15 Small Towns in America That Are Better in the Fall | City Unknown
Fall Colors 11 min read

15 Small Towns in America That Are Better in the Fall

Some towns were simply made for autumn. From Vermont’s covered bridges and Michigan’s Great Lakes shoreline to Oregon orchards, Colorado aspens and Arizona’s red rocks, these 15 small towns become something special when fall arrives. Grab a coffee, take the scenic route and discover some of America’s best small-town fall getaways.

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There are towns that look good in summer.

There are towns that know how to put on Christmas lights.

And then there are towns that seem to spend the entire year waiting for someone to whisper the word October.

You know the places.

The little downtown where fallen leaves tumble across the sidewalk. The coffee shop with fogged-up windows. The winding two-lane highway where every bend reveals another hillside painted orange, yellow and red. The roadside orchard where you somehow leave carrying cider, donuts, apples and a pumpkin you absolutely did not need.

Those are my kind of fall towns.

After more than two decades of writing about road trips, overlooked destinations and those wonderful little places travelers too often drive straight past, I’ve learned something:

Fall doesn’t simply make some towns prettier. It changes their personality.

So grab the flannel shirt, find the travel mug and prepare to take the scenic route.

Here are 15 small towns in America that are even better in the fall.


1. Stowe, Vermont

If autumn had a hometown, Stowe would have a strong argument for the job.

Set beneath Vermont’s Green Mountains, Stowe delivers the classic New England fall scene almost suspiciously well: white church steeples, covered bridges, winding country roads, mountains and enough red and orange maple leaves to make your camera beg for mercy.

Fall color generally develops through September and October, with the precise peak varying with elevation and weather. Stowe’s tourism organization notes that higher elevations around Mount Mansfield and Smugglers’ Notch often change before the historic village.

Don’t Miss

Drive Vermont Route 100, wander through historic Stowe Village and head toward Smugglers’ Notch for one of those wonderfully twisty New England drives where getting there is half the fun.

If the weather cooperates, get above the foliage for a completely different view of Vermont’s autumn landscape.

Best for: Classic New England foliage, scenic drives, couples and photographers.

Official Stowe Visitor Guide
Map: Stowe, Vermont


2. Woodstock, Vermont

Yes, Vermont gets two towns.

I tried talking myself out of it.

Then I looked at Woodstock in October and stopped arguing.

Woodstock feels like someone assembled nearly every ingredient of an old-fashioned New England autumn in one place: covered bridges, historic buildings, rolling countryside, farms, small shops and tree-covered hills.

The local tourism office highlights fall activities ranging from hiking and mountain biking to farm tours, harvest celebrations and seasonal events.

Don’t Miss

Walk the village rather than simply driving through it. Then venture into the surrounding countryside where barns, fields and wooded hills create some of the prettiest fall drives in Vermont.

And keep an eye out for the area’s covered bridges.

Because if you’re going to do Vermont in autumn, you might as well do Vermont properly.

Best for: Romantic weekends, historic villages, photography and slow travel.

Official Woodstock Visitor Guide
Map: Woodstock, Vermont


3. Bar Harbor, Maine

Bar Harbor gives fall travelers something many foliage destinations cannot:

The Atlantic Ocean.

Here, autumn-colored mountains tumble toward rocky coastline around Mount Desert Island and Acadia National Park.

Maine’s foliage progression generally moves north to south, while coastal areas tend to color later than northern portions of the state. Historically, Bar Harbor and Acadia often put on their strongest show during October, although Mother Nature refuses to accept reservations.

Don’t Miss

Spend at least one day exploring Acadia National Park.

Drive the Park Loop Road, walk around Jordan Pond, explore carriage roads and watch the changing leaves meet Maine’s rugged shoreline.

Then return to Bar Harbor for seafood.

Preferably something involving lobster.

You’re in Maine. There are rules.

City Unknown travelers planning a longer Maine road trip should also explore our Day Trips in Maine guide and our Local Eats in Maine guide.

Best for: Ocean scenery, national parks, hiking and seafood.

