12 Best Day Trips In Connecticut One For Each Month Of The Year

The Nutmeg State may be small, but that doesn’t mean we don’t have plenty of great places to spend a weekend or day trip. Looking for some inspiration? Here are twelve great cities that make for a fantastic day excursion. If you’re a long-time Connecticut resident, you’ve likely visited most of them before… but that doesn’t mean there aren’t new destinations there waiting to be explored! Check out the 12 best day trips in Connecticut:

New Haven

emperostheoros/Wikimedia Commons New Haven is best known as the home of Yale University. It’s got that great college town atmosphere with too many attractions to even list. As the birthplace of Connecticut-style pizza, there are a multitude of restaurants in New Haven worth a visit. Frank Pepe Pizzeria has been ranked as having the best pizza in the entire country. Art fans won’t want to miss the Yale Center for British Art. It’s the largest collection of British artwork outside of the United Kingdom. New Haven, CT, USA

Hartford

jglazer75/Wikimedia Commons Hartford is known as the world’s insurance capital because so many insurance companies are based here. But to dismiss the capital of Connecticut as a boring and industrial area would be to miss out on all the great attractions here! Hartford, CT, USA

Niantic

K e v i n/Flickr Niantic is one of the most underrated day trips in Connecticut. This little village is absolutely beautiful. It’s home to Rocky Neck State Park, a stunning oasis that overlooks Long Island Sound. There’s also a great children’s museum here and a gorgeous boardwalk. It’s definitely one of our favorite destinations in the state. Niantic, East Lyme, CT, USA

Mystic

Juliancolton/Wikimedia Commons Mystic is another fun little village with plenty to offer. Mystic Pizza is a world-famous pizza spot thanks to the 1988 film named for it. There’s a lot more to see here though: the Mystic Aquarium is one of the best in the country, and Fields of Fire is a treetop adventure like no other. Mystic, Stonington, CT, USA

Putnam

JJBers/Wikimedia Commons Tucked away in the “Quiet Corner” is Putnam. This place is a surprisingly good foodie town in Connecticut. It’s also home to a number of good antique stores if you like antiquing.

Chester

James L. Goodwin State Forest/Google Maps Chester is definitely one of our favorite small towns in Connecticut. There are so many cute shops and restaurants here, and it’s also home to stunning natural surroundings. Find out more about this tiny town! Chester, CT, USA

Old Saybrook

Juliejules/Wikimedia Commons Old Saybrook is another charming beach town in Connecticut. It’s got some fantastic restaurants to visit while you’re there. Harvey’s Beach is a cute beach that’s great for fun in the sun. Old Saybrook, CT, USA

East Haddam

pedrik/Flickr East Haddam is small, but not lacking things to do! It’s got something for everyone, with natural beauty abounding at Devil’s Hopyard State Park, and plenty of fun shops and places to visit. Plus, it’s home to a castle that looks straight out of a fairytale! East Haddam, CT, USA

Essex

JG/Wikimedia Commons Essex is such an excellent day trip in Connecticut that it was named the Perfect Small Town. It’s got a fascinating history and great local shops to support. The Connecticut River Museum is a fascinating attraction, and if you love being out on the water, Essex will feel like heaven. Essex, CT, USA

Litchfield

Joe Mabel/Wikimedia Commons Litchfield is a perfect town to explore in the warm months in Connecticut. The White Memorial Conservation Center is a fantastic preserve that will show you so much of the state’s natural beauty. Litchfield is so much fun that Smithsonian Magazine named it one of the best small towns to visit. Litchfield, CT, USA

Madison

Dukakis1988/Wikimedia Commons We love Madison! There are so many charming beach towns in Connecticut, and this one’s one of our favorites. Hammonasset Beach is the longest public beach in the state, but the town has plenty to do even if you don’t like the beach. It’s home to one of the best bookstores in Connecticut, and there are also plenty of outdoor attractions that nature lovers will adore. Madison, CT 06443, USA

Simsbury

YankeeGuy/Wikimedia Commons Simsbury is a pretty cool place, but did you know it’s home to the largest tree in Connecticut? The park where it’s located is a great spot for fishing and canoeing, making this an excellent warm weather destination! Simsbury, CT, USA

emperostheoros/Wikimedia Commons

New Haven is best known as the home of Yale University. It’s got that great college town atmosphere with too many attractions to even list. As the birthplace of Connecticut-style pizza, there are a multitude of restaurants in New Haven worth a visit. Frank Pepe Pizzeria has been ranked as having the best pizza in the entire country. Art fans won’t want to miss the Yale Center for British Art. It’s the largest collection of British artwork outside of the United Kingdom.

