Trip Ideas

Small Towns

Trip Ideas
Small Towns

If You Only Have One Day to Visit This Small Town in Connecticut, Here’s Everything You Absolutely Can’t Miss

Looking for a perfect day trip? Head to Old Lyme, a small town in Connecticut, and explore its rich art scene. Museums, galleries, and historic sites await.

by Jasmine Vieau
on Oct 26
A historic yellow mansion with white columns, green shutters, and a flower-lined pathway leading to the entrance.
Nature

Hike This Scenic Urban River Trail in Connecticut for an Unforgettable Adventure

by Jasmine Vieau
on Oct 18
A rushing river cascades over a dam, surrounded by lush green trees and rocky outcrops under a cloudy sky.
Trip Ideas

This Blink-And-You’ll-Miss-It Town In Connecticut Is So Worth Exploring

by Lisa Sammons
on Sep 5
A peaceful scene with blooming trees, a flagpole, and a road leading to a small town under a clear blue sky.
Trip Ideas

How This Small Connecticut Town Quietly Became The Coolest Place In The Northeast

by Marie Magoch
on Aug 9
A serene lake scene with colorful autumn trees, houses, and a boat docked by the shore under a clear blue sky.
Trip Ideas

The One Connecticut Town That’s So Perfectly New England

by Taylor Ellis
on Aug 9
A boat on calm waters near a shoreline with colorful houses and a cloudy sky in the background.

Latest Small Towns

Trip Ideas
Small Towns

The Scenic Road Trip That Leads To 5 Of Connecticut’s Most Charming Small Towns

by Lisa Sammons
on Aug 1
Map highlighting a road trip route through small towns in Connecticut, featuring key locations and highways.
Trip Ideas
Small Towns

It’s Impossible To Drive Through This Delightful Connecticut Town Without Stopping

by Taylor Ellis
on Jul 22
A red barn surrounded by vibrant autumn foliage and a fenced pasture under a cloudy sky.
Trip Ideas
Small Towns

Few People Realize How Much History Is Preserved In The Small Town Of Woodbury, Connecticut

by Lisa Sammons
on Jun 4
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Trip Ideas
Small Towns

A Charming And Historic Small Town In Connecticut, Washington Is Seemingly Frozen In Time

by Lisa Sammons
on May 31
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Small Towns

You Could Spend Forever Exploring This Connecticut Small Town, But We’ll Settle For A Weekend

by Lisa Sammons
on Apr 22
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Small Towns

The Charming Small Town In Connecticut That Was Named After An Offshoot Of The Connecticut River

by Lisa Sammons
on Apr 22
A bronze elephant statue holding a basket of flowers in front of a brick building with large windows.
Trip Ideas
Small Towns

This Strange Phenomenon In A Connecticut Town Is Too Weird For Words

by Taylor Ellis
on Apr 4
A serene lake surrounded by lush green trees and a clear blue sky, reflecting the landscape in calm waters.
Trip Ideas
Small Towns

The Small Town Of Essex, Connecticut Has More Outdoor Attractions Than Any Other Place In The State

by Lisa Sammons
on Apr 2
A serene waterfront scene with colorful autumn trees, sailboats, and charming houses along the shore.
Trip Ideas
Small Towns

The Quiet Fishing Town In Connecticut That Seems Frozen In Time

by Taylor Ellis
on Jan 15
A serene coastal scene with a calm harbor, wooden docks, and charming houses lining the shore under a clear blue sky.
Trip Ideas
Small Towns

The Small-Town Restaurant In Connecticut That Is Worth A Visit From Anywhere In The State

by Lisa Sammons
on Jan 5
A large white multi-story building with black shutters, balconies, and a tree in front, set against a clear blue sky.
Trip Ideas
Small Towns

Take A Drive To The Country To Dine At This Exceptional Rural Restaurant In Connecticut

by Lisa Sammons
on Jan 4
A one-story brick building with a brown roof, surrounded by trees and parked cars in a sunny parking lot.
Trip Ideas
Small Towns

Middletown, Connecticut Is The Perfect New England Winter Travel Destination

by Lisa Sammons
on Dec 22
A serene winter scene featuring a frozen waterfall surrounded by snow-covered rocks and trees.
Trip Ideas
Small Towns

One Of The Best Historic Inns In New England Is Right Here In Connecticut And Perfect For A Getaway

by Lisa Sammons
on Dec 19
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Trip Ideas
Small Towns

This Old-Fashioned Christmas Town In Connecticut Is The Best Place To Celebrate The Season

by Lisa Sammons
on Dec 13
A charming inn decorated with festive lights and wreaths, surrounded by trees, on a quiet night.
Trip Ideas
Small Towns

This Remote Small Town In Connecticut Is The Best Place To Spend A Long Weekend

by Lisa Sammons
on Dec 1
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Small Towns

There Is A Unique Man-Made Wonder Hiding In This Small Town In Connecticut

by Lisa Sammons
on Nov 29
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Small Towns

This Remote Small Town In Connecticut Is The Perfect Place To Get Away From It All

by Lisa Sammons
on Nov 24
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Small Towns

The Waterfront Small Town In Connecticut That Goes All Out For Christmas

by Lisa Sammons
on Nov 23
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Small Towns

The Stunning Town In Connecticut That Appears As Though It Was Ripped From A Norman Rockwell Painting

by Lisa Sammons
on Nov 18
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Small Towns

This Small Town In Connecticut Was Once The Christmas Card Capital Of The World

by Natalie Clunan
on Nov 12
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Small Towns

Ivoryton, The One Christmas Village In Connecticut That’s Simply A Must Visit This Season

by Elisa Regulski
on Nov 7
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Small Towns

At Christmastime, Mystic, Connecticut Has The Most Enchanting Main Street In The Country

by E Jamar
on Nov 1
Colorful boats decorated with lights float on a dark river, with a festive waterfront building in the background.
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Small Towns

The Best Breakfast In Connecticut Is Hiding In This Charming Small Town, And It’s So Worth The Effort To Find It

by Lisa Sammons
on Oct 31
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Small Towns

The Small-Town Connecticut Pizzeria Where Locals Catch Up Over Delicious Pizza And Subs

by Lisa Sammons
on Oct 24
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Trip Ideas
Small Towns

The Small Town In Connecticut That Comes Alive In The Fall Season

by Lisa Sammons
on Oct 13
A rustic wooden covered bridge surrounded by vibrant autumn foliage and a calm stream.