Official Bar Harbor Visitor Guide
Map: Bar Harbor, Maine


4. Jim Thorpe, Pennsylvania

Jim Thorpe doesn’t merely participate in autumn.

It commits.

Wedged into the Pocono Mountains, this historic Pennsylvania town has steep wooded hillsides rising around streets lined with Victorian architecture.

Pennsylvania tourism highlights Jim Thorpe as an especially picturesque fall destination, and the town celebrates the season with its annual Fall Foliage Festival.

Don’t Miss

Walk downtown before doing anything else.

Then explore the surrounding Pocono scenery or turn the visit into a scenic railway adventure.

This is also one of those towns where I recommend staying overnight.

Once the day-trippers leave and the evening air turns chilly, Jim Thorpe takes on an entirely different personality.

Best for: Historic architecture, scenic railroads, couples and weekend getaways.

Official Pocono Mountains Jim Thorpe Guide
Map: Jim Thorpe, Pennsylvania


5. Petoskey, Michigan

I have a soft spot for Michigan in autumn.

Okay.

A very large soft spot.

Petoskey sits along Little Traverse Bay, where Lake Michigan provides a brilliant blue backdrop for northern Michigan’s yellows, oranges and reds.

Michigan’s official tourism site specifically highlights the Petoskey area for fall color, scenic routes, wineries, outdoor recreation and waterfront communities.

Don’t Miss

Drive north toward Harbor Springs and take M-119 through the Tunnel of Trees.

It’s one of Michigan’s classic autumn drives.

But don’t rush it.

Stop in Harbor Springs, wander Petoskey’s Gaslight District and leave enough time to pull over at scenic overlooks.

For more ideas, City Unknown already has a complete Michigan Day Trips guide plus our newer 15 Hidden Things to Do in Michigan This Fall.

Best for: Great Lakes scenery, road trips, wineries and scenic drives.

Official Petoskey Area Visitor Guide
Map: Petoskey, Michigan


6. Leavenworth, Washington

Imagine someone picked up a Bavarian village and dropped it into Washington’s Cascade Mountains.

Then autumn arrived.

That’s Leavenworth.

The surrounding valley turns shades of red, orange and yellow while mountain scenery rises behind the town’s Bavarian-style buildings.

Fall also brings harvest season, Oktoberfest celebrations, new wine releases and other seasonal events.

Don’t Miss

Don’t spend the entire visit downtown.

Walk along the Wenatchee River, explore the surrounding canyons and head into the mountains if conditions allow.

The famous golden western larches generally add another dimension to fall in the Cascades.

Best for: Mountain scenery, Oktoberfest atmosphere, food and romantic weekends.

Official Leavenworth Visitor Guide
Map: Leavenworth, Washington


7. Hood River, Oregon

Hood River is what happens when autumn decides leaves aren’t enough.

So it adds apples.

And pears.

And vineyards.

And mountains.

And waterfalls.

Located along the Columbia River Gorge, Hood River becomes a fantastic base for exploring Oregon during harvest season. The Hood River Valley’s orchards and farms make autumn particularly appealing, while Mount Hood and the Columbia Gorge provide the scenery.

Don’t Miss

Drive the Hood River Fruit Loop.

Take your time stopping at orchards, farm stands and viewpoints before exploring the Columbia River Gorge.

We’ve also put together a City Unknown Oregon Day Trips guide and our 15 Hidden Things to Do in Oregon This Fall if you want to turn Hood River into a much bigger Oregon adventure.

Best for: Orchards, scenic drives, food, waterfalls and harvest-season road trips.

Official Hood River Visitor Guide
Map: Hood River, Oregon


8. Eureka Springs, Arkansas

Eureka Springs looks like it was designed by someone who considered straight streets terribly boring.

The historic downtown climbs and twists across the Ozark hills, surrounded by forests that become increasingly colorful as autumn settles over northwest Arkansas.

The local tourism office recommends fall hiking around places such as Lake Leatherwood and Black Bass Lake, along with seasonal events, underground attractions and the town’s famously spooky side.

And yes.