New Haven, CT, USA

jglazer75/Wikimedia Commons

Hartford is known as the world’s insurance capital because so many insurance companies are based here. But to dismiss the capital of Connecticut as a boring and industrial area would be to miss out on all the great attractions here!

Hartford, CT, USA

K e v i n/Flickr

Niantic is one of the most underrated day trips in Connecticut. This little village is absolutely beautiful. It’s home to Rocky Neck State Park, a stunning oasis that overlooks Long Island Sound. There’s also a great children’s museum here and a gorgeous boardwalk. It’s definitely one of our favorite destinations in the state.

Niantic, East Lyme, CT, USA

Juliancolton/Wikimedia Commons

Mystic is another fun little village with plenty to offer. Mystic Pizza is a world-famous pizza spot thanks to the 1988 film named for it. There’s a lot more to see here though: the Mystic Aquarium is one of the best in the country, and Fields of Fire is a treetop adventure like no other.

Mystic, Stonington, CT, USA

JJBers/Wikimedia Commons

Tucked away in the “Quiet Corner” is Putnam. This place is a surprisingly good foodie town in Connecticut. It’s also home to a number of good antique stores if you like antiquing.

James L. Goodwin State Forest/Google Maps

Chester is definitely one of our favorite small towns in Connecticut. There are so many cute shops and restaurants here, and it’s also home to stunning natural surroundings. Find out more about this tiny town!

Chester, CT, USA

Juliejules/Wikimedia Commons

Old Saybrook is another charming beach town in Connecticut. It’s got some fantastic restaurants to visit while you’re there. Harvey’s Beach is a cute beach that’s great for fun in the sun.

Old Saybrook, CT, USA

pedrik/Flickr

East Haddam is small, but not lacking things to do! It’s got something for everyone, with natural beauty abounding at Devil’s Hopyard State Park, and plenty of fun shops and places to visit. Plus, it’s home to a castle that looks straight out of a fairytale!

East Haddam, CT, USA

JG/Wikimedia Commons

Essex is such an excellent day trip in Connecticut that it was named the Perfect Small Town. It’s got a fascinating history and great local shops to support. The Connecticut River Museum is a fascinating attraction, and if you love being out on the water, Essex will feel like heaven.

Essex, CT, USA

Joe Mabel/Wikimedia Commons

Litchfield is a perfect town to explore in the warm months in Connecticut. The White Memorial Conservation Center is a fantastic preserve that will show you so much of the state’s natural beauty. Litchfield is so much fun that Smithsonian Magazine named it one of the best small towns to visit.

Litchfield, CT, USA

Dukakis1988/Wikimedia Commons

We love Madison! There are so many charming beach towns in Connecticut, and this one’s one of our favorites. Hammonasset Beach is the longest public beach in the state, but the town has plenty to do even if you don’t like the beach. It’s home to one of the best bookstores in Connecticut, and there are also plenty of outdoor attractions that nature lovers will adore.

Madison, CT 06443, USA

YankeeGuy/Wikimedia Commons

Simsbury is a pretty cool place, but did you know it’s home to the largest tree in Connecticut? The park where it’s located is a great spot for fishing and canoeing, making this an excellent warm weather destination!

Simsbury, CT, USA

With so many great places to take day trips in Connecticut, obviously we couldn’t name them all. What do you think are the best day trips in Connecticut? Share your suggestions in the comments!

