Winston Diner & Drive-thru

Old-fashioned drive-up with shade awning serving diner-food and soft serve with 50 different…read moresyrups. Small indoor dining room as well.

Food is fairly typical of your local burger joint. Ok burgers, patty melt is greasy and fried fish…read moreare frozen. The fun part is they do car hop service bringing a tray to your window. Car windows are slanted now so it doesn't quite work. But it's fun. Ambiance inside is car themed. Lots of models. Burgers named after cars. They came to wipe the table when we came in. It's ok. Milkshakes and malts are good. Service is good. It's a bit slow when they get busy. I would come back.

Car hop area

Chicken sandwich tasted like the ones you got from the lunch lady as a kid.

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Menu 9/17/26

Papa Morgan's Family Restaurant

4.6(107 reviews)

15.3 mi

Here's a polished version that keeps your voice but adds a little sparkle:…read more Papa Morgan's is exactly the kind of place we love stumbling across -- a cozy little hole-in-the-wall that just feels right the moment you walk in. We were seated immediately, and our coffee and waters showed up almost instantly (always a great sign ). The place is a bit dated, but in a charming, homey way. I actually loved it -- cute decor and even a small jewelry area to browse while you wait... although "wait" might not even be the right word because the food comes out fast! My husband went with the chicken fried steak, and I ordered French toast from the light menu. We usually split a meal, but today we leaned into both sweet and savory -- and I'm glad we did. Everything was delicious, no complaints at all. Service was quick, friendly, and on point. Our coffee cups never hit empty, which honestly deserves its own gold star. Would I return? Absolutely. This is one of those spots that feels like a local favorite for a reason -- and now it's one of ours too.

We were looking for a breakfast place to eat coming from the LA area. They have business parking…read morebehind and public parking in front. We were greeted nicely by the servers. We ordered Biscuits & gravy, mushroom omelette, pancakes, and country fried chicken. They were all very tasty. I wouldn't get the pancakes. They were a little too thick. You pay at the cashier cash or credit card. If you pay by credit card they charge you $0.50 more. There were plenty of tables inside and it was clean. I would return.

Front counter

Breakfast Burrito smothered in sausage gravy

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Walked in and was greeted with a "Good Morning!! Off to a great start and it smells so good.

Brix Grill

4.0(629 reviews)

6.9 mi

Impeccable service!! Beet salad was A LOT of curly lettuce,…read morefew beets (all red), some goats cheese & very little pepitas. "gorgonzola/mushroom burger... Dry. Lemon cake was to die for!

Stopped here on a road trip and desperately wanted anything but fast food. My husband and I were…read moreboth craving tri tip so I got their bbq tri tip sandwich and he got the Philly one - both were incredible! My kiddo got their mushroom & steak pasta - the steak and mushrooms were great, the pasta itself was fine. They clearly know how to make the meat shine. The service and vibe was great.

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Rooftop Specials

McMenamins Roseburg Station Pub & Brewery

3.8(446 reviews)

6.8 mi

I was stopping for the night in Roseburg, I liked the menu, so I decided to come in. The menu is…read morebasically "pub grub."This is a really cool space. It's the old train station. They've done a great job of turning it into a bar/restaurant. I'm sorry I didn't get my server's name, because she was very friendly and helpful. I decided to start with the Cajun tots. I asked how spicy they were, and she said that they could go mild with the Cajun spice. It also came with a peppercorn ranch. I also ordered the Aztec salad. Romaine, corn & black bean salsa, avocado, tortilla strips, cheddar cheese, tomato, jalapeño, cilantro, onion, chipotle dressing (I asked them to leave off the jalapeño...). She asked me if I wanted to add chicken, and I said yes. I added grilled chicken The food comes, the salad is very decent sized, and the order of tater tots was massive. The salad was a bit on the spicy side. That's on me, because I didn't read the menu very well, and I didn't realize that it had the chipotle dressing. My lips were definitely tingling a little bit. It was toward the high end of what I like for spice, but it was still very good. The chicken was tender and flavorful, with just a tiny bit of a char on it. It definitely added to the flavor. The tots were excellent. I'm glad I had her go light on the Cajun spice, cause even with light spice, again it was a bit spicy. Within what I like for spicy, but I definitely noticed it. The ranch helped calm the spice a bit I had enough tots left over to bring back to my room for breakfast. Prices are a little bit on the high end, but for what I got, quantity and quality, reasonable. Plus, the advantage that Oregon does not have sales tax. They also offer a military/veterans discount. I would stop here again the next time I'm passing through. Thank you!

