Find hotels near Sugar Loaf Trailhead, Winona from AED 217

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8 Dec - 9 Dec
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Compare 378 hotels close to Sugar Loaf Trailhead with room rates, reviews, and availability. Most hotels are fully refundable.

Miscellaneous
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, (485)
"The breakfast was wonderful"
United States
Marlin
Alexander Mansion Bed and Breakfast
Property amenity
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, (359)
"I have been to this hotel several times and I am never disappointed."
United States
Marla
The price is AED 393
AED 439 total
includes taxes & fees
4 Jan - 5 January 2026
Fairfield Inn & Suites by Marriott Winona
Free buffet breakfast
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, (894)
"Clean room, nice staff, good breakfast"
United States
Brenda
The price is AED 382
AED 426 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Express & Suites Winona by IHG
Fireplace
Carriage House B&B

Carriage House B&B

3.0 star property
Historic Downtown Winona, 2.3 km from Sugar Loaf Trailhead
9.6 out of 10, Exceptional, (89)
"A very pleasant stay."
United States
Betty
The price is AED 542
AED 605 total
includes taxes & fees
9 Dec - 10 Dec
Carriage House B&B
Lunch and dinner served, American cuisine
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, (1004)
"The pools were great"
United States
Beth
The price is AED 441
AED 492 total
includes taxes & fees
9 Dec - 10 Dec
The Plaza Hotel & Suites Winona
Lobby
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, (1002)
"Room was clean staff was frendly and helpfull"
United States
Glenda
The price is AED 364
AED 406 total
includes taxes & fees
9 Dec - 10 Dec
Express Suites Riverport Inn & Suites
Dining
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, (1001)
"Clean rooms, friendly & courteous staff, convenient to many stores, reasonable rates. "
United States
Nicole
The price is AED 191
AED 217 total
includes taxes & fees
14 Dec - 15 Dec
Super 8 by Wyndham Winona MN
Terrace/patio
Little Bluff Inn

Little Bluff Inn

2.5 star property
14.8 km from Sugar Loaf Trailhead
10.0 out of 10, Exceptional, (110)
"Clean room, nice beds, hot shower and great hospitality!"
United States
Joe
Little Bluff Inn
Exterior
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, (892)
"Nice time with clean accomodations and friendly staff. Will stay there again. "
United States
JEANETTE
The price is AED 393
AED 439 total
includes taxes & fees
14 Dec - 15 Dec
AmericInn by Wyndham Winona
Lobby
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, (1003)
"Clean rooms, friendly staff!"
United States
Michele
The price is AED 203
AED 227 total
includes taxes & fees
14 Dec - 15 Dec
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

Fairfield Inn & Suites by Marriott Winona

Fairfield Inn & Suites by Marriott Winona

10/10 Excellent
"Very nice hotel. Room was clean and quiet. Everything felt updated and well cared for. Breakfast had a good spread. Very nice stay."
Matthew 2-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott Winona

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 Super 8 by Wyndham Winona MN and Holiday Inn Express & Suites Winona by IHG.
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 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.

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