Things to Do

Winner Area Chamber of Commerce

246 S. Main Street
PO Box 268
Winner, SD 57580
(605) 842-1533

(800) 658-3079

Office Hours
Monday-Friday 9:00 a.m-5:00 p.m.
Closed over the noon hour.

Things to Do

No matter the season, there is always something to do in Winner!  Our community has lots of fun and exciting events and opportunities throughout the year for your entire family, couples, or just a getaway from it all just for yourself!

Browse through the links below to plan your experience whether it is in entertainment, the great outdoors or the many sport opportunities we offer!


Entertainment in Winner

Winner Drive-In Theatre

The Winner Drive-In Theatre has been family owned and operated since 1950. The season runs from Memorial Day to Labor Day and is open Friday, Saturday, and Sunday nights. Bargain night is always the last night the show plays and show time is at dusk. The Drive-In is known for its fantastic concessions and fun atmosphere. The Winner Drive-In Theatre is one of the very few Drive-Ins left in the USA. Definitely a MUST SEE if traveling through Winner during the summer months!

Winner Community Playhouse

The Community Playhouse offers on stage entertainment by some of our most colorful local talents! Any seat in the house is a great seat with stadium style seating overlooking and open stage. Anyone in the community is welcome to take part in productions at the Playhouse. It is also a great location for community events and meetings.

Tripp County Historical Society Museum

The Tripp County Historical Society Museum is open Memorial Day through Labor Day. Its hours are Wednesday-Sunday, 2:00 pm to 5:00 pm. There is a main museum building and the Winner Railroad Depot, which houses over 400 pictures of Veterans. Also on site are the Lakeview Methodist Church, Trinity Episcopal Church, Dorian Meadows Schoolhouse, Rosehill School, the Osa T. and Salome L. Cashatt Homestead House. A machine shed was built to preserve the Morganfield steam engines and other antique vehicles.

PIX Theatre

The Pix Theatre is open year round with show times at 7:30 pm Sunday through Thursday. On Friday and Saturday nights there are two shows nightly at 7:30 pm and 9:30 pm. Thursdays are free popcorn nights! The Pix is only closed 2 days per year: December 24th and 25th. There is a 24 hour information service by calling (605) 842-3045.

Tripp County Library

The library offers something for everyone! Preschool story hour, nursery class, and summer reading club are just a few of the activities going on at the library! Internet access is available, and they have a large selection of video and audio, along with a community room for clubs and organizations to use.

Great Outdoors

Winner City PoolWinner City Pool

The Winner City Pool was newly constructed in 2009. The total surface of the pool is 7,127 square feet and is heated for enjoyment all summer long. There is a zero entry section that consists of 2,719 square feet and has play features including a small slide, dumping buckets and more! The lap pool ranges in depth from 3.5 feet to 5 feet. This area consists of 2,896 square feet and includes a HUGE slide that is 20 feet high and 150 feet long! There is a low and high board in the dive well area, which is 12 feet deep and 1,512 square feet. The pool is open June through August and a concession stand is available nearby.

Multipurpose Recreational Trails

Great trails for walking and biking can be found all over Winner! Over four miles of paved area allow easy access for bikes, runners, joggers and walkers. The trail is also a great place to walk your dog, as benches and pet waste stations are placed in convenient locations along the trails.

Click on “Recreational Trails” below for a downloadable version of the Trails map!

Recreational Trails

Winner City ParkWinner City Park

The Winner City Park is a gorgeous spot in town to take the kids to play, have a picnic, play some ball, or just relax and read a book. The park covers a large area that is very picturesque with many trees, beautiful green grass, and a gazebo. There are basketball and tennis courts, picnic tables, playground equipment, or enjoy the recreational walking trail. Many perfect afternoons have been spent at the Winner City Park!

Tripp County Veteran’s MemorialTripp County Veteran’s Memorial

The Tripp County Veteran’s Memorial is located at the Tripp County Courthouse. The statue in the center was placed there in the 1920’s to honor the sacrifice of World War I veterans. The black marble monuments next to the statue honor the veterans of all wars who served from Tripp County, South Dakota.


Leahy BowlLeahy Bowl

Named after famous Winner resident, Notre Dame Coach Frank Leahy, this baseball field is one of the gems of our community. The grounds are immaculate and many games have been played and continue to be played on this field. Winner occasionally is host to a state baseball tournament.

Winner Country ClubWinner Country Club

This 9-hole course at the Winner Country Club facility features 3,175 yards of golf from the longest tees for a par of 36. The course rating is 34.6 and it has a slope rating of 114.  The Winner Country Club opened in 1962 and the season runs from April 15th to October 15th each year.

McDonald’s Park & Baseball Field

McDonald’s Park is located right next to the Winner Swimming Pool, giving it a prime location! There is an abundance of playground equipment that children of all ages are guaranteed to enjoy. McDonald’s Baseball field is connected to the park, along with tennis & basketball courts nearby.

Softball Complex

Bailey, Daughters, and Jaycee fields are home to many softball & baseball games.  Co-Ed Softball, Winner Girls Softball, and Winner Little League host their games at this complex.  There is an abundance of playground equipment that children are guaranteed to enjoy.  Don’t want to play ball? There is a recreational walking trail around the complex.

Tripp County 4 H Center & Rodeo GroundsTripp County 4 H Center & Rodeo Grounds

Each year Winner Regional High School Rodeo, Tripp County 4H Show, Tripp County 4H Rodeo, Elks Rodeo, Chute the Bull, Ranch Rodeo, and Shrine Circus are attractions at the rodeo grounds! Amenities include covered bleachers, a concession stand and indoor bathrooms. The Mid Dakota Fair each August makes great use of the grounds and 4H building. The 4H Center is used throughout the year for 4H events, meetings, receptions and is one of the local voting locations.

Rosebud Arrow, Rod & Gun Club

Any sportsman would be in heaven during a visit to the Rosebud Arrow, Rod & Gun Club. Facilities include a wide variety of ranges that consist of Outdoor Pistol (50 yds), Outdoor Rifle (50 yds), Rifle Silhouette, Pistol Silhouette, Trap, Skeet, Archery, and Airgun. Range Access is open to the public.

Contact Us

City of Winner

325 S Monroe St. Suite #118
Winner, SD 57580
Phone: 605-842-2606

Tripp County Office of Development

246 S Main St.
PO Box 268
Winner, SD 57580
Phone: 605-842-1551

Winner Area Chamber of Commerce

246 S Main St.
PO Box 268
Winner, SD 57580
(800) 658-3079

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