Trips & Routes

Small Towns

Trips & Routes
Small Towns

This Little-Known Waterfront Town Is One of the Most Charming in Connecticut

Head to Branford to discover a little-known waterfront town in Connecticut with some of the state's most unique features and accommodations.

by Raymond Goldfield
on Apr 9
A collection of ruins by the side of a bay, with fancy houses across the water.
Trips & Routes

The Connecticut Beach Town Locals Hope Stays Off Tourists’ Radar

by Raymond Goldfield
on Mar 12
A harbor view of a small town with New England-style homes on the waterfront and an old-fashioned lighthouse on the tip.
Trips & Routes

The Small Town in Connecticut That Feels Like an ’80s Romantic Comedy

by Kim Falchek
on Apr 2
A waterfront view of a white building next to a pier in Mystic, Connecticut.
Trips & Routes

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

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.

Latest Small Towns

Trips & Routes
Small Towns

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

This is the least-populated town in Connecticut, but you'll still find fun things to do in Union, CT, especially if you love nature.

by Lisa Sammons
on Sep 23
A forest surrounding a lake with a fallen tree in the foreground.
Trips & Routes
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.
Trips & Routes
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.
Trips & Routes
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.
Trips & Routes
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.
Trips & Routes
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.
Trips & Routes
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
A charming Victorian-style house with a wraparound porch, surrounded by lush greenery and tall trees.
Trips & Routes
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.
Trips & Routes
Small Towns

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

by Lisa Sammons
on Dec 1
A small cabin with a deck and stairs, surrounded by trees and grass, featuring an American flag and a red couch.
Trips & Routes
Small Towns

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

by Lisa Sammons
on Nov 29
A wooden covered bridge surrounded by colorful autumn trees and a clear blue sky.
Trips & Routes
Small Towns

The Remote Small Town in Connecticut Locals Don’t Want You To Find

Scotland, Connecticut, is the birthplace of a signer of the Declaration of Independence, home to plenty of nature, and a quick drive from wineries.

by Lisa Sammons
on Oct 15
A closeup of a plaque on Scotland, CT
Trips & Routes
Small Towns

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

by Lisa Sammons
on Nov 23
A white lighthouse adorned with a festive wreath and red bow, beside a calm water body and a rustic building.
Trips & Routes
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
A panoramic view of rolling hills and mountains under a bright blue sky filled with fluffy white clouds.
Trips & Routes
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
A white two-story building with an American flag, surrounded by greenery and a white picket fence.
Trips & Routes
Small Towns

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

by Lisa Sammons
on Oct 24
Exterior of "Pizza Pizzazz" restaurant at dusk, featuring large windows and a welcoming "OPEN" sign. Snow on the ground.
Trips & Routes
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.
Trips & Routes
Small Towns

Enjoy The Simple Life When You Visit This Small Rural Community In Connecticut

Thompson, CT, a charming small town in Connecticut's Quiet Corner, offers natural beauty, unique attractions, and outdoor activities.

by Lisa Sammons
on Sep 15
A white church with a tall steeple surrounded by trees and blooming pink flowers on a clear blue sky day.
Trips & Routes
Small Towns

The Incredible Seaport Experience In Connecticut Where You’ll Tour A Historic Harbor

Mystic, Connecticut, is a charming small town with rich history, great shopping, famous attractions, and delightful outdoor activities.

by Lisa Sammons
on Aug 22
A lighthouse by the water with sailboats in the background under a clear blue sky.
Trips & Routes
Small Towns

One Of The Best Restaurants In Connecticut Is Hiding In This Small Town

The Pantry in Washington Depot, CT, offers delicious food, friendly service, and a charming kitchen shop in a small-town setting.

by Lisa Sammons
on Aug 17
A small, light-colored building with a sign, benches, and American flags, surrounded by flowers and trees.
Trips & Routes
Small Towns

The Best Small Town Getaway In Connecticut: Best Things To Do In Mystic

Mystic, Connecticut is a charming New England town known for its maritime history and numerous attractions, making it a perfect weekend getaway.

by Melissa Mahoney
on Aug 8
A serene waterfront scene at sunset, featuring boats and charming buildings along the shore.
Trips & Routes
Small Towns

The Scenic Drive In Connecticut That Runs Straight Through The Charming Small Town Of Canterbury

Route 169 in Connecticut offers a scenic drive through charming small towns, including Canterbury, with historic sites like the Prudence Crandall Museum.

by Lisa Sammons
on Aug 1
A blue metal bridge spans a winding road, surrounded by autumn foliage in warm orange and yellow hues.
Trips & Routes
Small Towns

There’s No Community In Connecticut More Enchanting And Historic Than The Connecticut River Valley

Explore the rich history and charming attractions of Connecticut's River Valley region.

by Lisa Sammons
on Jul 29
A scenic landscape featuring rolling green hills, trees, and a blue sky with fluffy clouds.
Trips & Routes
Small Towns

Bring The Whole Family To A Weekend In Norfolk, A Town-Wide Summer Festival In Connecticut

A Weekend In Norfolk is a biannual festival in Norfolk, CT, offering a variety of activities and community fun.

by Lisa Sammons
on Jul 18
Children spray water at a large inflatable soccer ball while a man directs the water, all on a grassy field.
Trips & Routes
Small Towns

This Small River Town in Connecticut Makes for an Idyllic Summer Day Trip

Waterford offers history, nature, and family-friendly fun.

