Large portions of downtown Middletown date from the 19th century.

City / town · Connecticut

Middletown

Large portions of downtown Middletown date from the 19th century.

Best timeMay–Oct
From you
Nearest airportHVN · 24 mi
On this page

Overview

Middletown is a moderately-sized college and business town, with a few interesting remnants of 19th-century churches, graveyards, and mills. It is in Connecticut on the Connecticut River, about 20 miles (32 km) south of Hartford.

7 sights · 1 things to do · 8 places to eat · 3 bars & cafés · 2 places to stay

Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage

Best things about Middletown

Wadsworth Mansion

Wadsworth Mansion

Oddfellows Playhouse

Kidcity Children's Museum

The Buttonwood Tree

Harbor Park

Indian Hill Cemetery

Plan your trip

Best time to visit & weather

Most comfortable: May–Oct. Summer highs reach about 85°F; winter lows dip to about 19°F. Cold months (Jan, Feb) can bring snow and ice; check road conditions. Wettest: Oct and Sep. (climate data from nearby Hartford)

Jan: 3.3 in rain3.3"Jan: high 36°F, low 19°F36°19°JanFeb: 3.1 in rain3.1"Feb: high 38°F, low 21°F38°21°FebMar: 3.8 in rain3.8"Mar: high 47°F, low 28°F47°28°MarApr: 3.9 in rain3.9"Apr: high 60°F, low 38°F60°38°AprMay: 3.8 in rain3.8"May: high 72°F, low 48°F72°48°MayJun: 4.3 in rain4.3"Jun: high 80°F, low 58°F80°58°JunJul: 4.2 in rain4.2"Jul: high 85°F, low 63°F85°63°JulAug: 4.2 in rain4.2"Aug: high 83°F, low 62°F83°62°AugSep: 4.4 in rain4.4"Sep: high 76°F, low 54°F76°54°SepOct: 4.5 in rain4.5"Oct: high 64°F, low 42°F64°42°OctNov: 3.5 in rain3.5"Nov: high 52°F, low 33°F52°33°NovDec: 4.1 in rain4.1"Dec: high 41°F, low 25°F41°25°Dec

Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).

Getting there

  • From you: to see whether to drive or fly, and how long it takes.
  • HVN Tweed New Haven Airport, New Haven — 24 mi away. Directions
  • BDL Bradley International Airport, Hartford — 26 mi away (major hub). Directions

From Hartford - 91 S to 9 S first or second light on the highway take a right.

Full “Get in” guide ↓

Budget & where to stay

  • Typical meal: about $10 per person at listed restaurants.

See the Sleep guide ↓ for places to stay.

Sample 2-day itinerary

Day 1

  • Morning Wadsworth Mansion, Empower Leadership Sports & Adventure Center
  • Lunch Aroy Thai Garden
  • Afternoon Harbor Park, General Mansfield House
  • Dinner Amici Italian Grill Restaurant
  • Evening Eli Cannon's Taproom

Day 2

  • Morning Kidcity Children's Museum, Oddfellows Playhouse
  • Lunch Brew Bakers
  • Afternoon The Buttonwood Tree, Indian Hill Cemetery
  • Dinner Coyote Blue Tex Mex Cafe
  • Evening Harbor Park

Stops are grouped by area so each day needs little backtracking. Check opening hours before you go.

Food for you

Cuisine (tap to filter)

What to ask about, for your diet

    Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder

    Photos

    Large portions of downtown Middletown date from the 19th century.As the Wesleyan University campus has grown, it has incorporated several dozen 19th-century houses, such as the Samuel Wadsworth Russell House.Indian Hill CemeteryFormerly Tuscany Grill, Stella D'Oro sits just off of Main Street, in a former movie theater.The Inn at MiddletownWadsworth MansionMiddletown

    Map

    Every listing with a location. Tap a pin for its Google Maps link.

    Understand

    Middletown lies on the Connecticut River about 15 miles south of Hartford. The town has a long history. At the time of the American Revolution, John Adams counted it as the most beautiful city in New England, but today almost nothing survives from that era. It is considered to be the southernmost city in the Knowledge Corridor region, which features an inordinate number of prestigious universities and 120,000 university students. Middletown features a large variety of restaurants (3 Mexican places, 3 Indian places, 2 Thai places, a Tibetan place and uncountable Italian places.)

    There is one major college - Wesleyan University - located up the hill from downtown but aside from the restaurants and bars on Main Street, there aren't many things for college students to do right in Middletown. Where are the bookstores? The import clothing stores? Well, there may be one or two but they're hiding. To find the heart of Middletown you've got to do a little snooping around.

    There are excellent resources here for those with an artistic bent. Middletown was once rated one of the 100 best art towns in America. The Buttonwood Tree is an intimate performance art space on the North End of Main St. Oddfellows Playhouse provides a start in the world of theater for kids of all ages. Then there's Kid City - sort of an exploratorium - a great place to take your kids on a rainy afternoon. For adults, the cultural offerings on the Wesleyan University campus (films, theater, a variety of music performances, and a gallery hosting art exhibits) are nearly all open to the public, and will probably trump these.

