Road Trips

From Maine to California: Best Small Towns in America

water garden at Wellfield Botanical Garden
The Wellfield Botanical Garden in Elkhart, IN. credit: Catherine Parker

Small towns across the U.S. offer quaint destinations, packed with individuality and charm. From tree-lined streets with boutiques and public art to museums dedicated to unique collections to parks and historic sites, small towns offer travelers the chance to discover a lesser-known area. From the East Coast to the West Coast, find the best small towns in America.

Best Small Towns in America

Eastport, Maine

Woodstock, Vermont

Annandale-On-Hudson, New York

Rhinebeck, New York  

Lake Placid, New York  

Village of Boston, Ohio

Shipshewana, Indiana

Elkhart, Indiana

Middlebury, Indiana 

Fredericksburg Texas

Fort Davis, Texas

Salado, Texas

Truckee, California 

Tahoe City, California 

Solvang, California 

Leavenworth, Washington

A statue of a fisherman in Eastport, Maine.
A statue of a fisherman in Eastport, Maine. credit: Catherine Parker

Eastport, Maine

The easternmost city in the U.S., Eastport, is an eclectic mix of the arts and maritime history. Positioned along the Canadian border, it is home to lobster boats and whale excursions.

Visitors will find a colorful 12-foot-tall Eastport Fisherman Statue and a bronze mermaid. Meandered into one of its art galleries. Or grab a fried fish sandwich at WaCo Diner, the oldest in Maine.

Woodstock, Vermont
Woodstock, Vermont. credit: Catherine Parker

Woodstock, Vermont 

The rolling landscape of the Green Mountains, Woodstock offers a picturesque getaway. Dotted with covered bridges, it offers small-town boutiques, perfect for holiday shopping.

I recommend booking a quaint inn. For some outdoor recreation, consider Killington Resort.

Annandale-On-Hudson, New York 

The Richard R. Fisher Center, designed by famed architect Frank Gehry, is located at Bard College. In Gehry’s signature titanium sheathing, this intimate performance center resembles Gehry’s Walt Disney Concert Hall in Los Angeles.

The Fisher Center offers a full lineup of performances, from theater and dance productions to opera and orchestra performances. It also hosts an engaging speaker series.

Located on Manor Ave. on the Bard College campus, Annandale-On-Hudson. Admission is required to performances, though it is easy to drive by and see the building.

Rhinebeck NY
Rhinebeck is a quaint small town along the Hudson River. credit: Catherine Parker

Rhinebeck, New York

In Upstate New York, this hamlet benefits from the Hudson River Valley’s strong culinary scene. Home to farms and the Culinary Institute of America students and alumni, travelers will find bistros brimming with farm-to-table goodness.

The Catskill Mountains offer a stunning backdrop. Rhinebeck offers inns to further explore the area, like Wilderstein Historic Site.

Top Things to Do in the Hudson Valley 
Lake Placid Sunrise
credit: Catherine Parker

Lake Placid, New York

Nestled in the Adirondack Mountains, outdoor enthusiasts flock to Lake Placid for its winter venues. As the location of the 1932 and 1980 Winter Olympics, many boast Olympic heritage, like Whiteface Mountain, a premier mountain resort.

Lake Placid features a walkable downtown with independently owned boutiques and restaurants. During the winter, the downtown features white lights, and the outdoor skating oval is open for public skate.

Top 9 Things to Do in Lake Placid 
Cuyahoga Valley Scenic Train
The Cuyahoga Valley Scenic Train runs through the park. credit: Catherine Parker

Village of Boston, Ohio

Boston is one of the larger villages inside Cuyahoga National Park. In its early years, it offered boatyards, a lumber mill, a brickyard and warehouses along the Ohio and Erie Towpath.

It is home to the Boston Mill Visitor Center, and the Cuyahoga Valley Scenic Railroad stops at the Boston Mill Station. The area includes several hiking paths with interpretive signs. Lock 32 is located in the area, one of the 44 locks along the Ohio & Erie Canal between Cleveland and Akron.

Top Things to Do in Cuyahoga Valley National Park 
roadside flower patch Shipshewana
Find roadside stands across Shipshewana, like this you-pick flower patch. credit: Catherine Parker

Shipshewana, Indiana

In the heart of Northern Indiana, Shipshewana is a hub for Amish Culture. Settled in 1831, the town of less than 1,000 people attracts more than 2 million visitors a year.

Named after the Potawatomi Chief, it is home to a large population of Amish and Mennonites, the third largest population in the U.S. Located in LaGrange County, visitors will see horse-drawn buggies riding down the road, can sample Amish favorites and shop for Amish-made goods from roadside huts.

