Discounted Vermont Walking & Hiking Tours for 2020!
The Early Bird, Early Season Special

You asked, and our wonderful community of innkeepers has again delivered.  We are pleased to offer seven weeks of a substantially-discounted self-guided hiking/walking trip staying at our clients’ favorite inns and enjoying some of the best-loved trails in Vermont  This trip books at more than 20% off regular package pricing.  Read on for dates, inns, meals, routing, and other details.


  • Because of the special nature of this discount, dates and inns are pre-arranged.  We will still furnish a menu of several hiking options each day, so you can challenge yourself with distance, elevation, and terrain, or take it easy on woodland walks, or do some of each.  You can decide each morning on-tour.  All tours are four nights with a Sunday afternoon arrival, three or optionally four days of supported hiking, and a Thursday departure.  Available 2020 start dates are Sundays, May 3, May 10, May 17, May 24, May 31, June 7, and June 14.
  • Sunday:  Welcome to Robert Frost Country as you arrive at the Chipman Inn in Ripton.  Check out the authentic 19th-century general store across the street, and perhaps relax in the inn’s taproom with a local beverage.  Dinner, overnight, served breakfast and packed brown-bag hiker’s trail lunch at the inn, a restored 1828 home perched high in a mountainside hamlet.
  • Monday:  Today we encourage you to enjoy (if you wish) the magical experience of arriving at your next inn on foot, as you traverse the north half of the Moosalamoo National Recreation Area [daily shuttle service is included in your package].  If you prefer something different, perhaps take a loop around Texas Falls and/or the Robert Frost Interpretive trail, or head to Middlebury to explore the Trail Around Middlebury that weaves in and out of a cosmopolitan college village.  Trail options for every taste exist on every day of your trip.  Dinner, overnight, served breakfast, and packed brown-bag trail lunch await you at Blueberry Hill Inn, a secluded hilltop retreat surrounded by thousands of acres of conservation land and miles of hiking trails.
  • Tuesday:  You can hike from the door of Blueberry Hill on the well-developed onsite trail network radiating from the front door.  Alternately, explore the south half of the Moosalamoo National Recreation Area with a visit to Silver Lake, or take on a challenge by hiking the Long Trail from the inn south to Brandon Gap.  When you’re done hiking, drive on a short distance from trail’s end to the “Art and Soul Village of Vermont”, historic Brandon.  Dinner tonight is on your own / off package / out of pocket.  The inn is the heart of the town, and village eateries are within an easy sidewalk stroll (or take your car further afield).  Overnight, served breakfast and packed brown-bag trail lunch at The Brandon Inn, the landmark of the village, hosted for 30 years by a delightful international couple who know and enjoy the trails nearby.
  • Wednesday:  Brandon is well-positioned if you would like to get out of the National Forest for a day, maybe encountering Revolutionary War history at Mount Independence beside Lake Champlain, with easier walking trails, or Vermont’s newest and very unique state park, The Taconic Ramble, with a Japanese Garden and hikes up Mount Zion offering commanding views of Hubbardton Battlefield, one of America’s best-preserved Revolutionary War sites.  If you want some more National Forest today, the Rattlesnake Cliff and Chittenden Brook Trails are popular choices.  Sarah and Louis at Brandon Inn can give you good first-hand tips.  This afternoon, make your way to Mountain Top Inn to round out your tour in backwoods luxury at this well-appointed resort perched above a 700-acre mountain lake.  This is not a bad place to arrive a little early:  Mountain Top offers you kayaking or canoeing, tennis, heated outdoor pool, hot tub, etc., (complimentary), or premium add-on experiences like clay pigeon shooting, horseback riding, or pontoon boating (arrange with the inn in advance after confirming your trip, and pay on arrival).  Dinner, overnight, served breakfast, and packed brown-bag hiker’s trail lunch included.
  • Thursday:  Today is departure day, and hiking is optional.  Support is provided in the form of a hiker-to-trailhead shuttle if you’d like a one-way hike, or simply walk out the door after breakfast on the inn’s 60km network of onsite hiking trails, including both the Chittenden Reservoir and Leffert’s Pond.  If you want a little taste of the Appalachian Trail before going home, Deer Leap is quite nearby and offers a relatively short hike with rewarding views at the “New Maine Junction” of the Appalachian Trail and Long Trail.  Or across the road, take on the challenge of hiking Killington, Vermont’s second-highest peak.  Safe travels as you journey onward to your next adventure!

Included:  three dinners (Sunday, Monday, Wednesday); four overnights (Queen room or room with two beds if you prefer, private bath, non-smoking inns); four served breakfasts (Monday through Thursday); trail descriptions sent to you in advance; detailed maps distributed on-tour by the innkeepers; a hiker-to-trailhead shuttle to enable one-way hiking for four days (Monday through Thursday); four brown-bag hiker’s trail lunches to take with you into the forest (Monday through Thursday); housekeeping and waitstaff gratuities; Vermont meals and rooms tax at 9% or 10% depending on the town.  Out of pocket expenses are limited to items of a personal nature including alcohol, and one dinner (Tuesday night in Brandon — one of the top restaurants in Vermont is open and a two-minute stroll from the inn [advance reservations required], as are a couple of other options).  

Special 2020 Package Pricing at a 22% discount off standard published rates for SEVEN WEEKS ONLY, on Sunday starts May 3 through June 14:  

$725 per person double occupancy / $1450 total for two guests in one guestroom for four nights, or single-occupancy (one person to a private room) at $1075 per person solo.   

BOOK THIS TRIP!