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The OIYS Visitor Center

best day trips in Connecticut March 08, 2022 Elisa Regulski What are the most charming small towns in Connecticut? If you’re looking for ‘day trips near me,’ you can never go wrong with one of Connecticut’s charming small towns. We love exploring Mystic, and not just because of the pizza! This area is home to lovely views and exciting shops. While you’re in the area, you must visit the Mystic aquarium. No matter your age, you’ll be dazzled by the incredible creatures. If you loved visiting Mystic, you should also check out Kent. This tiny town is home to numerous parks and museums. But you can’t visit without exploring Kent Falls State Park. This magical destination is home to one of the most stunning waterfalls in Connecticut. To learn more about our state’s amazing attractions, read our full article about the best small town day trips in Connecticut. What can I do with kids in Connecticut? There are so many great places to take kids in Connecticut. For starters, check out some of the best playgrounds in Connecticut! Kiddos especially love exploring Bodie’s Place Playground at Eisenhower Park in Milford. This tree-house inspired playscape is full of swings, monkey bars, and creative adventures. For more fun, take the family one one of the best hikes for kids in Connecticut. Tarrywile Park, located in Danbury, is home to several short and sweet trails. Plus – the views will amaze you! What are the most highly rated restaurants in Connecticut? Kick your day off in the best way possible and visit That Breakfast Place in Willimantic. Here, you can dig into some of the most scrumptious pancakes and omelets around. For a fun and nostalgic dining experience, visit Olympia Diner in Newington. This place looks like it’s straight out of the ‘50s, and their comfort food never disappoints. For more dining ideas, check out our list of the best restaurants in Connecticut.

The OIYS Visitor Center

best day trips in Connecticut

March 08, 2022

Elisa Regulski

What are the most charming small towns in Connecticut? If you’re looking for ‘day trips near me,’ you can never go wrong with one of Connecticut’s charming small towns. We love exploring Mystic, and not just because of the pizza! This area is home to lovely views and exciting shops. While you’re in the area, you must visit the Mystic aquarium. No matter your age, you’ll be dazzled by the incredible creatures. If you loved visiting Mystic, you should also check out Kent. This tiny town is home to numerous parks and museums. But you can’t visit without exploring Kent Falls State Park. This magical destination is home to one of the most stunning waterfalls in Connecticut. To learn more about our state’s amazing attractions, read our full article about the best small town day trips in Connecticut. What can I do with kids in Connecticut? There are so many great places to take kids in Connecticut. For starters, check out some of the best playgrounds in Connecticut! Kiddos especially love exploring Bodie’s Place Playground at Eisenhower Park in Milford. This tree-house inspired playscape is full of swings, monkey bars, and creative adventures. For more fun, take the family one one of the best hikes for kids in Connecticut. Tarrywile Park, located in Danbury, is home to several short and sweet trails. Plus – the views will amaze you! What are the most highly rated restaurants in Connecticut? Kick your day off in the best way possible and visit That Breakfast Place in Willimantic. Here, you can dig into some of the most scrumptious pancakes and omelets around. For a fun and nostalgic dining experience, visit Olympia Diner in Newington. This place looks like it’s straight out of the ‘50s, and their comfort food never disappoints. For more dining ideas, check out our list of the best restaurants in Connecticut.

The OIYS Visitor Center

If you’re looking for ‘day trips near me,’ you can never go wrong with one of Connecticut’s charming small towns. We love exploring Mystic, and not just because of the pizza! This area is home to lovely views and exciting shops. While you’re in the area, you must visit the Mystic aquarium. No matter your age, you’ll be dazzled by the incredible creatures. If you loved visiting Mystic, you should also check out Kent. This tiny town is home to numerous parks and museums. But you can’t visit without exploring Kent Falls State Park. This magical destination is home to one of the most stunning waterfalls in Connecticut. To learn more about our state’s amazing attractions, read our full article about the best small town day trips in Connecticut.

What can I do with kids in Connecticut?

There are so many great places to take kids in Connecticut. For starters, check out some of the best playgrounds in Connecticut! Kiddos especially love exploring Bodie’s Place Playground at Eisenhower Park in Milford. This tree-house inspired playscape is full of swings, monkey bars, and creative adventures. For more fun, take the family one one of the best hikes for kids in Connecticut. Tarrywile Park, located in Danbury, is home to several short and sweet trails. Plus – the views will amaze you!

What are the most highly rated restaurants in Connecticut?

Kick your day off in the best way possible and visit That Breakfast Place in Willimantic. Here, you can dig into some of the most scrumptious pancakes and omelets around. For a fun and nostalgic dining experience, visit Olympia Diner in Newington. This place looks like it’s straight out of the ‘50s, and their comfort food never disappoints. For more dining ideas, check out our list of the best restaurants in Connecticut.