. Had to get coffee at Kwik Trip gas station across the street."

Express Suites Riverport Inn & Suites

4/10 Poor

"The only plus to this motel was the staff, checking in the lady working (sorry I forgot her name!) was absolutely 10/10. She was so helpful and friendly. Everything else is awful and extremely overpriced. I don’t even know where to start. Could hear the person above us tossing and turning in their bed. Every single time. The room was gross, sliding door really didn’t open or close. It’s just tired and needs completely overhauled. The breakfast was disgusting, and that is putting it mildly. Can’t speak on the pool or restaurant as I didn’t use either. We will not choose this hotel ever again."

Hotels near other Sugar Loaf Trailhead attractions

Sugar Loaf Bluff

4.5/5 (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.

Where can I learn more about changing or cancelling my trip in the area near Sugar Loaf Trailhead?

For more information about rescheduling or cancelling your stay near Sugar Loaf Trailhead, head over to our customer service page.

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 Aghaming Park And Preserve.

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Our top choices for Sugar Loaf Trailhead hotels

1. Fairfield Inn & Suites by Marriott Winona