Hotels near Sugar Loaf Trailhead

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Dec 25 - Dec 26
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Dec 26 - Dec 27
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Dec 26 - Dec 28
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Jan 2 - Jan 4

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Our top choices for Sugar Loaf Trailhead hotels

Dining
Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN
2.0 star property
0.2 km from Sugar Loaf Trailhead
7.6 out of 10, Good, (1007)
"Staff was very friendly and accomodating. Location was great-as we were in town for my Daughter's graduation from Winona State. I do wish there was more of a selection for the breakfast. "
United States
MIchelle
The price is P3,235
P3,676 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Super 8 by Wyndham Winona MN
Property amenity
Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona
2.5 star property
0.5 km from Sugar Loaf Trailhead
9.4 out of 10, Exceptional, (362)
"I have been to this hotel several times and I am never disappointed."
United States
Marla
The price is P6,819
P7,611 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield Inn & Suites by Marriott Winona
Free buffet breakfast
Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG
2.5 star property
0.5 km from Sugar Loaf Trailhead
9.2 out of 10, Wonderful, (898)
"Clean room, nice staff, good breakfast"
United States
Brenda
The price is P6,343
P7,080 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Express & Suites Winona by IHG
Lobby
Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites
3.0 star property
0.4 km from Sugar Loaf Trailhead
8.6 out of 10, Excellent, (1001)
"Room was clean staff was frendly and helpfull"
United States
Glenda
The price is P5,814
P6,490 total
includes taxes & fees
Dec 28 - Dec 29
Express Suites Riverport Inn & Suites
Lunch and dinner served, American cuisine
The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona
3.0 star property
0.5 km from Sugar Loaf Trailhead
8.8 out of 10, Excellent, (1000)
"The pools were great"
United States
Beth
The price is P7,048
P7,867 total
includes taxes & fees
Dec 28 - Dec 29
The Plaza Hotel & Suites Winona
Exterior
AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona
2.5 star property
5.8 km from Sugar Loaf Trailhead
9.0 out of 10, Wonderful, (897)
"Nice time with clean accomodations and friendly staff. Will stay there again. "
United States
JEANETTE
The price is P5,891
P6,576 total
includes taxes & fees
Jan 4 - Jan 5, 2026
AmericInn by Wyndham Winona
Lobby
Days Inn by Wyndham Winona

Days Inn by Wyndham Winona

Days Inn by Wyndham Winona
2.0 star property
6 km from Sugar Loaf Trailhead
7.8 out of 10, Good, (1000)
"Comfortable bed."
United States
Bridget
The price is P3,250
P3,628 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Days Inn by Wyndham Winona
Terrace/patio
Little Bluff Inn

Little Bluff Inn

Little Bluff Inn
2.5 star property
14.8 km from Sugar Loaf Trailhead
10.0 out of 10, Exceptional, (111)
"Very clean, cozy and feels like home. Ashley is a wonderful host and I would definitely recommend this inn to everyone. "
United States
Desiree
Little Bluff Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sugar Loaf Trailhead Hotel Reviews

Pearl Street Hotel & Suites

Pearl Street Hotel & Suites

10/10 Excellent
"room was nice pool is gone"
Steven 1-night trip
Posted 2 days ago
Pearl Street Hotel & Suites

Hotels near other Sugar Loaf Trailhead attractions

Sugarloaf trail....360 degree views from the top of sugar loaf of the Mississippi River valley. 28 routes for rock climbing to the peak....nice hiking trail to the base!
Photo by Amy Jo Marks
Open Photo by Amy Jo Marks

Sugar Loaf

4.4/5 (132 reviews)
Explore the great outdoors at Sugar Loaf, a lovely green space in Winona. Stroll along the riverfront or experience the area's museums.
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Lake Winona Autumn

Lake Park

4.4/5 (26 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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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 Holiday Inn Express & Suites Winona by IHG and Super 8 by Wyndham Winona MN.
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 Minnesota Marine Art Museum, Winona County Historical Society, and Watkins Heritage Museum. Learn about local history at Merchants Bank and Polish Cultural Institute & Museum Annex. Spend some time wandering around Sugar Loaf, Lake Park, and Lake Lodge Recreation Center.