We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Ratings and reviews


Mentioned in

  • 6 dining spots worth a drive from your Bend home base - Visit Bendvisitbend.com


American, Steakhouse
Reviews (195)
Filter reviews
195 results
Traveller rating
Traveller type
Time of year
Traveller rating
Show reviews that mention
All reviews bean soup steak baked potato cowboy beans combo dinner chicken yeast rolls top sirloin fresh salad cakes pink lemonade berry shortcake chuck wagon whipped butter large cut bring your appetite fellow diners
Selected filters
Updating list...
Reviewed June 17, 2021 via mobile

We drove down from LaPine through sagebrush and purple mountains majesty. Saw antelope, jack rabbits, a badger, and a horizon to horizon sky. Found the restaurant. We had made reservations months earlier. You are now in a bunkhouse/ chuck wagon/ wood clad cowboy building. The...waitress had her hands full as I bet they are sold out every night here in the middle of the desert. Very friendly and patient answering the same questions night after night. 'Yes, cash only'. No we have no internet. Yes, you did just step in a cow patty with your high heels. But you’ve been warned about the portions. You are prepared. You are starving. You have preordered the steak for you and the chicken for her. But first home made rolls, beans, a salad that would feed a garden club. Delicious delicious delicious. Homemade dressing. The steak arrives and doesn’t quite fit on the plate. Fresh off the grill. Juicy. Perfection. The chicken, and I mean the whole chicken, is cracklin' good, moist, smoky. You chew and chew. But you are clever. You remembered the ice chest for your next few days of meals. You push back from the table. Ah. But they are sneaky. You forgot the huckleberry/strawberry shortcake. Curses foiled again.More

Date of visit: June 2021
Reviewed May 31, 2021

Food was amazing ordered steak-all steaks come medium rare giant sized! Had a great time will definitely be back!

Date of visit: May 2021
Reviewed May 23, 2021 via mobile

We have wanted to try this place for years! We finally made it, and we were not disappointed. It is truly a wonderful experience. The rustic dining rooms, cowboy decor, excellent service, and every part of the meal, we're a real treat! Everything from the...homemade salad dressings, to dessert at the end, is very flavorful, and cooked to perfection. Put it on your list of things to experience!!More

Date of visit: May 2021
Reviewed April 26, 2021 via mobile

It’s an event.An indoor chuck wagon experience. The restaurant is tight and the tables are very close together. Most guests did not arrive wearing masks. Staff was wearing masks. The top sirloin steak (almost a roast)is gigantic but quite tough. The whole chicken was very...good. Hot soft southern style rolls with whipped butter. Salad with house made dressing. Cowboy beans were not done in molasses so diabetics can enjoy them. Giant baked potato with sour cream Berry shortcake for dessert. No alcohol served. It’s a 90 minute drive out of Bend OR. Lots of deer along the road at dusk.More

Date of visit: April 2021
Reviewed August 29, 2020

The food and service is great...but havng raised the prices to $45..it seems too steep for us, we had recieved a gift certificate for Christmas, and fortunately brought cash as we were required to pay the difference..of $24 from when the cerificate was purchased.

Date of visit: August 2020
Reviewed August 7, 2020

This is the second time I've gone to the Cowboy Tree when visiting friends in Sunriver. Even though it's way, way out in the boonies it's worth every mile. And since alcohol is not served nor allowed you can drive way, way back home without...worries. This is one of the few times in your life you would like to be a camel (think multiple stomachs). The photo does not have the baked potato (not much smaller than the steak) as I had already filled one stomach and was looking for space! They start you off with salad with a homemade Ranch (seriously might have been the best Ranch ever) or Honey/Mustard dressing, then it's bean "soup." They call it soup but it's actually very juicy and excellent ranch style beans. Did I mention the homemade yeast rolls, piping hot with butter? Then out comes the behemoth steak, cooked exactly as ordered. We were prepared to bring home leftovers but just as we started packing up they brought out the berry shortcake with whipped cream. It would have been rude to say "no thanks." Everything was so good I think we took everything except for the silverware! The service was absolutely wonderful - our waitress was friendly but not obtrusive, very professional and just a delight. Everyone else we interacted with was very Oregon friendly too. And Angel, one of the owners, well Angel is indeed an appropriate given name. And speaking of Angel.... They have two cabins (about to have two more) on the land you can stay the night (after overeating) 😀 One cabin is considered the big one. Maybe in comparison to the small one but not big comparing it to anything else. There were three adults and the cabin is an actual cabin from the 1800s. Those people were small!! The bathroom is modern (with a funky old style door) but only one person can fit at a time. We had a coffee pot (with coffee), microwave and some kind of cooler ) not quite an ac but not a swamp cooler either. There is a double bed downstairs in the livingroom/bedroom/diningroom. The upstairs "bedroom" is an attic/loft the requires you ascend/descend on a very tight spiral staircase. It is so small that I was the only one who get upstairs comfortably. That space should definitely be used by children only. Upstairs you will two beds, each below a window. That is the only space there is - bed space. That is it. At night with zero light pollution the sky looked like a postcard. It was so nice and peaceful. There are a couple of cats onsite. One is Otis and he's the official Cowboy Tree mascot. I'm sure if it was possible he'd be shaking your hand as you left. There's another cat (black with no tail) who was abandoned there and poor thing needs a home. She will eventually come up to you if you're sitting outside and she will rub against your leg and quickly scoot off, repeat until you're in bed. If I lived in Oregon I would definitely have brought her home. She's so desperate for affection. I think if any big-hearted, cat, cabin loving person would take her Angel would be grateful.More

