Hotels near Sugar Loaf Trailhead

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Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Sugar Loaf Trailhead hotels

Miscellaneous
Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast

Alexander Mansion Bed and Breakfast
3.5 star property
Historic Downtown Winona, 2.1 km from Sugar Loaf Trailhead
9.8 out of 10, Exceptional, (487)
"The owner/innkeeper was lovely! A very nice host and the property is absolutely gorgeous! Truly a dream! Each room is decorated beautifully in time-accurate furnishings and feels very homey. The breakfast was delicious as well, curated and cooked by the host himself. A wonderful evening/stay for my partner and I."
United States
Isabell
Alexander Mansion Bed and Breakfast
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 RM470
RM524 total
includes taxes & fees
4 Jan - 5 Jan 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 RM438
RM489 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express & Suites Winona by IHG
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 RM486
RM542 total
includes taxes & fees
28 Dec - 29 Dec
The Plaza Hotel & Suites Winona
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 RM401
RM447 total
includes taxes & fees
28 Dec - 29 Dec
Express Suites Riverport Inn & Suites
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, (1006)
"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 RM223
RM253 total
includes taxes & fees
20 Jan - 21 Jan 2026
Super 8 by Wyndham Winona MN
Private kitchen
Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
2.8 km from Sugar Loaf Trailhead
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is RM834
RM931 total
includes taxes & fees
29 Dec - 30 Dec
Big River Escape Parkside Bungalow
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 RM406
RM453 total
includes taxes & fees
4 Jan - 5 Jan 2026
AmericInn 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
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 RM224
RM250 total
includes taxes & fees
25 Jan - 26 Jan 2026
Days Inn by Wyndham Winona
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

Stoney Creek Hotel La Crosse - Onalaska

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent
" The view outside in warm swimming pool during winter was amazing for my boyfriend and I . The staff were very nice and they had amazing breakfast. Their room was very clean . This place very couples friendly for when you need mini vacation away from home. I want to come for sure when I can afford again."
Haley 2-night trip
Posted 1 day ago
Stoney Creek Hotel La Crosse - Onalaska

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. 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 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 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 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.