When it comes to fall getaways, few states do it better than Vermont.
Whether you’re chasing foliage views, farm-fresh treats, or scenic drives, here are the 27 best places to visit in Vermont in October.
Table of Contents
1. Stowe – The Quintessential Fall Town
Stowe is often called the “Fall Capital of Vermont,” and for good reason.
This charming mountain town is framed by fiery foliage, covered bridges, and pumpkin-lined streets.
You’ll find craft breweries, farm-to-table dining, and breathtaking views from Mount Mansfield.
- Nearby Attractions or Towns Worth Combining with the Visit: Smugglers’ Notch, Waterbury, and Mount Mansfield.
- Food & Drink Recommendations Nearby: Idletyme Brewing Company, The Bench, or Piecasso Pizzeria & Lounge.
2. Woodstock – Picture-Perfect Charm
Historic homes, a covered bridge in the middle of town, and rolling hills make it one of the most photographed spots in Vermont.
Pro Tip: Visit Sugarbush Farm nearby for maple syrup tastings paired with cheese—an authentic Vermont experience.
- Nearby Attractions or Towns Worth Combining with the Visit: Quechee Gorge, Billings Farm & Museum, and Route 100 Scenic Byway.
- Food & Drink Recommendations Nearby: Simon Pearce Restaurant, Mon Vert Café, or Woodstock Farmers Market snacks.
3. Manchester – A Blend of Nature and Luxury
Surrounded by the Green Mountains, it’s home to designer outlets, cozy inns, and plenty of hiking trails. October also brings a lively farmers market and seasonal art shows.
Pro Tip: Drive up the Equinox Skyline Drive for panoramic views of fiery foliage stretching across southern Vermont.
- Nearby Attractions or Towns Worth Combining with the Visit: Hildene, The Lincoln Family Home, Stratton Mountain Resort, and Bennington.
- Food & Drink Recommendations Nearby: The Reluctant Panther, Up for Breakfast, or Whetstone Station Restaurant.
4. Bennington – History Meets Foliage
Bennington is known for its historic architecture and the famous Bennington Battle Monument.
In October, its tree-lined streets glow with warm autumn hues. Antique shops, cozy cafés, and local bakeries make it a wonderful fall stop.
Pro Tip: Visit the Old First Church and cemetery—it’s one of the oldest in Vermont and particularly atmospheric in the fall.
- Nearby Attractions or Towns Worth Combining with the Visit: Manchester, Mount Equinox, and Dorset.
- Food & Drink Recommendations Nearby: The Farmer’s Daughter, Bobcat Café, or Molly’s Restaurant.
5. Burlington – Lake Views and Fall Energy
Burlington, Vermont’s largest city, balances youthful energy with lakeside beauty.
Stroll along Church Street Marketplace, explore local breweries, or enjoy a boat ride on Lake Champlain framed by colorful foliage.
Pro Tip: Head to nearby Shelburne Farms for scenic lake views and fresh-from-the-farm cheese tastings.
- Nearby Attractions or Towns Worth Combining with the Visit: Shelburne, Lake Champlain Islands, and Middlebury.
- Food & Drink Recommendations Nearby: American Flatbread, Hen of the Wood, or The Farmhouse Tap & Grill.
6. Waitsfield – Covered Bridges and Countryside
Waitsfield is all about classic Vermont scenery: covered bridges, open fields, and peaceful countryside. October makes its landscapes glow, especially when you drive through Mad River Valley.
Pro Tip: Stop at local farm stands—fresh cider donuts here taste even better with a side of fall foliage.
- Nearby Attractions or Towns Worth Combining with the Visit: Sugarbush Farm, Mad River Glen, and Warren.
- Food & Drink Recommendations Nearby: The Mad Taco, American Flatbread, or Bluebird Café.
7. Grafton – Small Town Serenity
Tiny but charming, Grafton feels like stepping back in time. Its historic inn, cheese shop, and small art galleries make it a slow-paced retreat.
Pro Tip: Try Grafton Village Cheese—this little town is famous for it.
- Nearby Attractions or Towns Worth Combining with the Visit: Brattleboro, Windham, and Rockingham.
- Food & Drink Recommendations Nearby: Grafton Inn Restaurant, Josie’s Restaurant, or Grafton Village Cheese Café.
8. Waterbury – For Foodies and Fall Fans
Waterbury is a foodie’s paradise in the middle of Vermont’s best foliage routes.
It’s home to Ben & Jerry’s Ice Cream Factory, Cold Hollow Cider Mill, and Prohibition Pig (a famous BBQ and brewery).
Pro Tip: Pair your cider donuts from Cold Hollow with hot apple cider.
- Nearby Attractions or Towns Worth Combining with the Visit: Stowe, Montpelier, and Morrisville.
- Food & Drink Recommendations Nearby: Prohibition Pig, Reservoir Restaurant & Bar, or Blackback Pub.
