
Is there a better time to indulge in a small-town getaway than fall?
Videos by TravelAwaits
Small towns are prized for their warm sense of community, walkable downtown area, and proximity to nature. (In most cases.) While you can enjoy friendly company, walkability, and natural wonders any time of year, the coziest time to experience them is in autumn.
Temperatures drop, seasonal specialties are available around every corner, and there are usually a few harvest festivals to join. If you’re lucky, you might be close to wineries, which also come alive when the weather changes.
The big question is… how can you be sure you’re targeting the right small town?
Small towns come in all shapes and sizes. Some of them are ideal for lakeside summer getaways, flower-filled spring trips, or snowy holiday escapes—and what about the coziest small towns in the US? Where should you head for great fall foliage, crisp breezes, and seasonal specialties, from pumpkin patches to harvest festivals?
Let’s dig in.
The coziest small towns in the US, according to LateRooms

LateRooms is a digital platform that lets you book last-minute hotel rooms at slashed rates. It’s been around since the late 1990s, offering perks like competitive prices, tons of choice, last-minute availability, and free cancellations. They’re part of the Snaptrip! Group, which also runs Last Minute Cottages, Big Cottages, and Dog Friendly Cottages.
In short, the company has over 25 years of experience connecting travelers to great stays. They’ve learned a thing or two about what types of small towns users gravitate toward, especially when the cozy fall season arrives.
Here is LateRooms’ report on the Top 10 coziest small towns in the US, based on metrics like walkability, independent bakeries and cafes, hot tubs, and fireplaces. Think: everything you’ll need to feel supremely comfy on your getaway.
- Newport, Rhode Island
- Hood River, Oregon
- Portsmouth, New Hampshire
- Charlottesville, Virginia
- Santa Fe, New Mexico
- Bethlehem, Pennsylvania
- Annapolis, Maryland
- Coeur d’Alene, Idaho
- Northampton, Massachusetts
- Moab, Utah
