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 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

Rp2.332.376

Rp2.535.293 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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.

2. Super 8 by Wyndham Winner SD

Winner

Ann

Rp1.423.836

Rp1.547.709 total

includes taxes & fees

11 Oct - 12 Oct

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

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

A hotel with a covered entrance, multiple windows, and a sign indicating it is a 'Nob Hill Inn & Suites'.

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

3. The Niobrara Lodge

Valentine

Lindsay

Rp2.476.702

Rp2.897.920 total

includes taxes & fees

26 Sept - 27 Sept

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.

4. Harmony Inn & Suites

Valentine

Carol

Rp1.988.489

Rp2.326.496 total

includes taxes & fees

27 Sept - 28 Sept

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

David

Rp1.407.622

Rp1.621.973 total

includes taxes & fees

26 Sept - 27 Sept

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

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

6. Trade Winds Motel

Valentine

Rp1.844.163

Rp2.157.670 total

includes taxes & fees

27 Sept - 28 Sept

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

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

An indoor swimming pool with a wooden interior, multiple lounge chairs, and a pool table.

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

Rp1.650.838

Rp1.931.482 total

includes taxes & fees

1 Oct - 2 Oct

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.

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.

8. Raine Motel

Valentine

Virginia

Rp1.407.622

Rp1.647.096 total

includes taxes & fees

26 Sept - 27 Sept

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

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

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.

9. Comfort Inn Valentine

Valentine

Catherine

Rp2.208.185

Rp2.583.576 total

includes taxes & fees

24 Oct - 25 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 two-story motel with a red roof and beige walls. There are multiple windows and doors, and a gravel driveway in front.

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

10. Gerrys Motel

Kennebec

Jin Woo

Rp1.164.540

Rp1.341.908 total

includes taxes & fees

30 Sept - 1 Oct

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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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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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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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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.

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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

Trade Winds Motel

10/10 Excellent

"Very well presented motel. Fast check in. Kept to a high standard all round including the parking lot and grounds. Management obviously take pride in the service they provide. Great sized room and bed. Everything you need is in room. Continental breakfast provided too. No hesitation to stay again."

Gerrys Motel

10/10 Excellent

"Very clean room. Small but very clean. Missed the coffee pot in the room but had coffee in the office. No breakfast. Ate at the owner’s little bar/cafe on the property. One night stay was great for us."

King's Inn

10/10 Excellent

"Exactly what I was looking for."

Holiday Inn Express & Suites Winner by IHG

10/10 Excellent

"Clean, convenient, good breakfast, helpful staff."

The Niobrara Lodge

10/10 Excellent

"The room fit our needs perfectly. It was quiet which is just what we needed for our last night on the road as we made our way home."

Comfort Inn Valentine

8/10 Good

"The hotel is in a nice location and staff is great. The beds were comfortable and breakfast was good. The only down fall was pool and hot tub, they are good in size however too much chemicals and they really should be drained and cleaned up then refilled. They are a great amenity for the hotel"

Super 8 by Wyndham Valentine NE

10/10 Excellent

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

More cheap stays in Winner