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Middletown, CT Road Trips

Plan drives from Middletown, CT with practical route pages for distance, drive time, fuel cost, road character, and places to stop along the way.

Downtown Middletown, CT, CT

Photo: David Kanigan

Trip Routes

1

Longest Drive

69.9 mi

Greenwich, CT

Quickest Drive

1h 34m

Greenwich, CT

Plan Around Middletown, CT

Popular Incoming Routes

Useful if Middletown, CT is the arrival point and you want the strongest routes into the city first.

Middletown, CT by the Numbers

Recent demographic snapshot from the US Census Bureau's American Community Survey.

Population

47,646

Median Income

$73,979

Median Home Value

$279,500

Median Age

39.0

Source: US Census Bureau ACS 5-year (public domain). See our methodology for details.

Middletown, CT at a Glance

Founded

1651

Elevation

39 ft

Area

42 mi²

Sister Cities

Cayey Melilli

Notable People from Middletown, CT

A sampling of people born in Middletown, CT.

John Hasbrouck Van Vleck

John Hasbrouck Van Vleck

1899–1980

American physicist (1899–1980)

Dean Acheson

Dean Acheson

1893–1971

American statesman and lawyer (1893-1971)

Jules Dassin

Jules Dassin

1911–2008

American film director (1911–2008)

Joey Logano

Joey Logano

1990

American racing driver

Frederick W. True

Frederick W. True

1858–1914

American biologist, mammalogist and curator (1858-1914)

John Spellman

John Spellman

1899–1966

Olympic wrestler (1899-1966)

David Peoples

1940

American screenwriter

Return J. Meigs Jr.

Return J. Meigs Jr.

1764–1825

American politician 1764-1825

Stephen F. Chadwick

Stephen F. Chadwick

1825–1895

American politician (1825-1895)

Landmarks & Historic Sites

Attractions and heritage-registered places located in Middletown, CT.

St. Sebastian Church

St. Sebastian Church

Roman Catholic church in Middletown, Connecticut, part of the Diocese of Norwich

National Register of Historic Places contributing property
Metro South Historic District

Metro South Historic District

historic district in Middletown, Connecticut, United States

National Register of Historic Places listed place
Samuel Wadsworth Russell House

Samuel Wadsworth Russell House

historic house in Connecticut, United States

National Register of Historic Places listed place National Historic Landmark
Captain Benjamin Williams House

Captain Benjamin Williams House

historic house in Connecticut, United States

National Register of Historic Places listed place
Coite-Hubbard House

Coite-Hubbard House

historic house in Connecticut, United States

National Register of Historic Places listed place
O'Rourke's Diner

O'Rourke's Diner

diner in Middletown, Connecticut

National Register of Historic Places contributing property
Richard Alsop IV House

Richard Alsop IV House

historic house in Connecticut, United States

National Register of Historic Places listed place
Sanseer Mill

Sanseer Mill

former textile mill in Middletown, Connecticut

National Register of Historic Places listed place

City data from Wikidata (Q49192), available under CC0. Photos from Wikimedia Commons under their respective licenses. See our methodology for details.

Traveler Guide to Middletown, CT

Middletown in a small city in Connecticut on the Connecticut River, about 20 miles (32 km) south of Hartford.

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. Present-day Middletown is a moderately-sized college and business town, with a few interesting remnants of 19th-century churches, graveyards, and mills. 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. A few years ago Middletown was 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.

1 Kidcity Children's Museum, 119 Washington St, ☏ +1 860-347-0495, [email protected]. Everyday 9AM-4PM by reservation. $14/person. 2 Wadsworth Mansion, 421 Wadsworth St, ☏ +1 860-347-1064, [email protected]. M-Th 9AM-4PM. 3 Oddfellows Playhouse, 128 Washington St, ☏ +1 860-347-6143, [email protected]. 4 The Buttonwood Tree, 605 Main St, ☏ +1 860-347-4957, [email protected]. Harbor Park. Indian Hill Cemetery, 383 Washington St, ☏ +1 860 346-0452. General Mansfield House, 151 Main St, ☏ +1 860 346-0746.

Metro Movies 12, 49 College St, ☏ +1 860 344-0077. Adult $9.75, child/senior $7.00, bargain matinee $7.00 (all shows before 6PM), student $8.25 (with valid id), Tuesday bargain night $7.00 (some restrictions may apply). The entrance to Wadsworth Falls State Park is in Middletown, though most of the park, including the falls themselves, is in Middlefield. 1 Empower Leadership Sports & Adventure Center. - in

Amici Italian Grill Restaurant, 280 Main St, ☏ +1 860 346-0075. M-Th 11AM-10PM, F-Sa 11AM-11PM, Su 11AM-10PM. Casual chic, classic Italian food, romantic or business atmosphere. Accepts reservations for any size party. $10-20. Brew Bakers, 169 Main St, ☏ +1 860 852-0034. Counter-service offering breakfast, lunch and baked goods. Owned and operated by an award-winning Austrian chef. Coyote Blue Tex Mex Cafe, 1960 Saybrook Rd, ☏ +1 860 345-2403. Casual Mexican fare, great Margaritas served in 16-oz mugs. No reservations. Klekolo World Coffee, 181 Court St (across from the police station), ☏ +1 860 343-9444. M–Th 6:30AM–10PM, F Sa 6:30AM–midnight, Su 7AM–7PM. 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. (updated Mar 2020) La Boca Mexican Restaurant, 337 Main St, ☏ +1 860 347-4777. Su–Th 11:30AM–9PM, F Sa 11:30AM–10PM (restaurant); Su–Th 11:30AM–1AM, F Sa 11:30AM–2AM (cantina). Casual restaurant and bar serving Mexican foods and drinks in the Cantina. Happy hour: M–F 3-6PM. $10-18. (updated Jun 2017) Stella D’oro (formerly Tuscany Grill Restaurant), 109 College St, ☏ +1 860-788-7089. Stella D’oro offers fine dining and a chic atmosphere, serving Italian food. Typhoon Restaurant, 360 Main St, ☏ +1 860 344-9667. Open M-Sa, 11AM-3PM lunch and 5PM-10PM dinner, closed Su. Thai and assorted Asian foods. BYOB. $9-15.

Eli Cannon's Taproom, 695 Main Street, ☏ +1 860 347-3547. Many beers on tap, good pub food, great atmosphere. Harbor Park, 80 Harbor Drive, ☏ +1 860 347-9999. The place to be on a Summer night - on the deck at Harbor Park Restaurant, grooving to live music and watching the river traffic.

Inn at Middletown, 70 Main Street. A 100-room inn converted from the historic National Guard Armory. Wesley Inn & Suites, 988 Washington St, ☏ +1 860 346-9251.

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 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.

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.

Middletown is generally not a dangerous city, but the North end of the city can be a bit dangerous, especially at night. Also, Middletown is home to Connecticut Valley Hospital, which is the largest mental hospital in New England. Some of the patients are allowed to roam the city, but most of them are generally harmless and there have been few attacks by patients. Although the Police Department is stationed on Main Street near and around popular restaurants, walk with others at night and be aware of local gang members and sexual offenders.

Travel tips adapted from Middletown (Connecticut) on Wikivoyage, licensed CC BY-SA 4.0. Content summarized; visit the source for the full article. See our methodology for how we use it.

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