Vermont Hiking & Walking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

5 days

4 nights

Activity Levels 1-3

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We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (Black)

See this trip's Activity Options & Terrain for more details.

Luxury Hotels

2 nights, Luxury Hotel
2 nights,

Learn more about where you'll stay.

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Vermont Hiking & Walking Tour

Small Group Adventures for:

Couples, Friends & Solos Adults 18+

Women's Adventures Women 18+

30s & 40s Adults 30-49

Families with Young Adults 20s & Beyond Best for ages 20+ (min. age 18)

Families with Teens & 20s Best for ages 16+ (min. age 14)

Families with Kids & Teens Best for ages 7-17 (min. age 4)

5 days

4 nights

Activity Levels 1-3

Tooltip Desktop

We rate our trips based on a range of activity levels from 1-5.

Activity Levels None (White)

See this trip's Activity Options & Terrain for more details.

Luxury Hotels

2 nights, Luxury Hotel
2 nights,

Learn more about where you'll stay.

2026: Sep-Oct 2027: Sep-Oct

From $3,599 - $4,249/person

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.

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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
The Carolinas Bike Tour map

Vermont

Start/End Burlington

Airports & Travel details*

* Start/End locations may vary. Do not book flights until your trip details are confirmed.

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Itinerary

Two people walking in a forest covered in orange leaves

Days 1-2

Description

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.

Accommodations
The Grafton Inn

(2 nights, Luxury Hotel)

Nights 1-2

The Grafton Inn
Grafton
Luxury Hotel

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.

Group of guests walking over roofed-bridge.

Days 3-5

Description

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.

Accommodations
Reluctant Panther Inn

(2 nights, Luxury Hotel)

Nights 3-4

Reluctant Panther Inn
Manchester Village
Luxury Hotel

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.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

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What's Included

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From $3,599/person

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Dates & Prices

Click on dates to see pricing, hotel or itinerary variations and to book your trip. Price is per person, double occupancy, in USD. 

Unplugged

Unplugged dates are perfect for guests who want to ride an acoustic bike.
E-bikes are available to travel companions by request only.

Solo Room Savings

We’ve made it even easier to go solo or enjoy your own space on select dates with reduced private room fees.

Your guest & room selections

1 adult

1 room, 1 bed

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Sep 21
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Sep 25
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Sep 28
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Oct 2
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Oct 5
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Oct 9
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Oct 12
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Oct 16
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Please Select a Group Size

Group size is required to show per-person pricing. Your group size can be approximate and can change.

Want to learn more about this trip?

Request a Detailed Itinerary! Complete with descriptions of each day, tips on travel arrangements, regional highlights and more, it’s the perfect tool to help you choose. You can easily share it with friends too!

Download & Share

Book with Confidence

Backroads provides flexible booking policies so that you can plan your vacation with complete peace of mind.

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From $3,599/person

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