Fall Weekend Getaways That Are Actually Worth Your Time

You know the drill. Someone says “let’s do a cute fall trip,” and next thing you know, you’re in a crowded pumpkin patch drinking lukewarm cider, wondering where it all went wrong.

This list? It’s for travelers who want fall weekend getaways with style, substance, and a little room to breathe. No kitsch or chaos required. Whether you're craving a leaf-peeping escape, a spa weekend, wine tasting without the crowds, or a family trip that won’t leave you exhausted, here are eight unexpected but worthwhile picks.

For Fall Foliage Without the Frenzy
The Catskills, NY – More low-key than the Hudson Valley, with scenic hikes, charming mountain towns, and just enough hipster energy to keep things interesting.
The Highlands, TN/NC – Sweeping Appalachian views, quiet trails, and golden meadows that feel straight out of a movie.

For a Cozy Spa Weekend
Blackberry Mountain, TN – An upscale wellness retreat with world-class views, woodsy luxury, and no pressure to juice-cleanse your way through the weekend.
Cavallo Point, CA – Relax just beyond the Golden Gate Bridge with spa treatments, hot tubs, and bay views wrapped in fog (and your plush robe).

For Wine with a Side of Charm
Snake River Valley, ID – This under-the-radar wine region in southern Idaho is full of fall color, uncrowded tasting rooms, and shockingly good wines, especially Syrah, Riesling, and Viognier. The vineyards are surrounded by high desert beauty, and downtown Boise makes a fun, easy home base for a long weekend.

Walla Walla, WA – Easygoing and elegant, with top-tier wines and a town that punches way above its weight. Expect relaxed tasting rooms, fall colors, and a cozy, grown-up vibe.

For Family-Friendly Fall Fun
Asheville, NC – Hikes, waterfalls, art, and the Biltmore Estate to wow everyone from toddlers to grandparents.
Carmel Valley, CA – Coastal nature meets wine country, with resorts that keep kids entertained and parents relaxed.

Looking for help planning a stress-free fall getaway that actually gets booked and isn’t just a Pinterest board? That’s where I come in.

Reach out here to start planning your fall escape.