
Middletown, NY, USA to Waterbury, CT, USA from $20: 5 ways by bus, train, flight or car
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How to Get from Middletown to Waterbury: Cheapest, Fastest and Best Way
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Get detailed, step-by-step directions below for your trip from Middletown to Waterbury with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

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Traveling From Middletown to Waterbury
The journey from Middletown features a charming small-town atmosphere while Waterbury presents a vibrant urban edge, offering diverse experiences just a short trip apart.
Best Neighbourhoods in Waterbury
Waterbury boasts diverse neighborhoods, each offering unique experiences for visitors.
Best Times To Visit Waterbury's Attractions
Timing your visit can enhance your experience at Waterbury's top attractions.
Waterbury Weather: What to Expect Year-Round
Waterbury experiences a temperate climate, featuring warm summers and cold winters, making spring and fall ideal times to visit for mild weather. Being aware of seasonal changes can greatly enhance your travel experience, whether you’re enjoying outdoor activities or exploring indoor attractions.
Dining Recommendation in Waterbury
For a standout culinary experience, try the rich, homemade pasta dishes at Nardelli's Grinder Shop, which reflects Waterbury's Italian heritage and showcases bold flavors. This vibrant eatery contrasts with Middletown's more laid-back dining scene, offering an exciting atmosphere and a menu that highlights fresh, local ingredients.
Middletown - Waterbury operators
Explore transport companies operating between Middletown and Waterbury, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.
Bus from Middletown, NY - 14 Railroad Ave to Main St @ S Broadway
Bus from Middletown, NY - 14 Railroad Ave to White Plains, NY
Bus from Middletown, NY - 14 Railroad Ave to Port Authority Bus Terminal
Bus from Port Authority Bus Terminal to Union Station, New Haven, CT
Bus from Church St @ Chapel St to State St @ W Main St
Train from Bridgeport to Waterbury
Train from New York Penn Station to Bridgeport Amtrak Station
Train from Stamford Amtrak Station to Bridgeport Amtrak Station
Train from Middletown Ny to Frank R Lautenberg Secaucus Lower Level
Frequently asked questions
Find out more about the route from Middletown to Waterbury.
Trips from Middletown
- Middletown to Poughkeepsie
- Middletown to Hartford
- Middletown to Danbury
- Middletown to Rochester
- Middletown to Goshen
- Middletown to Boston
- Middletown to Newport
- Middletown to Syracuse
- Middletown to Kingston
- Middletown to Liberty
- Middletown to White Plains
- Middletown to Chester
- Middletown to Lancaster
- Middletown to New Windsor
- Middletown to Scranton
- Middletown to Monticello
- Middletown to Monroe
- Middletown to Port Jervis
- Middletown to New Bedford
- Middletown to Buffalo
- Middletown to Ellenville
- Middletown to Nanuet
- Middletown to Indianapolis
Trips to Poughkeepsie
- New York City to Waterbury
- Danbury to Waterbury
- Milford to Waterbury
- Boston to Waterbury
- Hartford to Waterbury
- New Haven to Waterbury
- Bridgeport to Waterbury
- Middletown to Waterbury
- New Britain to Waterbury
- Meriden to Waterbury
- Stamford to Waterbury
- Burlington to Waterbury
- Ansonia to Waterbury
- Bristol to Waterbury
- Stratford to Waterbury
- Torrington to Waterbury
- Springfield to Waterbury
- Derby to Waterbury
- Middletown to Waterbury
- Worcester to Waterbury
- Providence to Waterbury
- Albany to Waterbury
- Southbury to Waterbury