by Lisa Sammons
on May 5
The sunset over Harnkess State Park in Waterford, Connecticut
Trips & Routes
Small Towns

This Cozy Farmhouse Is The Best Home Base For Your Adventures In Connecticut’s Countryside

Discover a tranquil farmhouse in Preston, CT, perfect for a peaceful stay near the lively Mohegan Sun casino.

by Lisa Sammons
on Jun 16
A charming white house with a stone chimney, rocking chairs on the porch, and a grassy yard.
Trips & Routes
Small Towns

With More Than 500 Accordions On Display, This Small Town Museum In Connecticut Is A True Hidden Gem

The New England Accordion Connection and Museum Company in Canaan, Connecticut, offers a unique and fascinating collection of over 500 accordions.

by Lisa Sammons
on Jun 14
Exterior of a building decorated with red, white, and blue bunting, featuring a sign for an accordion sale.
Trips & Routes
Small Towns

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

Colebrook, Connecticut, is a charming small town with natural beauty, historic architecture, and unique attractions like Norbrook Farm Brewery and Algonquin State Forest.

by Lisa Sammons
on Apr 22
Sign reading "Entering Colebrook Conn" surrounded by green trees.
Trips & Routes
Small Towns

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

Washington, Connecticut, is a historic small town with rich history and charming attractions perfect for a day or weekend getaway.

by Lisa Sammons
on May 31
A large, elegant house with a gray exterior, surrounded by lush greenery and colorful trees under a cloudy sky.
Trips & Routes
Small Towns

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

Woodbury, Connecticut, is a historic small town with numerous attractions, including historic sites, antique shops, and a family-owned vineyard.

by Lisa Sammons
on Jun 4
A vibrant green landscape featuring a red barn, trees, and a wooden fence under a partly cloudy sky.
Trips & Routes
Small Towns

This Connecticut Town Is One Of The Most Peaceful Places To Live In The Country

Weston, CT is a peaceful town with abundant natural beauty and low crime rates, making it an ideal spot for nature lovers.

by Lisa Sammons
on May 19
A wooden bridge crosses a small stream in a lush, green forest with a winding dirt path. Sunlight filters through the trees.
Trips & Routes
Small Towns

One Of The Biggest Names In Politics Grew Up In One Of The Smallest Towns In Connecticut

Ralph Nader, a prominent political activist, was born in the small town of Winsted, Connecticut.

by Lisa Sammons
on May 16
A panoramic view of a quaint town surrounded by hills, featuring houses, churches, and autumn foliage.
Trips & Routes
Small Towns

There Are Countless Amazing Restaurants In The Small Town Of Woodbury, Connecticut

Woodbury, Connecticut, offers a variety of world-class restaurants that rival those in larger cities.

by Lisa Sammons
on May 11
A rustic wooden building with large windows and a sign reading "market place KITCHEN & BAR" under a cloudy sky.
Trips & Routes
Small Towns

Hike To An Old Observation Tower, Then Dine At A Small-Town Cafe On This Delightful Adventure In Connecticut

Discover the charming small town of Morris, CT, with its historic park and delightful local deli.

by Lisa Sammons
on May 5
A stone tower with a spiral staircase stands on a grassy hill, surrounded by trees and blue skies.
Trips & Routes
Small Towns

Few People Know There’s A Beautiful State Park Hiding In This Tiny Connecticut Town

Hurd State Park in East Hampton, Connecticut, offers scenic trails and natural beauty, making it a great outdoor destination.

by Lisa Sammons
on May 5
A serene riverside scene with a fallen log, rocks, and lush greenery under a clear blue sky.
Trips & Routes
Small Towns

These 8 Towns In Connecticut Are Absolute Paradise For A Foodie

Discover eight foodie towns in Connecticut known for their diverse and flavorful dining options.

by Natalie Clunan
on Apr 11
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Trips & Routes
Small Towns

Close To The Water And Filled With Attractions, The Small Town Of Mystic, Connecticut Is Overflowing With Unique Vacation Rentals

Discover top vacation rentals in Mystic, Connecticut, each offering unique amenities and charm.

by Lisa Sammons
on Mar 27
A charming house with a stone pathway, garden, and outdoor seating under a large tree and an umbrella.
Trips & Routes
Small Towns

The Unique Town In Connecticut That’s Anything But Ordinary

Sharon, Connecticut, named one of New England’s 15 Best Small Towns, is known for its natural beauty, preserved architecture, and celebrity residents.

by Taylor Ellis
on Mar 24
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Trips & Routes
Small Towns

This Small Town In Connecticut Is A Food Lover’s Dream Come True

Old Saybrook, Connecticut, offers a variety of excellent dining options despite its small size.

by Lisa Sammons
on Mar 21
A bustling café with outdoor seating, patrons enjoying meals, and a welcoming storefront on a sunny day.
Trips & Routes
Small Towns

Putnam Is A Small Town With Only 6,500 Residents But Has Some Of The Best Food In Connecticut

Explore the dining options in Putnam, Connecticut, a small town perfect for a future road trip.

by Clarisa Akred
on Mar 20
Colorful flowers in a planter with a sign reading "YSC" in front of a café on a street with outdoor seating.
Trips & Routes
Small Towns

Connecticut Just Wouldn’t Be The Same Without These 6 Charming Small Towns

Explore six charming small towns in Connecticut, each offering unique attractions and experiences.

by Lisa Sammons
on Mar 10
A red barn surrounded by vibrant autumn foliage and a grassy field under a cloudy sky.