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The Boss's Place

4.8 (4 reviews)

The Boss's Place American Restaurant Photos

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Crooked Ewe - Short Rib ($28) - smoked & braised + jalapeno cheddar Anson Mills grits + birria consomme + cilantro + onion

Crooked Ewe

4.2(745 reviews)
4.9 mi
•$$

The Crooked Ewe was a delightful establishment! So spunky and a fun environment right here in South…read moreBend! We found it to be the best location for a girls dinner! We sat on their beautiful patio with a perfect view of the St. Joseph River- what a treat! There are opportunities to sit in so many places it felt a bit like a maze in the best way- so much to see! And with all of these places to sit, on a lovely Friday night- this place was poppin'! So we'd likely recommend a reservation if you think of it, but I'm certain the wonderful staff would be able to fit you in as they can! We waited a moment for our food, but with our large group, we were happy to do so as the food was worth the wait! Many of our group got OG Burgers while others opted for chicken wings and brisket sandwiches, or even tacos! They really had it all! The food had a bit of a kick with the spice, but as someone with not a high spice tolerance, it was not too much at all! I didn't get a chance to snap a pic of our dishes because we just scarfed them down- Ha! The service was attentive, but also really independent and relaxed! Cared for, but not micromanaged in the slightest! Free to laugh loud and make memories with no rush out! Worth the stop if you can make it! What a joy!!

Crooked Ewe opened shortly after I graduated from college and moved out of the area. Luckily, my…read morefamily still lives in the area, so we make it a point to visit whenever we're in town and we are never disappointed. The choice of beer is always spot on and the food and service are always a hit. The poutine is a solid choice to share. The pastrami is delicious. But the one that I really enjoyed recently was the bibimbap with brisket. It can get a little crowded, but that just says that it's a good place to meet up and get some good food.

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Crooked Ewe - Menu

Menu

Crooked Ewe - 1/4 lb Texas Smoked Brisket ($5.25), Texas Hot Link ($5.25), Jalapeño Cheddar Grits ($6)

1/4 lb Texas Smoked Brisket ($5.25), Texas Hot Link ($5.25), Jalapeño Cheddar Grits ($6)

Crooked Ewe - Sunset Tart Cherry Cider ($8) from Ash & Elm Cider Company

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Sunset Tart Cherry Cider ($8) from Ash & Elm Cider Company

McCollum’s Restaurant & Bar

McCollum’s Restaurant & Bar

4.6(20 reviews)
13.8 mi

It seems like a nice place but our experience, particularly food, wasn't great. Service was good,…read moreour waiter was patient and friendly as we came as a party of 6 plus kids. What left me puzzled is food. What I loved were fries, round shaped which I thought was rather unusual and just the right amount of salt, crispiness, softness inside. That's about it though. As a main dish I picked prosciutto focaccia and while on paper it looked great, it came out very dry, almost stale, I didn't enjoy it at all. While fries were great, the portion of it was tiny. Like, 10 or 11 fries in a small plate. My partner got a chicken sandwich and it was good. Now, the kids got kids burger which comes with fries too and I swear the kids plate had double the fries compared to my side. We also got kids pasta and it was the same size as someone's pasta from our party. I mean, great value for kids menu items, sure, but I'm just not sure why adult dishes are so slim compared to kids. When they brought the check we noticed two items in it that we didn't order, which we realized after paying for it and looking at the receipt (they use portable terminals and have an option to text you the receipt). Our server corrected the mistake and refunded the difference for the two items we didn't order promptly after we pointed it out but this still left a bad aftertaste for us; we don't always look at receipts and this one would've gone unnoticed for sure, we only looked because total seems a bit too high. I also noticed that the soup upcharge on the menu is $2, but on the check it was $3. Pointed it out to the server too but she didn't do anything about it. It's just a dollar so we didn't press for it, and again, only noticed it because we started looking at the receipt due to unusually high total. Anyway, it was nice to visit, but we won't be back.

Our first time here and we were impressed. The Rueben egg roll is my new favorite way to eat a…read moreRueben. I could have eaten 20. I had a Wagyu burger and my wife had a Caesar salad. Both were excellent. I loved the atmosphere and our waitress was outstanding. We definitely will be back.