First time stop at Roseburg McMenamins. Cute old train station converted into a fun McMenamins…read more Love it! Location has a few drinks and beers exclusive to this location. There are also seasonal menu items. I couldn't resist the Portland Dip. It is a fun take on the French dip McMenamins style. Enjoyed Runaway Train beer with it. Atmosphere is that of an old train station with now tables inside and outside. A/C was working well as it was hot outside. Great experience and look to retune when in town.

McMenamins Roseburg Station Pub & Brewery

Cajun tots with their own Black Pepper Ranch.

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Lookingglass Brewery

4.6(26 reviews)

0.2 mi

Waiting for food. Always a delight. Never a long wait for service. So polite and welcoming…read more Wonderful.

I arrived in time for trivia and the folks here in Winston *love* trivia. Just about every seat in…read morethe place was taken but I managed to find a perch with a stool at the window. I was able to plug in the laptop and charge the phone while ignoring the trivia and drink two beers, so it's all good. Chinese food truck out front doing good work this evening. And with that, a five star experience. Good beers, good vibe and the place empties out as soon as the winners are announced. [Review 20939 overall - 25 in Oregon - 1923 of 2023.]

Burgers and Q Buffalo chicken fires at Lookingglass Brewery. Thursdays!

Seating/dining at Lookingglass Brewery

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Lookingglass Brewery

Treats Highway 42 Cafe

3.8(13 reviews)

5.4 mi

They open when they feel like it. They haven't opened for a year.Treats Omelet. Since our last…read morevisit to Tenmile, OR , we were there for four months and they never opened and they did not post anything indicating they went out of business.

Always my favorite place to eat! Love the owners! Thank you…read moreCarrie and Kurt for your re-opening. KR

Sunny sky ahead, watching the cars go by on the Hwy

Clipper Burger with added egg

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True Kitchen + Bar

4.5(386 reviews)

6.8 mi

•$$$

What a fantastic place! Travis was our Server/Bartender. His skill is exceptional and the kitchen…read moreputs out amazing food! I just changed hotel reservations from Eugene to Roseburg so I can dine here again! Travis gave us great input, including a great glass of wine to go with my pork chop. This restaurant is on my Highly Recommended List!

We heard about True Kitchen and Bar and thought it would be the best place to celebrate my…read moredaughter's graduation!! We called to make reservations last minute and they were able to squeeze us in at 8:00 PM. We arrived at 7:45 and were promptly seated by the hostess. We previewed the menu and knew we would get the Fried Calamari for sure! We ended up ordering that to share and an order of Brussels sprouts for me! We each ordered the TKB Burger - 2 with sidewinder fries and one with Pomme Frites. Our server was amazing - super attentive and knowledgeable. My son was impressed that she took our order without writing it down. Hahaha. We got the Fried Calamari and it was AMAAAAAAAZING. The aioli was delicious also. The Brussels sprouts were good, but a little more cooked (and soft) than I normally like. An added bonus was the candied walnuts - I haven't had that before! The burgers came out and the sidewinder fries were not the curly fries we were thinking, so my so traded me. The Pomme Frites were perfectly cooked!! I meant to order my burger with a lettuce wrap, but I forgot. The brioche buns were delicious. The burgers were a little messy, but tasty. My daughter and I cut ours to make them more manageable but my son didn't and his cheese basically ran right off the burger. He didn't mind because he doesn't normally order cheese anyway. We were all stuffed so we didn't even order any dessert. The restaurant was buzzing and it gave off a very nice vibe. We probably won't be back. The pricing was a little out of our normal dinner range, but it was a special occasion. Aside from the fried calamari, we weren't really impressed with the food. Our server was amazing, though!!

2 Beautiful and spacious single bathrooms @ True.

Skillet cookie ala mode with caramel drizzle

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A glass of Malbec

Little Brother's Pub

4.7(69 reviews)

7.0 mi

What an awesome hidden gem! So many times as we have driven…read moreby and never stopped, but that will be a thing of the past! We stopped in for breakfast (served Saturdays & Sundays) and had an amazing meal. I had the traditional English breakfast with Bangers, Bacon, baked beans, mushrooms and eggs that I couldn't finish. Hubby had their corned beef bowl with homemade corned beef and an amazing chimi churry on top. We also discovered that they have Guinness on tap with nitrogen! The only other place in town that we know has it on tap, doesn't have it on nitrogen, so you won't be getting that traditional settling a nice pint of Guinness. We will certainly be coming back!

