Middletown, Middlesex County, CT
Places to go in Middletown
20 scouted venues — the coffee shops, restaurants, parks, and hidden corners we think are worth your time.
Food & Drink
Brew Bakers
Artful cafe with creative eats, including breakfast wraps, sandwiches & salads, plus sidewalk seats.
169 Main St, Middletown, CT 06457, USA
Food & Drink
Cantina Cafe Ristorante
Cozy, old-school restaurant offering a menu of Sicilian-Italian comfort fare, from veal to pasta.
74 Court St, Middletown, CT 06457, USA
Nightlife
Celtic Cavern
Intimate tavern supplying elevated pub grub, craft brews & cocktails till late at night.
45 Melilli Plaza, Middletown, CT 06457, USA
Nightlife
Conspiracy
350 Main St, Middletown, CT 06457, USA
Nightlife
Eli Cannons Tap Room
Local institution since 1994 offers beer, including rare microbrews, plus American pub grub.
695 Main St, Middletown, CT 06457, USA
Food & Drink
Esca Restaurant & Wine Bar
High-end Italian cooking is paired with a lengthy wine list at this lavish, marble-laden venue.
437 Main St, Middletown, CT 06457, USA
Food & Drink
Fiore II Restaurant
Housemade sauces top classic Italian dishes such as veal piccata at this Downtown trattoria.
332 Main St, Middletown, CT 06457, USA
Outdoors
Harbor Park
80 Harbor Dr, Middletown, CT 06457, USA
Nightlife
Harrie's Jailhouse
51 Warwick St, Middletown, CT 06457, USA
Food & Drink
Luce Restaurant
Inspired Tuscan dishes with a modern American bent, plus outdoor seating & a mahogany bar.
98 Washington St, Middletown, CT 06457, USA
Food & Drink
MIA Restaurant & Bar - Middletown
200 Main St Ste 3, Middletown, CT 06457, USA
Nightlife
OSA
Italian small plates, wine & whiskey in a striking contemporary space lined with backlit wood slats.
500 Main St, Middletown, CT 06457, USA
Food & Drink
Perk on Main
Upbeat eatery featuring sweet & savory crepes, sandwiches, omelettes, salads & coffee drinks.
386 Main St, Middletown, CT 06457, USA
Shopping
Perkatory Coffee Roasters
725 Main St Unit 23, Middletown, CT 06457, USA
Food & Drink
Red Fox Restaurant
White-tablecloth Italian eatery offering seafood, pasta & steaks in a traditional, red-walled space.
218 Smith St, Middletown, CT 06457, USA
Food & Drink
Taino Smokehouse
BBQ, burgers & other comfort eats draw locals to this compact fixture with a large seasonal patio.
482 S Main St, Middletown, CT 06457, USA
Food & Drink
Tate's
80 Harbor Dr, Middletown, CT 06457, USA
Arts & Culture
The Barns at Wesleyan Hills
616 Long Hill Rd, Middletown, CT 06457, USA
Arts & Culture
The Wadsworth Mansion at Long Hill
421 Wadsworth St, Middletown, CT 06457, USA
Food & Drink
Vero Cucino
Tradewinds Plaza, 749 Saybrook Rd, Middletown, CT 06457, USA