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Poughkeepsie, NY, USA to Middletown, CT, USA from $5: 3 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Poughkeepsie, United States of America
to
Middletown, United States of America

How to Get from Poughkeepsie to Middletown: Cheapest, Fastest and Best Way

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$5 - Bus, TrainBest price
275 kmDistance
1h 47m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Poughkeepsie to Middletown 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.

Company
Metro-North Railroad (MNR)
Train
Average Duration
5h  32m
Estimated price
$82-326
Recommended
Company
various
Bus
Train
Average Duration
8h  23m
Estimated price
$5-363
Cheapest
route map
Distance: 275 km
Duration: 1h 47m

See more options

Company
N/A
Drive
Average Duration
1h  47m
Estimated price
$16-25

Traveling From Poughkeepsie to Middletown

Your journey from Poughkeepsie to Middletown offers a delightful shift from the serene Hudson River views and historic charm of Poughkeepsie to the vibrant retail options and lively atmosphere of Middletown.

Best Neighbourhoods in Middletown

Middletown features vibrant neighborhoods that cater to various tastes and interests.

Downtown Middletown
• Bustling shops and eateries line the streets.
• Hosts frequent community events and festivals.
Chester Heights
• Offers scenic views and a tranquil atmosphere.
• Family-friendly parks and recreational areas abound.
South Middletown
• Known for its diverse dining options and nightlife.
• Features easy access to major highways for convenient travel.

Best Times To Visit Middletown's Attractions

Planning your visit to Middletown's attractions at the right time can enhance your experience and help you avoid the crowds.

Galleria at Crystal Run
Visit during weekdays in early afternoon for less crowded shopping.
Frenchtown Park
Early morning offers peaceful walking trails with stunning views.
Middletown Historical Society
Check for weekday tours to enjoy a quieter, informative experience.

Middletown Weather: What to Expect Year-Round

Middletown experiences a humid continental climate, with warm summers and cold winters, making it ideal to visit during the mild spring and fall months for enjoyable outdoor activities. Keep in mind that weather conditions can greatly influence your travel experiences, so packing accordingly will help you make the most of your trip.

Dining Recommendation in Middletown

Experience the vibrant flavors of Middletown at the local favorite, Cap’n Joes, where their spicy shrimp taco platter brings a lively Tex-Mex flair that's a departure from Poughkeepsie's more classic American fare. The casual atmosphere and emphasis on fresh, locally-sourced ingredients create a dining experience that feels both exciting and community-oriented.

Poughkeepsie - Middletown operators

Explore transport companies operating between Poughkeepsie and Middletown, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Train
Contact phone
877.690.5114
Website
https://new.mta.info/agency/metro-north-railroad

Train from Poughkeepsie to 125th Street - Harlem

Average Duration
1h 41m
Estimated price
$15-820

Train from 125th Street - Harlem to New Haven

Average Duration
1h 59m
Estimated price
$15-820

Train from Stamford to New Haven

Average Duration
1h 20m
Estimated price
$827-25
Bus
Contact phone
1-845-565-7900
Website
leprechaunlines.com

Bus from Metro North Station to The Westchester

Average Duration
1h 52m
Estimated price
$3267-52
Contact phone
1-860-525-9181
Website
https://www.cttransit.com/

Bus from Union Ave @ New Haven Union Station to Central Row @ Main St

Average Duration
1h 15m
Estimated price
$3267-51

Frequently asked questions

Find out more about the route from Poughkeepsie to Middletown.

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The distance between Poughkeepsie and Middletown is approximately 70 miles. If traveling by car, the journey typically takes around 1 hour and 30 minutes, depending on traffic. Alternatively, taking a train or bus may take around 2 to 3 hours, as they often involve transfers and longer waiting times. Always check current schedules and traffic conditions for the most accurate travel times.
The most cost-effective transportation option from Poughkeepsie to Middletown is typically by bus, as it often has lower fares than trains or driving. Alternatively, if you prefer convenience and speed, carpooling or ridesharing services can be efficient, allowing for a quicker journey while sharing costs with others. Traveling by train can be more comfortable, but it may take longer and be pricier. Always compare schedules and fares in advance to choose the best option for your needs.
Prices for traveling from Poughkeepsie to Middletown can vary significantly based on the mode of transportation. A bus ticket typically ranges from $10 to $25, while a one-way train fare might cost between $15 and $30, depending on the time and service chosen. If you opt to drive, consider the cost of gas and tolls, which can total around $15 to $25 for the trip. Always check for any discounts or promotional fares that may be available when booking your travel.
To travel from Poughkeepsie to Middletown without using public transportation, you can consider driving your own vehicle, which takes about 1.5 hours. Alternatively, you could use a rideshare service like Uber or Lyft, although this option may be more expensive, typically costing upwards of $100. Carpooling with friends or family going in the same direction is another budget-friendly option. Lastly, renting a car offers flexibility if you don't have your own transportation available.
Traveling from Poughkeepsie to Middletown without a car can be done by arranging a rideshare through services like Uber or Lyft, although this option can be costly. Another alternative is to take a train from Poughkeepsie to Hartford and then use a taxi or rideshare to reach Middletown. Additionally, you might consider arranging a private shuttle service, which can be a convenient way to travel directly. Lastly, checking for local carpool options or asking friends or family for a ride could also be helpful.
There is no direct public transportation link, such as a train or bus, between Poughkeepsie and Middletown. Travelers typically need to transfer at least once to complete the journey, often connecting through larger cities like Hartford or New Haven. While rideshare services can provide a direct trip, they may not be the most cost-effective option. It's advisable to plan your route ahead of time to understand the connections needed for travel.
Since Poughkeepsie and Middletown are relatively close to each other and there are no commercial airports directly serving both locations, there are no typical flights between them. Instead, most travelers would consider driving or taking public transportation. However, if one were to fly from the nearest airports, the flight time would be minimal—around 30 minutes—but factoring in ground travel to and from the airports would significantly increase total travel time. If flights were available, costs would vary, but regional flights generally range from $100 to $300, depending on the season and demand.
Near Middletown you have several accommodation options to choose from. Popular choices include hotels like the Radisson Hotel and the Courtyard by Marriott, both of which offer modern amenities and convenient locations. If you prefer a more intimate experience, consider staying at one of the local bed and breakfasts or charming inns. Additionally, there are rental properties available on platforms like Airbnb that can provide unique local experiences.