I had the grilled cheese sandwich and it was ooey gooey and delicious. They have a great selection…read moreof beers. It's a cozy ambience and the service was excellent. I would definitely stop there again if I'm ever in that town.

LIVE music!! YES

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Lavender spritz

Heaven On Earth

3.9(510 reviews)

24.7 mi

Very cute stop on our way from Portland to San Francisco…read more They are known for their cinnamon rolls, but they have plenty of other nice baked good available as well. The cinnamon roll was a bit dry and cool when on the road, so I definitely recommend waiting until you get home and heating it up because it tastes so much better. We also got a chicken pot pie soup which was absolutely delicious for a quick lunch. And everyone there was incredibly kind as well.

Have Honors gets five stars from this yelper. Mr. Joe And and I both had Patti mounts that were…read moredelicious. Just the right size freshly made with grilled red onions and the best Swiss cheese actually had some flavor. Often times it doesn't. The service was delightful quick and quiet. The iced teas were huge. To add all of that onto a walk through the bakery on our way in where we grabbed some lemon cookies and some jars of homemade jams! Have I said how welcoming the ambiance? It's a sweet log cabin Eden. I bet it would be especially beautiful on a long cold day driving the I five north. If we're ever back in this neighborhood will be sure to stop in.

No cinnamon in most of the "cinnamon roll". So disappointing.

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Almost no cinnamon in this part of the "cinnamon roll", and this was the good side.

Willee's Cafe & Spirits

4.3(56 reviews)

0.0 mi

The food was great and the service was excellent and the restaurant was very clean and modern.read more

Great staff. Good food. We love going to Willee's! We go as often as we can, even though we live…read morein Roseburg.

Indoor

Whole wheat Toast

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Grand Re-opening

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Michelle S.

7 years ago

This diner has come a long way. You can tell the new owners put everything they have into this place. The diner is nicely decorated, clean and the wait staff is professional, polite and friendly. The food is reasonably priced, with generous portions and is well prepared. This is a must visit place if you are in the Winston area. read more

Roy F.

13 years ago

The drive in has the best burgers in Winston I go there often and it's a treat every time. Their milkshakes are wonderful and I recommend the logger burger it's so yummy but be warned it is a big burger. I recommend the drive in to everybody I've never been disappointed there :) read more

Wendy W.

10 years ago

The food was excellent. I had the beef dip which was huge and very flavourful. I could have drunk the au jus it was so good. Came with a salad. Husband had fish and chips, so much food he couldn't eat it all. All this for $20! read more

Dean T.

7 years ago

The waitress dawn was so fast. She always make sure we get our food on time and have Everything we need. The diner is always clean and the food is always delicious! I highly recommend though Winston drive-in! read more

Kristin O.

7 years ago

My girls and I love going to the Diner! The food is always great and a friendly fun atmosphere! Very prompt service and clean diner. We always look forward to going back for more yummy food!! read more

Christopher T.

7 years ago

Amazing burgers I definitely recommend the logger burger. The service is great and I love the effort put into the decorations and cleanliness of the diner. I definitely recommend this place! read more

Dawn M.

7 years ago

This is my favorite restaurant I enjoy the food and clean restaurant friendly staff and a grate location

Mary S.

7 years ago

Came from ca and the place where we stayed recommended this dinner. Super good and everything is fresh.

Brittany C.

7 years ago

My favorite burger place in town! Amazing service great food and really good portions!!!

Winston Diner & Drive-thru - tradamerican - Updated October 2026

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The Jersey Lilly

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Colliding rivers drive-through is not a drive-through it's more of like a burger stand. It was…read moredelicious. The help was very nice. The bathroom was clean and functional. The food was delicious even the fries were good and I'm not a fried person. However, my burger was giant. I got the special of the day and it was giant very cute branding on the top of the muffin. I couldn't eat the fries I guess that's why you served it without fries. . Definitely worth a visit or a stop on your way out out of Crater Lake.

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