The Coolest Small City in Every State

45. Vermont: Brattleboro

This village alongside the Connecticut River is one of the best destinations in New England for fall colors. The best views are atop Wantastiquet Mountain. At the base, drink beer in two states at once at Whetstone Station, which straddles Vermont’s state line. Visit the storybook downtown area and people-watch at the River Garden Marketplace.

46. Virginia: Washington

Its iconic inn, Little Washington, takes up nearly half the town. This Ralaix and Chateaux property is known for its grand verandas, ornate wallpapers, and Three Michelin Star restaurant The remaining non-resort half of town perfectly preserves colonial Virginia. Houses still stand that our founding father George Washington surveyed.

47. Washington: Port Townsend

This small waterfront town on the shores of Puget Sound offers stunning mountain backdrops. You’ll find a serious collection of cool architecture here, as well as blocks of old Victorian homes. The city’s downtown is highly walkable. You’ll find haunted bed and breakfasts, as well as excellent restaurants and bars.

48. West Virginia: Fayetteville

Located right in the center of Appalachia, it’s the closest town to the New River Gorge National Park. The town’s population is full of river guides, rock climbers, and assorted outdoor enthusiasts. Small-town allure abounds here, with blocks of historic old buildings, some on the National Register of Historic Places. There are great eateries, pizza joints, and craft beer bars.

49. Wisconsin: Lake Geneva

In the 1800s, this was a picturesque resort town for the wealthy. Many mansions still stand and can be viewed along the Lake Geneva Shore Path or via a guided boat tour. You’ll find a world-class golf resort, amazing restaurants, a luxury spa, and lots of recreation options. The Geneva Inn is one of the best waterfront hotels in America.

50. Wyoming: Dubois

Find small-town mountain vibes on the cheap here. Order steaks as good as any big city restaurant and sample local-brewed beers. Visit the National Bighorn Sheep Center for a driving mountain safari. See sheep, bison, elk, and other wildlife. Just outside Dubois, see the National Museum of Military Vehicles. A massive collection of machinery and American warfare through realistic recreations.