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

Our top choices for Sugar Loaf Trailhead hotels

1. Fairfield Inn & Suites by Marriott Winona

0.5 km from Sugar Loaf Trailhead

Courtney

₹15,174 total

includes taxes & fees

21 Jun - 22 Jun

2. Holiday Inn Express & Suites Winona by IHG

0.5 km from Sugar Loaf Trailhead

Kayla

₹15,376 total

includes taxes & fees

14 Jun - 15 Jun

3. Alexander Mansion Bed and Breakfast

Historic Downtown Winona, 2.1 km from Sugar Loaf Trailhead

Theresa

₹12,139 total

includes taxes & fees

16 Jun - 17 Jun

4. The Plaza Hotel & Suites Winona

0.5 km from Sugar Loaf Trailhead

Patricia

₹15,376 total

includes taxes & fees

3 Jun - 4 Jun

5. Carriage House B&B

Historic Downtown Winona, 2.3 km from Sugar Loaf Trailhead

Mark

₹14,890 total

includes taxes & fees

7 Jun - 8 Jun

6. Express Suites Riverport Inn & Suites

0.4 km from Sugar Loaf Trailhead

Corey

₹11,451 total

includes taxes & fees

3 Jun - 4 Jun

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

₹6,908 total

includes taxes & fees

21 Jun - 22 Jun

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

₹20,278 total

includes taxes & fees

8 Jun - 9 Jun

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

9. AmericInn by Wyndham Winona

5.8 km from Sugar Loaf Trailhead

David

₹13,265 total

includes taxes & fees

14 Jun - 15 Jun

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

10. Days Inn by Wyndham Winona

6 km from Sugar Loaf Trailhead

Leon

₹7,571 total

includes taxes & fees

16 Jun - 17 Jun

11. Little Bluff Inn

14.8 km from Sugar Loaf Trailhead

Rosetta

₹9,809 total

includes taxes & fees

3 Jun - 4 Jun

View all properties

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 376 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 509 reviews	View
The Plaza Hotel & Suites Winona	3.0 star property	8.8 Excellent 1,001 reviews	View
Carriage House B&B	3.0 star property	9.8 Exceptional 91 reviews	View

Top Sugar Loaf Trailhead Hotel Reviews

Express Suites Riverport Inn & Suites

8/10 Good

"Nice enough stay but property shows it’s age"

Super 8 by Wyndham Winona MN

8/10 Good

"King bed room was clean and bed was comfortable. The lobby was clean although the hallways smelled a bit of weed, but thankfully the room didn’t. The breakfast was as expected for the hotel chain, a bottle of water in the vending machine was only $1. Not a luxurious place but for the price in Winona it was good. I would recommend if you just need a clean decent room."

GrandStay Hotel & Suites

6/10 Okay

"The hotel is in need of some upkeep. The room I stayed in had an air conditioner that was so loud. It sounded like it was falling apart. When I checked out, I told them about this and they said oh yeah it’s getting fixed today. But they still put me in the room, knowing that the air condition was problematic. Also, I could hear every little noise coming from the room above me both nights that I stayed. Not necessarily the hotels fault, but not very good noise damping. Otherwise, it was not too bad considering the price"

Carriage House B&B

6/10 Okay

"The staff received one star only because they were so hard to locate. Once we came across someone who worked there, they were very friendly and helpful. They advertise "contactless" check-in, which may look OK online, but when one is checking in and has questions or issues, it would be nice to be able to speak with someone. (We never did figure out how to regulate room temperature!) We've preferred B&Bs over traditional hotels because of the more intimate an personal atmosphere, which we found missing in this property. The property itself could use exterior maintenance, but it was clean. The location of the property is convenient to much of what downtown has to offer. Winona is a charming town and well worth visiting."

Hotels near other Sugar Loaf Trailhead attractions

Sugar Loaf Bluff

4.5/5 (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.

See properties

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 Aghaming Park And Preserve.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Sugar Loaf Trailhead hotels

1. Fairfield Inn & Suites by Marriott Winona