9. Montpelier – The Smallest Capital in the U.S.
Montpelier may be small, but it has big fall appeal.
Its gold-domed State House against a backdrop of colorful trees is a sight worth seeing.
October also brings seasonal farmers markets and outdoor events.
Pro Tip: Visit Hubbard Park for a short hike with sweeping views of the capital wrapped in fall colors.
- Nearby Attractions or Towns Worth Combining with the Visit: Waterbury, Barre, and Middlesex.
- Food & Drink Recommendations Nearby: Sarducci’s, Three Penny Taproom, or Kismet.
10. Middlebury – College Town with Fall Spirit
Middlebury is lively in October, thanks to its college-town atmosphere.
It’s surrounded by rolling hills, vineyards, and apple orchards.
The downtown area offers bookshops, coffeehouses, and farm-to-table restaurants.
Pro Tip: Drive to nearby Lincoln Peak Vineyard for Vermont wine tastings with a view.
- Nearby Attractions or Towns Worth Combining with the Visit: Lake Champlain Islands, Bristol, and Vergennes.
- Food & Drink Recommendations Nearby: American Flatbread, The Vermont House, or Blue Stone.
11. Lake Willoughby – Vermont’s Hidden Gem
Often called the “Lucerne of America,” Lake Willoughby is a glacial lake surrounded by dramatic cliffs and vibrant fall foliage.
Pro Tip: Hike up Mount Pisgah for unbeatable views of the lake glowing with October colors.
- Nearby Attractions or Towns Worth Combining with the Visit: Barton, Westmore, and Craftsbury.
- Food & Drink Recommendations Nearby: Barton Country Store, local cafés, and small diners.
12. Smugglers’ Notch Drive – Scenic Wonder
This narrow, winding pass through the Green Mountains is one of Vermont’s most scenic drives.
Pro Tip: Go early in the morning to avoid traffic and enjoy the drive at your own pace.
- Nearby Attractions or Towns Worth Combining with the Visit: Stowe, Jeffersonville, and Morrisville.
- Food & Drink Recommendations Nearby: Idletyme Brewing Company, Piecasso Pizzeria & Lounge, or local cafés.
13. Mount Mansfield – Vermont’s Highest Peak
For hikers and adventure seekers, Mount Mansfield is a must. At 4,395 feet, it offers breathtaking views of fall foliage stretching across Vermont.
Gondola rides are also available for those who prefer a scenic shortcut.
Pro Tip: The ridgeline hike is challenging but rewards you with unmatched fall panoramas.
- Nearby Attractions or Towns Worth Combining with the Visit: Stowe, Smugglers’ Notch, and Waterbury.
- Food & Drink Recommendations Nearby: The Bench, Idletyme Brewing Company, and Trapp Family Lodge Dining.
14. Quechee Gorge – Vermont’s Grand Canyon
Known as “Vermont’s Little Grand Canyon,” Quechee Gorge offers dramatic views, especially when framed by red and gold leaves in October.
Trails lead down to the Ottauquechee River for peaceful views.
Pro Tip: Stop at Quechee Gorge Village for local crafts, antiques, and snacks.
- Nearby Attractions or Towns Worth Combining with the Visit: Woodstock, Hartford, and White River Junction.
- Food & Drink Recommendations Nearby: Simon Pearce Restaurant, Quechee Gorge Village Café, and local bakeries.
15. Route 100 Scenic Byway – The Ultimate Fall Drive
Stretching from Massachusetts to Canada, Route 100 is Vermont’s most famous fall drive.
It winds past villages, farms, ski resorts, and endless mountain views.
Pro Tip: Plan stops in small towns like Weston and Warren along the way.
- Nearby Attractions or Towns Worth Combining with the Visit: Manchester, Waitsfield, and Stowe.
- Food & Drink Recommendations Nearby: Local farm stands, small cafés, and restaurants along the byway.
16. Cold Hollow Cider Mill – A Taste of Vermont
No October trip to Vermont is complete without fresh cider. At Cold Hollow, you can watch cider-making in action, shop for local treats, and indulge in cider donuts.
Pro Tip: Grab a six-pack of hard cider for a cozy evening drink back at your lodge.
- Nearby Attractions or Towns Worth Combining with the Visit: Waterbury, Stowe, and Morrisville.
- Food & Drink Recommendations Nearby: Cold Hollow Cider Mill café, Reservoir Restaurant & Bar, and Prohibition Pig.
17. Billings Farm & Museum – A Glimpse of Rural Life
This working farm and museum in Woodstock is the perfect family-friendly spot.
It blends history with hands-on experiences, from wagon rides to farm demonstrations.
Pro Tip: Don’t miss the pumpkin patch—it’s great for photos and family fun.
- Nearby Attractions or Towns Worth Combining with the Visit: Quechee, Woodstock Village, and Sugarbush Farm.
