This Oregon Restaurant Takes Cowboy Style Dining to a Whole New Level

by | Jan 12, 2024 | Bend, Central Oregon, Eastern Oregon, Featured, Food & Drink, History, History, Interesting, Restaurants, Travel

The outside of The Cowboy Dinner Tree. It's a rustic wood building with sage brush outside and saddles hanging over a wooden rail.

Nestled in the outback community of Silver Lake, about 90 minutes southeast of Bend, the Cowboy Dinner Tree stands out as a distinctive Oregon dining destination. This unique restaurant has evolved from its origins as a late 19th-century homestead, undergoing various transformations before becoming a popular restaurant in 1992. Jamie and Angel Roscoe, the current proprietors, have maintained its rich historical essence.

The Cowboy Dinner Tree In Silver Lake, Oregon

The rustic interior of The Cowboy Dinner Tree. There are cowboy decorations all over the walls.
Photo by Stephanie M. via Yelp.

The Cowboy Dinner Tree's history is deeply intertwined with local ranching heritage. Originally a pivotal stop for ranchers driving cattle from Silver Lake to Sycan Marsh, it was known for a large juniper tree where a chuckwagon once served hearty meals. This tree still stands near the restaurant's rear entrance, symbolizing its enduring legacy.

A whole chicken and a baked potato.
Photo by Larry J. via Yelp.

Patrons are treated to an authentic ranch-style culinary experience, with a choice between two hearty entrees: a whole roasted chicken or a substantial 26 to 30-ounce steak.

Steak, potatoes and cowboy beans on a wooden table at the Cowboy Dinner Tree.
Photo by D C. via Yelp.

Priced at $45 per person, the meal includes unlimited beans, salad, and homemade rolls, with special pricing for children. The dessert menu features a delightful berry shortcake, complemented by beverages like pink lemonade, ice tea, and coffee.

Two glass mason jars. One is full of pink lemonade, the other has tea.
Photo by Teresa G. via Yelp.

Beyond its culinary offerings, the Cowboy Dinner Tree provides a full cowboy experience. Guests love to stay overnight in one of the rustic, wood-stove heated cabins, equipped with modern amenities like electricity and a shower.

Desert. It looks like some kind of shortcake with various red and black berries and sauce. Looks delicious!
Dessert. Photo by Tia J. via Yelp.

This allows for a more immersive experience in the serene Oregon outback. Guests consistently praise the friendly service, which adds to the warm and welcoming atmosphere.

The Cowboy Dinner Tree Information

The outside of The Cowboy Dinner Tree. It's a rustic wood building with sage brush outside and saddles hanging over a wooden rail.
Photo by Chief K. via Yelp.

Tip: The restaurant operates on a reservation-only basis and exclusively accepts cash payments. Make your reservations up to a month in advance to ensure you get in.

Getting To The Cowboy Dinner Tree

The outside of The Cowboy Dinner Tree. It's a rustic wood building with sage brush outside and saddles hanging over a wooden rail.
Photo by Kevin O. via Yelp.

To reach this hidden gem, drive 31 miles south from Bend on U.S. 97 and turn left on Oregon 31 South. Then drive for 47 miles and turn right on East Bay Road. Drive for another 4.2 miles to reach your destination. The Cowboy Dinner Tree is situated 5.1 miles south of Silver Lake, offering a scenic drive that complements the overall experience.

  • Location: 50836 E Bay Rd in Silver Lake, Oregon
  • Hours:
    • December 1st - January 31st: Saturday only, 4 PM -7:30 PM
    • February: Open Friday and Saturday, 4 PM - 7:30 PM
    • March 1st - Sunday before Memorial Day: Friday, Saturday and Sunday 4 PM - 7:30 PM
    • Memorial Day Weekend - October 31st: Thursday, Friday, Saturday and Sunday 4 PM - 7:30 PM
    • November: Friday, Saturday and Sunday - 4 PM - 7:30 PM
  • Call For Reservations: (541) 576 -2426
  • Get More Information on the Cowboy Dinner Tree website.

The Cowboy Dinner Tree stands as a shining example among the numerous unique local businesses that we love in Oregon. If you’ve got a favorite spot or business in mind, don’t hesitate to nominate them—they might just be highlighted in an upcoming feature for That Oregon Life. Be sure to stay connected with That Oregon Life on Facebook and Instagram to stay updated on the most remarkable destinations, attractions, and happenings in the Beaver State.

The outside of The Cowboy Dinner Tree. It's a rustic wood building with sage brush outside and saddles hanging over a wooden rail.
Photo by Joe E. via Yelp.

This spot is more than just a restaurant; it's a step back into a simpler time, reflecting the communal meals of the old west. It's not just about the food, which is plentiful and delicious, but also about the unique ambiance that feels like a scene from a classic western show. The scenic journey to the restaurant, the rustic décor, and the top-notch service all contribute to an experience that's memorable for its authenticity and charm.

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Written By Jessica Tomlinson

Jessica Tomlinson is a native Oregonian currently living in Southern Oregon. She has been blogging since 2006. She loves nature, photography, hiking, camping, and exploring Oregon's wilds.

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