Roundup On the Trail – Chuckwagon Dinner Show
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Call: 1 (800) 504-0115
Local: (417) 544-1944
Travel Tip: Shows are popular, book early for best prices & seats!

About Roundup On the Trail – Chuckwagon Dinner Show

Bringing a similar experience in dining and entertainment that has made the “Christmas on the Trail,” such a popular choice amongst visitors – popular demand has brought the show to Branson visitors year-round, so everyone has a chance to see this popular dinner show!

2 hours
Shepherd of the Hills
5586 West Highway 76, Branson, MO 65616

2016 Show Schedule

Voted "Best Dinner Show" (2016)
Christmas on the Trail
Christmas on the Trail
Show Times
4:15 pm
Sold Out
Book Now! Book now! Get best seats by booking early.
For best seats (and savings), we recommend booking your reservation in advance.

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About Roundup On the Trail – Chuckwagon Dinner Show

At a Glance

  • Show Length About 2 1/2 hours
  • Meal Included? Yes

Questions or Reservations

  • Toll-free 1 (800) 504-0115
  • Local (417) 544-1944
  • Groups of 15+? Call for group rates

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One of the newest and most unique shows to start in Branson, the Roundup on the Trail show features some of the best country, western, and cowboy songs which is accompanied by one of the best home-cooked meals you will find anywhere!

By Popular Request & Demand!

For more than a decade, this talented group of singers, storytellers, and musicians have been sharing their entertainment with audiences visiting during the Christmas and holiday season with their popular “Christmas on the Trail” show. With some changes to the songs and stories, the group has extended their run to play the entire year – while still performing their popular Christmas show during the months of November and December.

With the new show now running through the year, it gives visitors a chance to see one of the most talked-about and highly requested productions in town.

Cowboy Songs, Stories, Comedy, & Music!

From traditional Western songs and cowboy tunes to modern country music, you will hear a variety of music that has entertained audiences of all types and ages. Whether they’re sharing in singing in harmony one of their favorite songs or displaying some of their amazing instrumental abilities, everyone that watches the show will find that it provides some of the most entertaining and enjoyable two hours of performances that you can see anywhere!

The roots of today’s country music are explore while the soul-moving and inspirational gospel music you know and love will be shared by the talented singers and musicians.

Laugh along with the cast and crew as they share some of their funniest stories and comedic tales, which will leave everyone in the audience laughing out loud and maybe rolling in the aisles!

Dinner Served at Each Show!

Served off an authentic chuckwagon, the Roundup on the trail is one of the most unique dinner shows in Branson. Your warm cowboy meal includes some of the best home-cooked food, prepared fresh with each performance and includes:

Regular Meal:
  • Seasoned & basted turkey breast
  • Fire-roasted campfire beans
  • Slow-smoked Texas brisket
  • Dutch oven potatoes
  • Fire-roasted corn on the cob
  • Home-cooked, Dutch oven cobbler
  • Fresh-baked rolls
  • Cowboy coffee, tea, and water
Gluten-Free Meal:
  • Slow-smoked Texas brisket
  • Maple-smoked turkey breast
  • Fire-roasted corn on the cob
  • Baked potato
  • Campfire baked beans
  • Cowboy coffee, tea, and water
Vegetarian Meal:
  • Dutch oven potatoes
  • Cookie’s hot roll
  • Fire-roasted corn on the cob
  • Hot, Dutch oven cobbler
  • Campfire baked beans
  • Cowboy coffee, tea, and water

Set Inside a Climate-Controlled, Covered Pavilion

Those who watch the show will be treated to one of the most unique live entertainment experiences to be found in the area. Set on the grounds of the Shepherd of the Hills homestead, your show takes place inside a climate-controlled, covered pavilion, that allows a one-of-a-kind viewing of this remarkable show. During the warm summer months, the sides of the pavilion are closed and air conditioned, while the cooler months are heated to provide comfort no matter what time of year you’re visiting.

For one of the most memorable times to be had on your next trip, this chuckwagon dinner and show is something you won’t want to miss!

Book Now! Book now! Get best seats by booking early.
For best seats (and savings), we recommend booking your reservation in advance.


Roundup On the Trail – Chuckwagon Dinner Show
5586 West Highway 76, Branson, MO 65616 Shepherd of the Hills

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Reviews & Questions

2 reviews for Roundup On the Trail – Chuckwagon Dinner Show

  1. 5 out of 5


    This is a really great show with great food (smoked brisket and turkey, cheesy potatoes with ham, corn on the cob, rolls, pinto beans, bread pudding, fresh lemonade or tea or boiled coffee). The singer who sings bass (Barry) is as good as any I’ve ever heard. Cowboy songs and great volume — doesn’t blow you out, can just enjoy and little sing along at the end if you want. Best show we saw in Branson…

  2. 5 out of 5


    Even though we aren’t really country western fans, my wife and I really enjoyed the food and show.

    If you’re out there, you can also check out the observation tower and the Shepherd play which are both worth seeing too.

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Have a question or comment?

1 month 1 day ago

I am on oxygen and ride a scooter. Is this handicapped accessible?

1 month 1 day ago

Hi Rob,

Yes, it is handicap accessible. 🙂