- Food & Drink Recommendations Nearby: Simon Pearce Restaurant, Mon Vert Café, and Woodstock Farmers Market.
18. Hildene, The Lincoln Family Home – History in Fall Colors
Hildene, located in Manchester, was the summer home of Robert Todd Lincoln, son of Abraham Lincoln.
- Nearby Attractions or Towns Worth Combining with the Visit: Manchester, Dorset, and Stratton Mountain.
- Food & Drink Recommendations Nearby: The Reluctant Panther, Whetstone Station Restaurant, or Dorset Inn dining.
19. Shelburne Farms – Beauty by the Lake
This 1,400-acre working farm on Lake Champlain offers walking trails, gardens, and stunning views.
Pro Tip: Try their award-winning cheddar cheese—it’s one of the best in the state.
- Nearby Attractions or Towns Worth Combining with the Visit: Burlington, Lake Champlain Islands, and Charlotte.
- Food & Drink Recommendations Nearby: Shelburne Farms Café, Farmhouse Tap & Grill, and Hen of the Wood.
20. Lake Champlain Islands – Peaceful Foliage Escape
The Lake Champlain Islands are quiet, scenic, and perfect for a relaxing October getaway. Small farms, vineyards, and lakefront views make this area a hidden treasure.
Pro Tip: Rent a bike and ride through South Hero or Grand Isle for lakeside fall views.
- Nearby Attractions or Towns Worth Combining with the Visit: Burlington, Shelburne, and Middlebury.
- Food & Drink Recommendations Nearby: Local vineyards, Island Line Brewery, and Lake Champlain Chocolates.
21. Jenne Road Farm – Instagram’s Favorite Spot
If you’ve seen iconic Vermont fall photos, chances are they were taken at Jenne Road Farm in Reading.
Rolling hills, barns, and golden leaves make it one of the state’s most photogenic places.
- Nearby Attractions or Towns Worth Combining with the Visit: Lake Willoughby, Barton, and Westmore.
- Food & Drink Recommendations Nearby: Local cafés, farm stands, and small diners.
22. Sugarbush Farm – Maple and Cheese Paradise
Sugarbush Farm near Woodstock is a must-visit for maple syrup and cheese lovers.
- Nearby Attractions or Towns Worth Combining with the Visit: Woodstock Village, Quechee, and Billings Farm & Museum.
- Food & Drink Recommendations Nearby: Sugarbush Farm tasting room, Simon Pearce café, and Mon Vert Café.
23. Stratton Mountain Resort – Scenic Chair Rides
While Stratton is known for skiing, October brings scenic chair rides with sweeping foliage views. The base village also hosts fall events and live music.
- Nearby Attractions or Towns Worth Combining with the Visit: Manchester, Mount Equinox, and Dorset.
- Food & Drink Recommendations Nearby: Stratton Base Village restaurants, The Reluctant Panther, and local cafés.
24. Jay Peak – Gondola Views
Jay Peak’s aerial tramway offers a smooth ride to the summit with unbeatable views of both Vermont and Canada.
- Nearby Attractions or Towns Worth Combining with the Visit: Newport, Burke Mountain, and Troy.
- Food & Drink Recommendations Nearby: Jay Peak Resort dining, local cafés, and Sugarbush Bakery.
25. Moss Glen Falls – A Waterfall with a Fall Backdrop
Moss Glen Falls near Stowe is one of Vermont’s most beautiful waterfalls.
- Nearby Attractions or Towns Worth Combining with the Visit: Stowe, Smugglers’ Notch, and Mount Mansfield.
- Food & Drink Recommendations Nearby: Piecasso Pizzeria & Lounge, Idletyme Brewing Company, and local cafés.
26. Mad River Glen – Iconic Single Chairlift
Mad River Glen is famous for its single chairlift—one of the last in the U.S. In October, it offers a quirky and scenic ride up the mountain, perfect for foliage lovers.
- Nearby Attractions or Towns Worth Combining with the Visit: Waitsfield, Sugarbush Farm, and Warren.
- Food & Drink Recommendations Nearby: American Flatbread, Mad Taco, and Bluebird Café.
27. Camel’s Hump Trail – Vermont’s Classic Hike
Camel’s Hump, Vermont’s third-highest peak, offers a rugged but rewarding hike. The summit provides 360-degree views of fiery fall foliage. It’s a must for hiking enthusiasts in October.
- Nearby Attractions or Towns Worth Combining with the Visit: Huntington, Richmond, and Waterbury.
- Food & Drink Recommendations Nearby: Blackback Pub, local farm cafés, and Piecasso Pizzeria & Lounge.
Final Thoughts
Vermont in October is a dream for fall travelers.
From charming towns and cider mills to scenic drives and mountain hikes, the state packs in endless autumn adventures.
Whether you want to cozy up with maple syrup treats or chase sweeping foliage views, this list of 27 best places to visit in Vermont in October has something for everyone.
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