Looking for fall vacation ideas that don’t feel overdone? Vermont has you covered — literally in color. Fiery leaves, crisp air, and endless exploration await you. Brattleboro puts you in the middle of it all with hikes, drives, and postcard-worthy views.
Ready to plan your trip? Grab your family for a fall getaway you’ll never forget. Or, make it a special romantic fall getaway with your loved one. Either way, there are countless unforgettable fall things to do in Vermont this autumn.
Find the Best Leaf Peeping Spots
Vermont doesn’t do subtle in the fall. It goes full drama, with Brattleboro leading the show. It’s what makes us the best vacation spot in October. Trees practically burst with reds, blazing oranges, and glowing golds. Every street, park, and hillside looks hand-painted for peak Instagram glory. Even the sidewalks feel extra with crunchy leaves piling up like confetti.
Hop in the car and drive Route 9 to Molly Stark State Park for postcard views. Or head to Retreat Tower lookout for a killer panorama. Feeling adventurous? Head to Mount Wantastiquet across the river: short hike, huge payoff. And don’t forget Hogback Mountain. It still steals the show with sweeping, stop-your-breath scenery.
Pro tip: Peak fall foliage is in mid-October!
Hike Stunning Fall Trails
Our fall trails are basically nature’s red (and orange) carpet. The Retreat Trails are easy to walk and full of crunchy fall leaves. Best part? They start right in Brattleboro, within walking distance of your room.
Mount Wantastiquet is a short climb with ridiculous river and town views. Molly Stark State Park offers mellow loops. Or trek up Mount Olga for a fire tower finale. Craving more? Pisgah State Park in New Hampshire is close and drenched in foliage drama.
Pro tip: Bring snacks, layers, and a camera; your phone won’t do this justice!
Paddle Scenic Rivers and Lakes
A fall paddle in Vermont is next-level gorgeous. The Connecticut River mirrors fiery foliage like a painting. The West River stays calm and quiet, perfect for a slow float. Spofford Lake, just over the border, shines in peak October color. It’s a river adventure not to miss.
Kayak, canoe, or paddleboard, whichever you prefer. Bring a friend or go solo for some peaceful leaf peeping on the water. Pack a warm layer because the air can get crisp, but the views are worth it.
Visit Charming Covered Bridges
Covered bridges are Vermont’s quiet flex. Creamery Bridge sits right in Brattleboro, small and postcard-perfect. West Dummerston Bridge is long, classic, and still going strong. Guilford’s bridges are also hidden gems. Nestled on peaceful backroads, they’re surrounded by blazing trees, babbling streams, and hardly any crowds.
Each bridge radiates peak fall vibes and picture-perfect views. Ideal for a scenic drive, quick photos, and soaking up Vermont’s cozy charm. It’s an experience you definitely want to include in your fall vacation ideas.
Pro tip: Stop at a local maple syrup farm along the way for a whole Vermont experience.
Cycle Vermont’s Countryside
Fall cycling here is pure eye candy. Cruise quiet backroads lined with blazing maples and cozy farmhouses. The Brattleboro-Hinsdale loop serves smooth rides with bonus river views.
Feeling ambitious? Tackle the hills toward Guilford for jaw-dropping scenery and a solid leg workout. The photo ops are endless, and you’ll earn that post-ride cider.
Pro tip: Stop at a local brewery or winery for some local refreshment.
Plan Your Fall Getaway at Latchis Hotel
Autumn in Brattleboro, Vermont, is one of the best fall vacation ideas there is. Latchis Hotel keeps it simple with a central location in downtown Brattleboro. You’re close to trails, leaf-peeping drives, and charming covered bridges. It’s truly the best place to visit during the fall.
Book your room today and don’t miss the stunning peak fall foliage. No stress, no long commutes, just an easy hub for your autumn getaway.
Photo Credit: © DenisTangneyJr from Getty Images Signature via canva.com, © pocstock via canva.com, © Bryan Dickerson from Pexels via canva.com
