𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Winner (2026)

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Go beyond your typical stay in Winner

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Our top choices for Winner hotels

A Holiday Inn Express & Suites hotel with a covered entrance, columns, and a parking lot.

A modern cafe with a bar area, seating, and a view of the outdoors.

A reception area with a counter, seating, and a view of the entrance.

A modern dining area with booths, round tables, and blue chairs.

1. Holiday Inn Express & Suites Winner by IHG

Winner

laura

S$176

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a sofa, a TV, and a dining area.

A reception desk with two monitors, wooden cabinets, and a framed picture on the wall.

A modern bathroom with a white sink, a toilet, and a bathtub. There is a towel rack with folded towels above the sink.

A white, modern laundry facility with two sinks and a plant to the left.

2. Super 8 by Wyndham Winner SD

Winner

Ann

S$113

includes taxes & fees

11 Oct - 12 Oct

A building with a stone facade, a covered entrance, and a garden with various plants and flowers.

A building with a white exterior, black shutters, and a wooden front door. There is a paved entrance with a small step leading up to the door.

A hotel room with a large bed, two bedside tables, a lamp on each table, a microwave, and an air conditioning unit.

A landscaped garden with various plants and flowers, a paved pathway, and a distant view of a building.

3. Trade Winds Motel

Valentine

S$105

includes taxes & fees

12 Oct - 13 Oct

A spacious lobby with wooden flooring, a reception desk, two armchairs, and a large wall-mounted painting.

A hotel room with a seating area, a desk, a television, and a bed.

A restaurant with wooden tables and chairs, a clock, and a fireplace.

An indoor swimming pool with wooden walls and ceiling, surrounded by seating and a visible door.

4. The Niobrara Lodge

Valentine

Lilyann

S$208

includes taxes & fees

11 Oct - 12 Oct

A wooden interior with a pool, hot tub, and seating area.

A hotel room with a bed, a chair, a desk, and a nightstand.

A reception area with a wooden reception desk, pendant lighting, and a large mirror.

A hotel lobby with a reception desk, two armchairs with orange cushions, a sofa with orange cushions, a large mirror, and a framed abstract artwork on the wall.

5. Comfort Inn Valentine

Valentine

Catherine

S$177

includes taxes & fees

3 Nov - 4 Nov

A motel with a red roof, American flag, and a covered parking area.

A compact hotel room with a wooden desk, a television, a microwave, a sofa, and a dining table.

A room with a wooden ceiling, a purple recliner, a desk with drawers, a chair, a flat-screen TV mounted on the wall, and a floor lamp.

A hotel room with two beds, wooden headboards, a desk, and a chair.

6. Harmony Inn & Suites

Valentine

Carol

S$167

includes taxes & fees

11 Oct - 12 Oct

A reception desk with a computer, a phone, and a sign about ice for sale. There are chairs and a bulletin board on the wall.

A closed door with a keyhole and a door handle.

A single bed with a striped bedspread and two pillows, a small framed picture on the wall, and a bathroom with a sink and mirror.

A billiards room with a pool table, chairs, and various memorabilia on the walls.

7. Gerrys Motel

Kennebec

Jin Woo

S$102

includes taxes & fees

11 Oct - 12 Oct

A wooden interior with a hot tub, metal railings, and two chairs.

A hotel room with two beds, a desk, a chair, a TV, and a large window.

A Super 8 motel entrance with a grassy lawn and a building with a sloped roof.

A small indoor pool with two white chairs and a table, wooden walls, and a ceiling vent.

8. Super 8 by Wyndham Valentine NE

Valentine

Michelle

S$139

includes taxes & fees

16 Oct - 17 Oct

A snow-covered outdoor area with a wooden fence, a bench, and a building with illuminated lights in the background.

A snow-covered building with a covered outdoor area and a parking lot.

A restaurant interior with patrons seated at tables, a television mounted on the wall displaying a sports game, and a framed picture of a cityscape on the wall.

9. Raine Motel

Valentine

Virginia

S$118

includes taxes & fees

11 Oct - 12 Oct

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Hotels recommended for families in Winner

Holiday Inn Express & Suites Winner by IHG

Winner

S$176

includes taxes & fees

11 Oct - 12 Oct

Super 8 by Wyndham Winner SD

Winner

S$164

includes taxes & fees

19 Oct - 20 Oct

Gerrys Motel

Kennebec

S$102

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a wooden desk, a microwave, a coffee maker, a trash bin, a mirror, a bed with a red blanket, and a door.

A room with two beds, a wooden panel wall, a wall-mounted light fixture, and a framed picture.

A compact room with a leather chair, a small table with chairs, a wooden dresser, a mirror, a television, and a microwave.

A bathroom with a toilet, sink, and stacked towels.

King's Inn

Kennebec

The Niobrara Lodge

Valentine

S$208

includes taxes & fees

11 Oct - 12 Oct

Comfort Inn Valentine

Valentine

S$177

includes taxes & fees

3 Nov - 4 Nov

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Stay near popular Winner attractions

Winner City Park

Winner City Park offers a tranquil retreat with scenic trails along Rosebud Creek and sports facilities. Enjoy family picnics under shaded shelters or participate in seasonal community events showcasing local culture.

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Tripp County Veteran’s Memorial

8.8/10 (3 reviews)

This solemn memorial honours local veterans with granite slabs inscribed with hundreds of names from Tripp County. Visit during Memorial Day ceremonies to experience the community's deep appreciation for military service.

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McDonald's Park

This historic playground, established through Shorty McDonald's 1948 bequest, offers a peaceful retreat for Winner families. Children enjoy well-maintained equipment while parents appreciate the park's community legacy.

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Winner City Pool

6.0/10 (2 reviews)

This community pool offers a refreshing summer retreat with diving boards and supervised swimming areas. Enjoy family-friendly activities or enrol in American Red Cross swimming lessons during the June-August season.

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Winner Bass Pond

After visiting Winner Bass Pond, make a plan to see the other sights and activities in Winner. Make time to visit the churches and monuments while you're in the area.

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Bailey's Park

This modest area park offers a peaceful retreat from the urban bustle. Locals gather here for picnics, casual sports, and community events throughout the year.

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Learn more about Winner

Explore the Tripp County Museum to discover local history through pioneer artefacts and Native American exhibits. Enjoy small-town charm at the Winner City Park with its playground, picnic areas, and summer community events.

See all hotels in Winner

An aerial view of a town with snow-covered streets and buildings, surrounded by open fields and a distant mountain range.

Top Winner Hotel Reviews

Gerrys Motel

10/10 Excellent

"This place is just what you need when passing through. The owners are welcoming and the attached bar & grill made for great conversation with the locals. If in the area, I’ll certainly visit again."

Holiday Inn Express & Suites Winner by IHG

10/10 Excellent

"Good place to stay. Excellent breakfast!"