Road trips, galleries, celebrations and landmarks: the reasons to spend a whole day on Main Street.
Play stories send you somewhere: a Route 66 courthouse square, a gallery in an old depot, a steeple that has stood since 1775. Each pairs the sight with places to shop and eat nearby.
Play · A Sunday read
7 Historic Downtown Churches With Magnificent Steeples
A shingled chapel beneath Castle Rock, a golden hand over Mississippi, and the lanterns of 1775: seven spires that still define their Main Streets.
- Green River, WY
- Savannah, GA
- Port Gibson, MS
- Litchfield, CT
Route 66 Downtowns · Part 1 of 7
Route 66 at 100: An Illinois Road Trip Through Six Main Street Downtowns
The Mother Road turned 100 on Nov. 11. Start the drive west with six Illinois downtowns, two roadside giants and lunch at a café founded in 1924.
- Joliet, IL
- Wilmington, IL
- Pontiac, IL
- Atlanta, IL
Holiday 2026 · Family day trips
Christmas Tree Farm Road Trips: Cut Your Own, Then Lunch Downtown
Six choose-and-cut farms, each paired with a small-town Main Street close by for lunch, a parade or a visit with Santa.
- West Jefferson, NC
- Littleton, NH
- Media, PA
- Wooster, OH
Day trips · Art on Main Street
6 Small Town Art Galleries Worth the Drive
A depot with a caboose out front, a co-op that bought its building with painted pigs, and a schoolhouse full of Georgia pottery.
- Watkinsville, GA
- Brandon, VT
- Lanesboro, MN
- Red Lodge, MT
Holiday guide · Tree lightings
Christmas Tree Lighting 2026: Five Main Street Ceremonies You Don't Want to Miss
A countdown on the courthouse lawn, a brass band, and a whole town gasping at once when the switch flips.
- Grapevine, TX
- Coeur d'Alene, ID
- Rockland, ME
- Holly, MI
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The Daily Downtown Digest
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New downtown finds, events and deals, two or three times a week, with day trips close to home.
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