Middletown is an easily walkable, pedestrian-friendly college city with so many restaurants, shops, and bars that we can't possibly list them all here, but here are some recommendations to get you started!
O'Rourke's Diner
728 North Main Street, Middletown, CT 06457
Featured on Diners, Drive-ins and Dives, this breakfast spot can get busy, so if you're planning on going, make sure to get there with plenty of time to spare!
Brew Bakers
169 Main Street, Middletown, CT 06457
This is a casual breakfast/lunch spot offering creative sandwiches and beverages.
OSA
500 Main Street, Middletown, CT 06457
This contemporary restaurant features a rotating, seasonal menu highlighting local ingredients. Reservations are recommended. This is one of our favorite restaurants in the area!
The Whey Station(Ary)
544 Main Street, Middletown, CT 06457
A laid-back, cozy spot offering a wide selection of local beers on tap, as well as countless cheese-centric dishes!
krust
686 Main Street, Middletown, CT 06457
This hip pizza restaurant is known for their unique specialty thin-crust pies, and an extensive bourbon menu.
Lan Chi's Vietnamese Restaurant and Bar
505 Main Street, Middletown, CT 06457
Comfortable, casual Vietnamese restaurant with a full bar and an outdoor patio.
Powder Hollow Brewery
62 Washington Street, Middletown, CT 06457
This brewery features an experimental pilot brewing system with unique, in-house only creations. They also serve numerous beers and wines from other local breweries/wineries.
Stubborn Beauty Brewing Company
180 Johnson Street, Middletown, CT 06457
A Connecticut favorite, this brewery produces two of the most popular local brews in the state- Nummy Nummy + Happy Treez.
Eli Cannons Tap Room
695 Main Street, Middletown, CT 06457
A Middletown establishment since the mid 90's, this beer bar has an extensive draft list, pub food, and is a great spot to end your night!
Conspiracy
350 Main Street, Middletown, CT 06457
This funky, dimly lit cocktail bar creates amazing artisanal cocktails and offers non-traditional bar food. Reservations are recommended for a table, but the bar is first come, first served.
King Pong
90 Court Street, Middletown, CT 06457
This ping pong spot is brand new to the area, and offers 2 hours of play for $10/person. Walk-ins are accepted Sat + Sun from 12-5pm, and reservations are required all other times.
Wesleyan University
45 Wyllys Avenue, Middletown, CT 06459
Middletown is home to Wesleyan University, a small liberal arts school founded in 1831. Feel free to explore the campus and see the beautiful, historic buildings!
Harbor Park
80 Harbor Drive, Middletown, CT 06457
This scenic walk along the Connecticut River is a great place to enjoy a Spring day.
Wadsworth Falls State Park
721 Wadsworth Street, Middletown, CT 06457
Right next to our wedding venue is Wadsworth Falls- a scenic state park with beautiful waterfalls. Note that there is no picnicking allowed.