Spooky side.

We’re getting dangerously close to Halloween now.

Don’t Miss

Walk downtown, hike around Lake Leatherwood City Park, explore the winding mountain roads and spend the night if you enjoy a good ghost story.

Eureka Springs becomes especially fun once fall begins sliding toward Halloween.

Best for: Quirky travelers, historic hotels, hiking, couples and spooky-season trips.

Official Eureka Springs Visitor Guide
Map: Eureka Springs, Arkansas


9. Galena, Illinois

Galena is proof that Illinois becomes considerably more interesting once you leave the interstate.

This historic northwestern Illinois town is filled with 19th-century architecture, independent shops, rolling hills and winding roads that become particularly attractive once the surrounding hardwoods change color.

Downtown itself deserves several hours, but the countryside surrounding Galena is where an autumn road trip really shines.

Don’t Miss

Walk historic Main Street, explore the hills around town and then take the long way back.

That’s an important City Unknown rule:

When the leaves are changing, the fastest route is usually the wrong route.

Planning more Illinois exploring? Start with our City Unknown Illinois Day Trips guide.

Best for: Historic downtowns, couples, shopping and scenic backroads.

Official Visit Galena Guide
Map: Galena, Illinois


10. Nashville, Indiana

No, not that Nashville.

This Nashville is tucked into southern Indiana’s rolling hills beside Brown County State Park, and autumn is when the area earns its reputation.

Brown County’s heavily forested hills explode with fall color while tiny Nashville fills with galleries, restaurants, shops and weekend travelers.

Our City Unknown Indiana guide already highlights Brown County State Park and Nashville as a particularly good fall combination.

Don’t Miss

Drive through Brown County State Park.

Stop at the overlooks.

Walk a trail.

Then head into Nashville for lunch and wander through the local shops.

It’s an easy fall weekend that doesn’t require complicated planning.

Sometimes those are the best ones.

Best for: Midwest foliage, art, easy road trips and weekend escapes.

Official Brown County Visitor Guide
Map: Nashville, Indiana


11. Blue Ridge, Georgia

Eventually autumn works its way south.

And when it reaches the North Georgia mountains, things get interesting.

Blue Ridge combines mountain roads, forests, waterfalls, cabins and a walkable downtown into an easy fall getaway.

It’s particularly good for travelers who want colorful mountain scenery without flying north to New England.

Don’t Miss

Make the drive part of the vacation.

Explore the surrounding mountain roads, waterfalls and forest trails rather than simply checking into a cabin and staying there.

And if you’ve never experienced the southern Appalachian Mountains in autumn, give yourself more than one day.

You’ll understand why when you get there.

Best for: Cabins, mountain drives, couples and Southern fall getaways.

Official Blue Ridge Visitor Guide
Map: Blue Ridge, Georgia


12. Brevard, North Carolina

Brevard brings something important to our autumn road trip:

Waterfalls.

Lots of waterfalls.

This western North Carolina mountain town sits near Pisgah National Forest, with hundreds of waterfalls scattered throughout the surrounding region.

Add changing hardwood forests, mountain roads and crisp autumn weather and you’ve got yourself a pretty convincing excuse for a weekend getaway.

Don’t Miss

Head into Pisgah National Forest and explore waterfalls around the Brevard area.

Then come back downtown for dinner.

Also keep your eyes open for Brevard’s famous white squirrels.

Yes.

White squirrels.

City Unknown strongly approves of towns with unusual squirrels.

Best for: Waterfalls, hiking, mountain scenery and outdoor adventures.

Official Explore Brevard Visitor Guide
Map: Brevard, North Carolina


13. Taos, New Mexico

Not every great fall destination looks like Vermont.

Thank goodness.

Taos offers an entirely different version of autumn, where golden aspens contrast with high-desert landscapes and the Sangre de Cristo Mountains.

The combination of adobe architecture, mountain scenery, art and Southwestern food makes this one of the most distinctive towns on this list.

Don’t Miss

Take the Enchanted Circle Scenic Byway.