Date of visit: July 2020
Reviewed July 16, 2020

No masks! The food was delicious and the service great, but... one waitress insisted on wearing her mask under her nose and another on her chin. As there were quite a few elderly people present including us we did not appreciate it. It is difficult...for all of us, but it would have been nice to be respected after waiting almost a year and traveling 3 hours to not be subjected to someone who showed no respect after serving and being exposed to other people. We even stated that we were high risk to the waitress, but that seemed to make no difference in the waitress wearing her mask properly. We had not been out since lock down, and we went because we felt confident that Cowboy Dinner Tree would be strict to protect their patrons. If you are person concerned about the Covid 19 virus due to underlying medical issues, or simply age you may want to pass this one by this time until they tighten up the government regulations on the employees. The couple that runs this place are some of the nicest people we have ever met.More

Date of visit: July 2020
Reviewed July 12, 2020

This is a fun experience. Many of my fellow diners drove from Bend or Sunriver to eat here, which tells you something. There's two menu choices, a whole chicken, or a very large cut of sirloin. My wife and I both had the sirloin, it...was excellent. The chef has a secret marinade that really enhances the flavor - I got three dinners out of it and I'm not a light eater. Even cold the streak was great! You get a salad, delicious homemade rolls, beans, baked potato, and a berries on white cake desert. No alcohol, we had the pink lemonade which was delicious. The price is $45, which was a bargain. The decor is fun, the view is sagebrush, the servers are great. We will definitely be back!More

Date of visit: July 2020
Reviewed July 8, 2020

My wife and I went to CTD a couple of weeks ago. It was our 4th visit. We love the food. But we were a little concerned this time about the lack of precaution during this COVID-19 pandemic. No one wore masks. The waitresses and...owner came right up to tables and chatted well within the social distancing limits. People came from Portland, Corvallis, Salem, Bend. It was full. And even though the food was great we were uncomfortable and just hope we were not exposed to the virus.More

Date of visit: June 2020
Reviewed February 22, 2020

Menu descriptions are Conservative,meat was much larger helpi g,chicken is a chicken I guess,but bring a small cooler to haul away the unfinished portions,there WILl be! Bean soup,salad,rolls,baked tato,dessert,they supply bags butcooler helps collect them. It's not gourmet,just good meat and chicken,that's owboy would have...killed for on the ole trail back when.More

Date of visit: February 2020
View more reviews
Best nearby
Best nearby hotelsSee all
Silver Lake Mercantile & Motel
17 reviews
7.29 km away
Desert Inn Motel
17 reviews
36.08 km away
Summer Lake Hot Springs
99 reviews
50.43 km away
Budget Inn Motel
57 reviews
61.30 km away
Best nearby restaurantsSee all
Flyway Restaurant
28 reviews
25.07 km away
Fort Rock Restaurant and Pub
7 reviews
32.57 km away
Gifts N More/Coffee Corner Bistro
7 reviews
35.54 km away
Best nearby attractionsSee all
Fort Rock State Natural Area
34 reviews
42.21 km away
Crack in the Ground
24 reviews
43.39 km away
Willamette Pass Resort
19 reviews
64.26 km away
Homestead Village Museum
22 reviews
32.47 km away
Questions & Answers
Ask a question
October 12, 2019|
Response from Avmig | Reviewed this property |
Kristine W
October 10, 2019|
AnswerShow all 5 answers
Response from KLynnM_12 | Reviewed this property |
Sorry for the delay- They cook all steaks medium rare.
August 26, 2019|
AnswerShow all 2 answers
Response from k247 | Reviewed this property |
Yes but confirm dates and times by calling them.
Is This Your Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Free Listing
Frequently Asked Questions about Cowboy Dinner Tree Restaurant

Cowboy Dinner Tree Restaurant is rated accordingly in the following categories by Tripadvisor travellers:
  • Food: 4.5
  • Service: 4.5
  • Value: 4.5
  • Atmosphere: 4.5