Best Trips to Take This Fall: Where Calm Meets Adventure

Written By Katherine Du Pont

Fall is a magical season for travel. The crowds have thinned, the weather is crisp, and there’s something about autumnal colors that instantly brings a sense of calm. Whether you’re craving scenic escapes, cozy city breaks, or food-and-wine adventures, this season offers the perfect backdrop for both relaxation and exploration.

1. New England, USA – Fall Foliage at Its Finest

There’s nothing quite like driving through New England in October. From Vermont’s rolling hills to Massachusetts’ charming towns, the vibrant reds, oranges, and yellows of the leaves are breathtaking. Small inns, local cider mills, and quiet nature trails make this a peaceful getaway that feels like stepping into a postcard.

2. Tuscany, Italy – Harvest and Wine Country

Autumn is harvest season in Tuscany, which means vineyards are alive with activity and local cuisine is at its peak. Imagine a slow morning exploring medieval towns, afternoons savoring fresh truffles and wine, and evenings by a cozy fireplace. Tuscany in the fall is the ultimate mix of adventure and tranquility.

3. Kyoto, Japan – Temples and Maple Leaves

Kyoto’s autumn colors are legendary, with maple trees turning fiery red around serene temples and gardens. Fewer tourists than in spring make it a peaceful time to wander ancient streets, sip matcha, and enjoy the seasonal flavors of Japanese cuisine.

4. Asheville, North Carolina – Mountains, Art, and Local Charm

Nestled in the Blue Ridge Mountains, Asheville combines natural beauty with a vibrant arts scene. Scenic drives along the Blue Ridge Parkway showcase incredible fall foliage, and the city itself offers cozy cafés, craft breweries, and galleries perfect for a relaxed weekend getaway.

5. The Scottish Highlands, Scotland - Dramatic Landscapes and Tranquility

Crisp air, rolling glens, and cozy lodges make the Scottish Highlands an ideal fall escape. Fewer tourists than in summer mean you can enjoy iconic sites like Loch Ness, Glencoe, and quaint villages at your own pace. Autumn foliage in the forests adds a warm, golden glow to every adventure.

Tips for a Peaceful Fall Trip

  • Travel midweek to avoid the weekend crowds.

  • Pack layers for unpredictable weather.

  • Plan some unstructured downtime to simply enjoy the surroundings.

  • If planning seems overwhelming, consider hiring someone to organize logistics, from lodging to itineraries.

Fall is the perfect season to travel with intention, whether that’s for reflection, adventure, or simply a change of scenery. A little planning goes a long way in creating a trip that’s not just fun, but calming and restorative too.

Feeling inspired but don’t want the stress of planning? The Orderly Edit can handle every detail of your next getaway, so you can focus on savoring the experience. From travel logistics to customized itineraries, we take the mental load off your shoulders—because your time away should be all about peace and joy.

Katherine Du Pont