The loop through northern New Mexico becomes particularly beautiful when the aspens turn gold.

Then give yourself time to explore Taos itself instead of treating the town merely as a starting point.

Best for: Aspens, art, scenic drives, Southwestern food and photographers.

Official Taos Visitor Guide
Map: Taos, New Mexico


14. Telluride, Colorado

Colorado doesn’t need maple trees to put on an autumn show.

It has aspens.

Thousands of them.

When those trees turn gold against Colorado’s dark evergreens and rugged mountains, places like Telluride become spectacular.

The town itself sits in a dramatic mountain valley, meaning you don’t have to venture far to find impressive scenery.

Don’t Miss

Get above town.

Hike if you’re feeling ambitious, explore surrounding roads or take advantage of elevated viewpoints when available.

Colorado’s high-country fall season can be relatively short, so flexibility helps when planning specifically around foliage.

Best for: Mountain scenery, golden aspens, hiking and photography.

Official Telluride Visitor Guide
Map: Telluride, Colorado


15. Sedona, Arizona

Sedona might seem like the oddball on this list.

Which is precisely why I included it.

While everyone else is chasing New England maple trees, Sedona offers red-rock country, cooler temperatures and pockets of autumn color around Oak Creek Canyon.

The contrast is spectacular.

Bright yellow leaves against towering red canyon walls?

Yes, please.

Don’t Miss

Drive Oak Creek Canyon between Sedona and Flagstaff.

Get out of the car and explore, too.

The drive is beautiful, but stopping along the way is where the trip becomes memorable.

Sedona also makes a great base for exploring more of northern Arizona as fall works its way through the higher elevations.

Best for: Desert scenery, hiking, photography and travelers looking for a different kind of fall.

Official Visit Sedona Guide
Map: Sedona, Arizona


Quick Guide: Which Fall Town Should You Choose?

TownStateBest For
StoweVermontClassic fall foliage
WoodstockVermontRomantic New England weekends
Bar HarborMaineOcean + foliage
Jim ThorpePennsylvaniaHistoric mountain town
PetoskeyMichiganGreat Lakes fall road trips
LeavenworthWashingtonMountains + Oktoberfest
Hood RiverOregonOrchards + harvest season
Eureka SpringsArkansasQuirky + spooky fall trips
GalenaIllinoisHistoric Midwest getaway
NashvilleIndianaBrown County foliage
Blue RidgeGeorgiaSouthern mountain cabins
BrevardNorth CarolinaWaterfalls + hiking
TaosNew MexicoGolden aspens + Southwest
TellurideColoradoDramatic mountain foliage
SedonaArizonaRed rocks + autumn color

The Best Part of Fall Isn’t Finding Peak Color

Here’s something twenty-plus years of travel writing has taught me:

Don’t ruin an autumn road trip obsessing over peak foliage.

Seriously.

We’ve turned leaf-peeping into a competitive sport.

People stare at foliage maps, weather forecasts and webcams trying to calculate the precise 36-hour period when every tree will simultaneously achieve autumn perfection.

Then Mother Nature sends three windy days and laughs.

Go for the trip.

Go because the weather has cooled.

Go because the cider mills are open.

Go because tiny restaurants have pumpkin soup on the menu again.

Go because mountain roads are more enjoyable when you aren’t staring through a windshield at summer traffic.

And most importantly, take the road you weren’t planning to take.

That’s where you’ll find the roadside farm stand.

The tiny diner.

The covered bridge.

The forgotten cemetery.

The overlook without fifty people holding phones in front of their faces.

And maybe the little town that ends up being better than the destination you originally put into Google Maps.

That’s what we’re looking for around here.

Keep Exploring with City Unknown

Need another excuse to get in the car?

Start with the City Unknown Day Trips Across America guide and explore destinations state by state.

You can also dig deeper into our fall guides, including 15 Hidden Things to Do in Michigan This Fall and 15 Hidden Things to Do in Oregon This Fall.

Because the interstate might get you there faster.

But City Unknown has never really been about getting there faster.

It’s about discovering what you almost drove past.


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