Vermont Hiking & Walking Tour
5 days
4 nights
Activity Levels 1-3
Luxury Hotels
2026: Sep-Oct 2027: Sep-Oct
Fall in New England—Grafton & Manchester
Whether the leaves are deep green or exploding in hues from yellow to red, breathtaking landscapes are in store. From its maple syrup to postcard-worthy scenery, Vermont aims to please.
Highlights
- Discover the quintessential New England villages of Grafton and Manchester, where covered bridges, white clapboard homes and storybook streets capture classic Vermont charm
- Taste a variety of local specialties like cheese and mouthwatering maple syrup and learn the old New England art of sugar-making
- Hike through picturesque landscapes that envelop you in local charm and brilliant fall colors
- Wander forest paths to covered bridges, sparkling rivers and mountain vistas and pass stately homes and charming New England villages
- Explore the scenic Green Mountains and Taconic foothills, home to peaceful forests, rustic cabins and panoramic valley views
Start/End Burlington
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-2
Hike through forests colorful with fall foliage on the scenic Grafton Outdoor Trails network • Admire covered bridges, white clapboard buildings and rolling countryside in the quintessential New England village of Grafton • Follow woodland paths and riverside trails in Jamaica State Park, with views of waterfalls, hardwood forests and the West River • Pause at local farms and creameries and taste the Vermont specialties of artisanal cheese and maple syrup • Spend time wandering Grafton’s historic village center, browsing local shops or relaxing at our classic Vermont inn.
Nights 1-2
Set on the village green in one of Vermont’s most historic towns, this classic New England inn dates to 1801 and reflects the area’s long-standing tradition of warm hospitality and understated charm.
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
Days 3-5
Taste maple syrup and learn the fine art of sugar-making at Havoc Hill Sugar House • Admire local and international art at the Southern Vermont Arts Center on our way to Manchester • Walk through a fern-laced hardwood forest below Mount Equinox and into the 900-acre Equinox Preserve, teeming with rare plants and diverse wildlife • A hiking tour through Vermont’s Merck Forest & Farmland Center reveals sweeping vistas of the Taconic Mountains • Explore the historic village of Manchester • Wander around scenic Hildene—a bucolic southern Vermont estate with walking trails weaving through meadows and forests, plus multiple historic buildings and a Georgian Revival mansion built by Abraham Lincoln’s son.
Nights 3-4
A Zagat favorite, this sophisticated boutique hotel tucked in the mountains features a restaurant wine selection recognized by Wine Spectator. A Small Luxury Hotels of the World member.
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
What's Included
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Dates & Prices
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