The Best of Shipshewana Indiana 
Elkhart River Walk
The Elkhart River Walk in downtown. credit: Catherine Parker

Elkhart, Indiana

Located in Northern Indiana, Elkhart is a cultural oasis, celebrating the arts and the outdoors. From the Midwest Museum of American Art to the Lerner Theater to the public art up-and-down Main Street, the arts are alive.

If the outdoors are your jam, then the RV Hall of Fame is a must. The nearby Pumpkinvine Hike and Bike trail is another.

Middlebury, Indiana

Cute and quaint, Middlebury lies in Northern Indiana with a Main Street with restored storefronts, boasting coffee shops and cafes. Each summer, Middlebury hosts quilt gardens, gardens that resemble quilt squares.

Top Things to Do in Elkhart Indiana 
Best Christmas Towns in Texas
The Christmas Pyramid in Fredericksburg Marketplatz. credit: Catherine Parker

Fredericksburg, Texas

Located in the Texas Hill Country, it started as a German settlement in the 1840s. Visitors will find German food, like sausages, German bakeries and a pie shop.

As part of the Texas Wine Country, travelers will find locally produced beer and wine. Save time for the National Museum of the Pacific War or one of the historic sites.

A Girlfriend Getaway Guide to Fredericksburg
Fort Davis Sunset
A sunset at Davis Mountains State Park is a must on your visit. credit: Catherine Parker

Fort Davis, Texas

Fort Davis is a tiny mountain getaway packed with activities out in West Texas. South of Interstate 10, it boasts the Fort Davis National Historical Park, the Davis Mountains State Park, an observatory and wide-open spaces for hiking and exploring.

While in West Texas, make time for scenic drives and sunsets. Part of the Chihuahuan Desert, travelers will enjoy sunny days and cool nights.

Top Things to Do in Fort Davis 
Pace Park Salada. Texas Swimming Holes.
W. A. Pace Park in Salado offers cool and shallow water for splashing. Photo Credit: Catherine Parker

Salado, Texas

The Village of Salado is an oasis for artists and artisans along the fertile banks of Salado Creek in Central Texas. Between Waco and Austin, it features a walkable downtown, where visitors can find a glass-blowing studio, shopping and dining.

It offers a brewery and the Historic Stagecoach Inn. There are numerous pieces of public art along its Main Street as well.

historic Truckee railroad depot
The Truckee Welcome Center is in the historic railroad depot. credit: Catherine Parker

Truckee, California 

In the Sierra Nevada Mountains, Truckee is a gateway community in the Lake Tahoe region. For outdoor sports enthusiasts, the area offers several ski resorts and is a popular base for winter trips.

Named after a Paiute Indian chief, its historic downtown is listed on the National Register of Historic Places. Most notably, this is where the ill-fated Donner Party ran into trouble.

Top Things to Do in Truckee CA 
Visit the Playground, What to do in Tahoe City with Kids.
Kids have lots of choices at the playground. Photo Credit: Catherine Parker

Tahoe City, California

On the western shore of Lake Tahoe, Tahoe City offers travelers outdoor activities galore. From hiking and biking to river rafting, visitors can enjoy a glorious day at Tahoe.

During the winter, travelers will find ski resorts, sledding and snowshoeing. Visitors will find dining, shopping and a movie theater.

Solvang, California

Solvang offers a quaint small town to explore with Danish roots in the Santa Ynez Valley, inland from Santa Barbara. An easy trip from Southern California, it features Old World architecture, Danish food and festivals, paired with a small-town feel. The best of the Central California wine region, it’s a favorite weekend getaway, no matter the season.

Top Things to Do in Solvang 
 Leavenworth, Washington.
The Bavarian architecture of Leavenworth, Washington. credit: Catherine Parker

Leavenworth, Washington

This Bavarian hamlet is charming with its horse-drawn sleighs, strolling carolers and half a million lights dancing across the town. Located in Washington, Leavenworth keeps the holiday glow until February.

With Bavarian details across downtown, Leavenworth is reminiscent of Germany. And don’t forget the snow, it adds its Christmas-ness.

Catherine Parker has a passion for travel and seen all 50 U.S. States. As a former flight attendant with one of the largest airlines, there isn't a North American airport that she hasn't landed in at least once. Since clipping her professional wings after 9/11, she combines her love of the open road with visiting architectural and cultural icons. She is based out of Central Texas dividing her time between writing and restoring a pair of 100-year-old houses. She shares her life with her three kids and her husband.

Comments are closed.