Winner Holiday Rentals, South Dakota: Private House Rentals

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

A modern room with a fireplace, two armchairs, and a large flat-screen TV.

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

1. Holiday Inn Express & Suites Winner by IHG

Winner

Janie

3.067.174 ₫

3.334.019 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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

A two-story building with a sign reading "OFFICE" on the front.

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

Kimberly

2.098.935 ₫

2.281.542 ₫ total

includes taxes & fees

3 Oct - 4 Oct

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 flooring, a wooden ceiling, and a red wall.

3. Harmony Inn & Suites

Valentine

Gerald

2.900.819 ₫

3.393.906 ₫ total

includes taxes & fees

10 Sept - 11 Sept

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

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

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

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

4. The Niobrara Lodge

Valentine

Lindsay

3.613.027 ₫

4.227.502 ₫ total

includes taxes & fees

8 Oct - 9 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 motel with a row of rooms, each with a green door and windows. There are outdoor chairs and a trash can visible.

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

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

5. King's Inn

Kennebec

Andrew

2.053.447 ₫

2.366.143 ₫ total

includes taxes & fees

10 Sept - 11 Sept

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

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

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 dining area with multiple tables and chairs, a kitchen area with appliances, and windows with curtains.

6. Trade Winds Motel

Valentine

David

2.222.401 ₫

2.600.209 ₫ total

includes taxes & fees

16 Sept - 17 Sept

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

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

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

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

7. Super 8 by Wyndham Valentine NE

Valentine

Teresa

2.408.251 ₫

2.817.653 ₫ total

includes taxes & fees

15 Sept - 16 Sept

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

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.

A hotel dining area with multiple tables and chairs, a kitchen area, and a television mounted on the wall.

8. Comfort Inn Valentine

Valentine

Catherine

3.341.660 ₫

3.909.743 ₫ total

includes taxes & fees

3 Oct - 4 Oct

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.

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

An outdoor patio area with round tables and chairs, a stone fire pit, and a covered seating area with a metal roof.

9. Raine Motel

Valentine

Wanda

2.053.447 ₫

2.402.793 ₫ total

includes taxes & fees

10 Sept - 11 Sept

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

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 closed door with a keyhole and a door handle.

10. Gerrys Motel

Kennebec

Jin Woo

1.533.587 ₫

1.767.264 ₫ total

includes taxes & fees

22 Sept - 23 Sept

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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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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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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 Regional Healthcare Center

If Winner Regional Healthcare Center is what brings you to town, hopefully you'll have a chance to explore more of Winner.

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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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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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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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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

King's Inn

10/10 Excellent

"Super nice folks! Would definitely recommend as a road trip stop along 90."

Trade Winds Motel

10/10 Excellent

"Traveling is what we do and this is the best motel we have ever stayed at! Squeaky clean, highly comfortable beds and an excellent breakfast (fresh orange juice, jugs of milk and quality bread)."

Harmony Inn & Suites

8/10 Good

"Dairy clean motel would recommend to anyone in the area"

Super 8 by Wyndham Winner SD

8/10 Good

"Decent hotel for the price."

Raine Motel

8/10 Good

"This was a nice place for the price."

Super 8 by Wyndham Valentine NE

10/10 Excellent

"it was great, pool inside was a little hot."

The Niobrara Lodge

10/10 Excellent

"Wonderful breakfast!"

Quality Inn Rosebud Casino

8/10 Good

"Nice and clean and quiet, did not partake in casino but looked fun."