Middletown · Middlesex County, CT
Things to do this weekend in Middletown
Scout analyzed 33 Middletown places and surfaced the ones that actually fit this weekend.
Places analyzed
33
Matches
24
Typical spend
—
Typical visit
1.3 hr
Scout-verified spots

Food & Drink
Perk on Main
Upbeat eatery featuring sweet & savory crepes, sandwiches, omelettes, salads & coffee drinks.

Outdoors
Millers Pond State Park
Scenic park with hiking & mountain biking trails that wind through a forest, plus fishing & hunting.

Nightlife
OSA
Italian small plates, wine & whiskey in a striking contemporary space lined with backlit wood slats.

Sports & Recreation
Blackledge Country Club

Sports & Recreation
River Ridge Golf Course

Food & Drink
Cantina Cafe Ristorante
Cozy, old-school restaurant offering a menu of Sicilian-Italian comfort fare, from veal to pasta.

Food & Drink
Fiore II Restaurant
Housemade sauces top classic Italian dishes such as veal piccata at this Downtown trattoria.

Food & Drink
Tate's

Outdoors
Cockaponset State Forest
Connecticut's second largest state forest, with many trails for hiking, mountain biking & skiing.

Outdoors
Butternut Hollow Park.

Shopping
Perkatory Coffee Roasters

Food & Drink
Esca Restaurant & Wine Bar
High-end Italian cooking is paired with a lengthy wine list at this lavish, marble-laden venue.

Outdoors
Harbor Park

Nightlife
Celtic Cavern
Intimate tavern supplying elevated pub grub, craft brews & cocktails till late at night.

Arts & Culture
The Barns at Wesleyan Hills

Food & Drink
Vero Cucino

Food & Drink
MIA Restaurant & Bar - Middletown

Food & Drink
Red Fox Restaurant
White-tablecloth Italian eatery offering seafood, pasta & steaks in a traditional, red-walled space.

Food & Drink
Taino Smokehouse
BBQ, burgers & other comfort eats draw locals to this compact fixture with a large seasonal patio.

Nightlife
Eli Cannons Tap Room
Local institution since 1994 offers beer, including rare microbrews, plus American pub grub.

Food & Drink
Brew Bakers
Artful cafe with creative eats, including breakfast wraps, sandwiches & salads, plus sidewalk seats.

Uncasville
Wolf Den
Many name acts have played the shows at this 300-seat stage & bar in the middle of a casino.

South Glastonbury
So G Coffee Roasters

Food & Drink
Luce Restaurant
Inspired Tuscan dishes with a modern American bent, plus outdoor seating & a mahogany bar.
Outdoors
Patio, trail, or open-air.
No reservation needed
Walk in tonight.
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Staying over in Middletown?
Hotels, resorts and vacation rentals across Middletown — book the stay and make a full weekend of it.
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