As the leaves begin to turn and summer’s heat fades into crisp, refreshing air, fall opens up a world of colorful adventures. Whether you’re dreaming of pumpkin patches and apple orchards, scenic mountain drives, or charming small-town festivals, autumn is arguably the most underrated season for travel. In this post, we explore the best fall getaways across the U.S. to enjoy from September through November. From vibrant foliage destinations to spooky Halloween towns and Thanksgiving-worthy retreats, we cover everything you need to plan a cozy, exciting, and memory-filled trip. So grab a scarf, a PSL, and your travel wishlist—and let’s dive into the magic of fall!
Table of Contents
1. Stowe, Vermont — Peak Foliage in October
Why Go: Stowe is the quintessential fall destination. Set in the Green Mountains, it’s known for some of the most brilliant fall foliage in the country.
What to Do: Drive through Smugglers’ Notch, hike the Stowe Recreation Path, or ride the gondola up Mount Mansfield. Don’t miss Oktoberfest at Trapp Family Lodge or sipping local cider.
Family-Friendliness: Great for couples and families alike. Plenty of hikes, farm visits, and cozy inns.
Estimated Cost: Mid-range. Expect $150–250/night at lodges.
Book a Stay: Expedia
2. Asheville, North Carolina — Blue Ridge Parkway Drives
Why Go: Asheville is a vibrant, artsy town surrounded by the Blue Ridge Mountains—a prime leaf-peeping corridor.
What to Do: Cruise the Blue Ridge Parkway, explore the Biltmore Estate, enjoy live music downtown, and taste your way through craft breweries.
Family-Friendliness: Ideal for romantic getaways or adventurous families.
Estimated Cost: Moderate. $120–200/night.
Book Tours & Experiences: Viator
3. Salem, Massachusetts — Halloween Capital of the U.S.
Why Go: If you’re a fan of all things spooky, Salem in October is a must.
What to Do: Take ghost tours, visit the Salem Witch Museum, explore haunted houses, and join Halloween parades.
Family-Friendliness: Best for teens and adults. Some spooky events may be too intense for young kids.
Estimated Cost: Hotels can go fast; book early. $150–300/night in October.
Plan Your Haunted Getaway: ThriftyTraveler.com
4. Sonoma County, California — Harvest Season in Wine Country
Why Go: September through November is wine harvest season in Sonoma. Think rolling vineyards, tastings, and golden landscapes.
What to Do: Book wine tours, take scenic hot air balloon rides, or relax in luxurious spas.
Family-Friendliness: Better for adults. Some hotels offer kid-friendly options.
Estimated Cost: Moderate to luxury. $200+/night.
Sip & Stay: Expedia
5. Santa Fe, New Mexico — Fall Colors with a Southwestern Twist
Why Go: A unique mix of culture, art, and outdoor beauty framed by golden aspens in the Sangre de Cristo Mountains.
What to Do: Explore Canyon Road art galleries, enjoy the Santa Fe Wine & Chile Fiesta (September), and hike Aspen Vista Trail.
Family-Friendliness: Cultural and nature activities for all ages.
Estimated Cost: Moderate. $150–250/night.
Experience Southwest Charm: Viator
6. Leavenworth, Washington — Bavarian Charm + Oktoberfest
Why Go: A storybook Bavarian village surrounded by colorful forests.
What to Do: Visit in late September or October for Oktoberfest! Hike the Enchantments, enjoy bratwurst and beer, and admire alpine scenery.
Family-Friendliness: Oktoberfest events include family zones, and fall hikes are great for kids.
Estimated Cost: Affordable to mid-range. $100–200/night.
Book Activities & Accommodations: Expedia
7. Charleston, South Carolina — Mild Weather and Fall Events
Why Go: Skip the summer heat and enjoy a charming coastal city with history and food galore.
What to Do: Tour historic homes, attend MOJA Arts Festival (October), go on a ghost tour, and dine at award-winning restaurants.
Family-Friendliness: Excellent for couples and families alike.
Estimated Cost: Mid-range. $150–200/night.
Plan Your Charleston Escape: Viator
8. Hudson Valley, New York — Foliage and Farm Fun
Why Go: A classic New England-style escape that’s closer to NYC.
What to Do: Apple picking, harvest festivals, wine tasting, and foliage hikes through Minnewaska State Park.
Family-Friendliness: Tons of family fun at farms and festivals.
Estimated Cost: Moderate. $120–200/night.
Escape to the Valley: ThriftyTraveler.com
9. Smoky Mountains, Tennessee — Great for Late October Hikes
Why Go: Ideal for hikers, leaf lovers, and those looking for cozy log cabins.
What to Do: Drive through Cades Cove, hike to Clingmans Dome, and enjoy fall festivals in Gatlinburg.
Family-Friendliness: Very family-friendly, with lots of nature-based activities.
Estimated Cost: Affordable. Cabins from $100/night.
Book a Fall Cabin Stay: Expedia
10. Chicago, Illinois — City Energy Meets Autumn Beauty
Why Go: September and October are perfect for big-city exploring without the summer crowds.
What to Do: Attend Open House Chicago (architecture festival), take a river cruise, stroll Millennium Park, and sample fall flavors at food festivals.
Family-Friendliness: Great for all ages. Plenty of museums and parks.
Estimated Cost: Mid to high-range. $150–300/night.
Start Your Urban Adventure: Viator
The Magic of Fall Travel
Fall travel offers a unique blend of natural beauty, cozy ambiance, cultural festivities, and off-peak prices. Whether you’re chasing foliage, attending Oktoberfests, or just cozying up in a cabin with a view, September, October, and November have a getaway waiting for you.
And remember, many of these destinations are easier to reach and enjoy in the fall—thanks to fewer crowds, crisp weather, and seasonal charm that you just can’t experience any other time of year.
So start planning your autumn escape now, whether it’s a quick weekend retreat or a week-long vacation!
Looking for the perfect fall trip? Use the links throughout this post to find the best deals on hotels and stays, tours and experiences, and travel tips from ThriftyTraveler.com. The cozy season won’t wait—and neither should you!
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