Photos
McCollum’s Restaurant & Bar - Inside seating, with stairs to lodging upstairs

Inside seating, with stairs to lodging upstairs

McCollum’s Restaurant & Bar - Whipped cranberry goat cheese dip

Whipped cranberry goat cheese dip

McCollum’s Restaurant & Bar - Inside seating and bar area

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Inside seating and bar area

Roselily - duck confit

Roselily

4.7(135 reviews)
4.4 mi

We dined at Roselily last night and I can say without hesitation this was one of the best dining…read moreexperiences I have ever had. We did the six-course chef's tasting with wine pairings and every single course delivered. The food was creative, beautifully presented, and incredibly well-balanced, and the wine pairings elevated everything even further. You can tell there is real thought and precision behind every detail--from the menu to the pacing of the meal. And the ambiance was a total vibe! But what truly made the experience stand out was the service. The team struck that rare balance of being both highly professional and genuinely warm. Nothing felt scripted. It felt personal. When they learned we were close to graduating from our MBA program, they surprised us with a menu signed by the entire staff, filled with handwritten notes of encouragement. One simply said, "Follow your dreams." That moment will stick with me forever: core memory unlocked. This is the kind of detail you do not forget. This is not just a great restaurant--it is a full experience. I would absolutely put Roselily at Michelin-star level. If you appreciate thoughtful, elevated dining with exceptional service, this place is worth going out of your way for. We will be back for sure!

Everything was beautiful about the evening, quite fantastic upscale ambience with a great server…read moreand Sam and Rafael, drinks were really good. I had coffee Negro and old-fashioned wine is good. M For some reason my last review didn't post, so I'll tag along our new review for march 6.2026 Loved the ambiance, little bus today but it's Saturday! Jack our server was awesome made great recs for dinner, desert and wine! I tried a Spanish wine, Chocolate with mango sorbet as dessert (very interesting and tasty) and their chicken dish. Just authentic delicious food!!

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Roselily - Ambiance!

Ambiance!

Roselily
Roselily - Steak veggies

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Steak veggies

Tippecanoe Place Restaurant - Prime Rib

Tippecanoe Place Restaurant

3.4(244 reviews)
4.5 mi
•$$$

I am shocked to learn that this historic South Bend restaurant is closing, effective immediately!…read moreNestled in a gorgeous historic mansion, the Tippecanoe Place Restaurant served upscale meals and was popular for special occasions. My boyfriend and I came here for Sunday brunch in early May 2025 for a romantic date while I was visiting South Bend. Our service was spectacular and our brunch was delicious and expertly made. I did notice that there weren't a lot of people also dining there, just a dozen or so other patrons during our time there. It wasn't the best brunch food I have ever had, but the potatoes were fabulous! My omelet was pretty good too, but I am an omelet fanatic. The side of fruit my bf and I each got were fresh and generous as well. My bf got the quiche and was pleased with the portion and taste. I hope the staff are able to find employment somewhere else soon and that the talented chefs continue to make good food at another place. RIP Tippecanoe Place Restaurant!!

Since I grew up in South Bend, I had always heard of people going to Tippecanoe Place. It was for…read morerich people so growing up, I never had the pleasure. Fast forward 50 (okay, maybe more like 60"ish") years, I returned. My out-of-town family members and I made an effort to visit this restaurant for lunch. The site is beautiful and has a lot of South Bend history described in the pictures on the walls. You are welcome to walk through the three stories to see the fantastic architecture. We ordered chicken sandwiches, chicken salads and I had an excellent chicken marsala. Why not five stars? The chicken on the salads and the sandwiches were overcooked and very dry. The chef overlooked the chicken on one salad but, once it arrived, again, it was overcooked. The service was good for as busy as she was, but the restaurant was definitely understaffed. The prices were a little high, but I think this is the new normal. All things considered, I would return just for the chicken marsala, it was that good.

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Tippecanoe Place Restaurant
Tippecanoe Place Restaurant - Tippe by Day

Tippe by Day

Tippecanoe Place Restaurant - Tippe by night

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Tippe by night

The Boss's Place - tradamerican - Updated May 2026

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