O’Rourke’s Redux
Despite what they tell you on the tours at Wesleyan, Middletown, Connecticut is not what I would call a restaurant town. You can count the worthy restaurants on one hand, and you might not need your thumb or pinky. Considering that, it may seem strange that I was itching to skip out on a free catered meal at a conference on food I was attending at Wesleyan over the weekend. But anyone who’s spent a day or two in Middletown can tell you that there’s nothing better than breakfast at O’Rourke’s Diner.
Open daily from 4 am until 3 pm, O’Rourke’s is a tiny, old-fashioned silver diner on the south end of Middletown’s Main Street. It has been open for years, but according to some older alumni I spoke with, it used to be little more than a greasy spoon. That changed when Brian O’Rourke took over from the previous generation and turned the diner gourmet. Now O’Rourke bakes almost all his own breads, including wheat bread, Irish brown and soda breads and a host of breakfast breads like banana, lemon and zucchini. Patrons waiting in line outside the restaurant (inevitable on the weekends) are often treated to slices of Brian’s bread, still warm from the oven. And when you are seated, a small sampler of the sweeter breads keep you sated until the food arrives. The restaurant’s interior used to have a considerable coating of grease and a number of tiny little booths that seated only two people. The four-person booths had mini coin-operated jukeboxes. This all changed in August, 2006 when a fire during the night destroyed the entire interior. This, combined with a lack of fire insurance, forced the diner to close until just a few months ago.
I went this time with my friend Honey Roasted Peanut, who was also attending the conference, her boyfriend Pecan Pie, my cousin Leftover Girl and her friend from college. As we waited in line outside, we witnessed Gourmet magazine editor Ruth Reichl departing from the restaurant with her son (Wesleyan class of 2011). She was in Middletown to speak at our food conference, so we weren’t surprised to see her there. Still, it was nice to feel vindicated in my love of O’Rourke’s by one of America’s foremost food authorities. The interior of the restaurant has changed. It’s cleaner, and the booths are a little bigger. The tabletops are covered in a retro-looking Formica instead of the old, authentic vintage stuff. Gone are the mini jukeboxes and the old counter stools. The menu also looks more professional, but, thankfully, it still contains the same favorite dishes. HR Peanut and I didn’t feel confident that we could finish anything on the menu. We decided to share the Irish Embassy (pictured here). It comes with two over-easy eggs, crispy bacon, smoky Irish ham, corned-beef hash, Irish brown bread and well-seasoned potatoes. One stab of the fork sends the egg yolks running over the coarse, hearty bread and dousing all of the succulent meats. Would you like a little cholesterol with your cholesterol? My favorite meat is the corned-beef hash, which comes in delightfully uneven chunks and has enough spicing to give it great savory depth. Needless to say, we were glad we’d shared.
The other three members of our party ordered omelets. These are all huge and fluffy and come filled with all the freshest ingredients available. Pecan Pie went way gourmet with smoked salmon and asparagus, while Leftover Girl settled on this beautiful, vegetable-laden version. I don’t usually order omelets in restaurants, but O’Rourke’s incorporates complex, innovative elements that make theirs worth trying. Other popular menu items include such decadent concepts as banana bread French toast (on Brian’s own bread) and an entire lunch menu, which boasts great turkey and Reuben sandwiches. It’s also fun to put your fate in Brian’s hands and order “Brian’s Breakfast” or “Brian’s Lunch,” both of which are made of whatever Brian feels like putting on the plate. It may take you a while to work up to this level of trust, but if there’s one thing you learn from eating at O’Rourke’s it’s that the diner and its owner won’t let you down.
O’Rourke’s Diner
728 Main St.
Middletown, CT 06457
860.346.6101






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Red Pepper said,
April 7, 2008 @ 10:08 pm
Did they still have sweet potato fries on the menu? I loved those. Wanted to see more shots of the interior—I must make a visit in person! I have photos of O’rourkes cerca 2003…I will always have nostalgia for those little jukeboxes….so happy to hear Brian is back. Viva O’Rourke’s!
Mango Mama said,
April 8, 2008 @ 3:16 pm
I am so glad that O’Rourke’s is open again! I can’t wait for Leftover Girl’s graduation from Wesleyan so I have an excuse to go there again.
Empanada Boy said,
April 8, 2008 @ 6:00 pm
Best corned beef hash I’ve ever had! I’m very glad O’Rourke’s is back.
Mike said,
April 10, 2008 @ 4:03 am
O’Rourkes has the best breakfast, and now dinner around. This place is a true dining
event, and food is done right here. Dinner hours are Thur – Sat 5pm – 9pm.
Forkster said,
April 23, 2008 @ 10:26 pm
It warms the heart to see O’Rourke’s back open. I don’t know how Brian does it–and now dinner?! Glad to hear the quickbread sampler plate still happens. That was always a favorite of mine at Wes. Any idea if he still has birch beer on tap?
O’Rourke’s embodies everything great about diners and American cuisine.
lynn @ the actor's diet said,
November 22, 2010 @ 9:30 pm
i know i’m late to the game on this post but i loved reliving my college days @ o rourke’s through this post. nice to find another wes food blogger!