    Middletown is also the home to Connecticut Valley Hospital, the major psychiatric facility for southern New England. There may be outpatients in the downtown areas. Rest assured, CVH outpatients are people too, and are properly medicated and undergoing treatment.

    Municipal information

    Get in

    By car

    From Hartford - 91 S to 9 S first or second light on the highway take a right.

    From the Shoreline - Take 9 N - left at the lights.

    From the west (or New Haven) - Take Rt 66 E

    From the east - Get to Portland and go over the Portland Bridge

    By bus

    The Route 590 Middletown/Meriden Connection Service provides service between Meriden and Middletown. Meriden has an Amtrak stop.

    Dattco offers service between New Haven and Hartford stopping in Middletown.

    Get around

    By bus (via Middletown Area Transit), by car or possibly on foot. Main Street is lined with parking spaces and meters, a free two-hour parking lot on Washington Street behind Main Street Market and there is a medium-sized parking lot at Metro Movies 12. Traffic does get busy during the work day and around dinner time.

    See

    See Kidcity Children's Museum

    📍 119 Washington St🕒 Everyday 9AM-4PM by reservation💲 $14/person☎ +1 860-347-0495
    MapsWebsite

    See Harbor Park

    Maps

    Do

    • The entrance to Wadsworth Falls State Park is in Middletown, though most of the park, including the falls themselves, is in Middlefield.
    • - in

    Do Empower Leadership Sports & Adventure Center

    MapsWebsite

    Buy

    Shop Wesleyan Potters Shop

    📍 350 South Main Street🕒 Office hours: Mon—Fri 9AM-3PM; gallery/shop hours: Wed-Fri 10AM-6PM, Sat 10AM-4PM, Sun noon-4PM, Mon Tue by appointment only☎ +1 860-347-5925
    Maps

    Eat

    Eat Aroy Thai Garden

    ThaiVegan / VegetarianVegan options

    Fully plant-based, authentic Thai menu. Great meat alternatives, and the best Thai curries in the area.

    📍 203 Main Street🕒 Thu 5-9PM, Fri-Sun noon-9PM☎ +1 860-346-3322Checked May 2026
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Eat Amici Italian Grill Restaurant

    ItalianAmerican$

    Casual chic, classic Italian food, romantic or business atmosphere. Accepts reservations for any size party.

    📍 280 Main St🕒 Mon-Thu 11AM-10PM, Fri Sat 11AM-11PM, Sun 11AM-10PM💲 $10-20☎ +1 860-346-0075
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Eat Brew Bakers

    Breakfast / Brunch

    Counter-service offering breakfast, lunch and baked goods. Owned and operated by an award-winning Austrian chef.

    📍 169 Main St☎ +1 860-852-0034
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Eat Klekolo World Coffee

    Bakery / Café

    Very cool independent coffee shop and espresso bar. Lots of odd college kids mixed with locals provides an interesting atmosphere. International coffees and based drinks. Teas - black, green or herbal.

    📍 181 Court Stacross from the police station🕒 Mon–Thu 6:30AM–10PM, Fri Sat 6:30AM–midnight, Sun 7AM–7PM☎ +1 860-343-9444⚠ Last checked Mar 2020 — confirm before you go
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Eat Typhoon Restaurant

    ThaiAsian$

    Thai and assorted Asian foods. BYOB.

    📍 360 Main St🕒 Open Mon-Sat 11AM-3PM lunch and 5PM-10PM dinner, closed Sun💲 $9-15☎ +1 860-344-9667
    Video reviews: Instagram reels · TikTok · YouTube
    Maps

    Drink

    Drink Harbor Park

    Bar / Café

    The place to be on a summer night - on the deck at Harbor Park Restaurant, grooving to live music and watching the river traffic.

    📍 80 Harbor Drive☎ +1 860-347-9999
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Drink Conspiracy

    Bar / Café

    Founded in 2017, Conspiracy is proud to bring unique cocktails inspired by Pre-Prohibition style drinks

    📍 350 Main Street🕒 Mon-Thu 5PM-1AM, Fri Sat 5PM-2AM, Sun 3PM-midnight☎ +1 860-236-0211Checked May 2026
    Video reviews: Instagram reels · TikTok · YouTube
    MapsWebsite

    Sleep

    Stay Inn at Middletown

    A 100-room inn converted from the historic National Guard Armory.

    📍 70 Main Street
    MapsWebsite

    Stay safe

    Middletown is generally not a dangerous city, but care should be taken when out alone at night in the downtown areas.

    Go next

    The nearest large city is Hartford.

    There are various towns surrounding Middletown, each providing a slightly different experience. Across the river is Portland. Which has many small delis and bakeries with a notable Italian influence. The next town over to the east is East Hampton. A formerly rural but increasingly suburban town offering Lake Pocatapaug as peaceful oasis during a hot summers day. Also bordering Middletown is Cromwell. More densely populated than Portland and East Hampton, Cromwell has more to offer in the way of restaurants, activities, and shopping, etc. Explore the neighboring towns and you might find something that interests you!

    Nearby

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