Courtesy Mountain Media; Photographer Timothy Peters.


OCTOBER 19-22, 2018

Already united by history, culture, and a common sense of place known as The Shires of Vermont, this beautiful region between the Taconic Range and the Green Mountains also possesses abundant recreational resources, a proud agricultural heritage, and a robust entrepreneurial spirit. A wide range of culinary, lodging, and shopping experiences await curious travelers along our highways, byways, and country roads, and on our mountainsides and busy Main Streets.

Surrounded by mountains and enriched by the many waterways, including the Battenkill and Walloomsac, Manchester has preserved what most of America has sacrificed: a thriving community center with a rich history, stunning architecture, locally owned shops, and small-town hospitality.

Did You Know?

  • In the summer of 2017, Manchester hosted its first annual iTVFest, a film festival for TV executives, producers, and agents. The region also hosted a taping of an episode of “The Bachelor.”
  • In 1856, Charles F. Orvis opened a store dedicated to fly-fishing and related accessories, now known as the Orvis company, which is the oldest operating mail order business in America.
  • The snowboard was invented in 1977 by Jake Burton Carpenter in his Manchester garage.


Friday Evening

Welcome Reception will take place 4–6 p.m. at the Manchester Visitor Center
4826 Main Street
Manchester Center, VT 05255

Saturday & Sunday

These are your days for exploring.

This quaint mountain town has plenty of diverse activities to choose from: fly-fishing in the Battenkill, skiing at nearby Stratton Mountain Resort, browsing in the independent, family-owned Northshire Bookstore, snagging bargains at the outlets stores, visiting downtown merchants, strolling along the marble sidewalks in historic Manchester village, and the list goes on. If you’re simply wanting some peace and quiet, The Spa at the Equinox or the Manchester Riverwalk are two guaranteed ways to help you rejuvenate.

Monday Morning

Pick one of the following places to visit Monday morning. This is your opportunity to meet with a local employer, have a realtor show you potential housing options, or visit a co-maker space.

Coffee Meet & Greet

Monday, from 9–10 a.m. at the Manchester Community Library
138 Cemetery Avenue
Manchester Center, VT 05255


Monday, from 10 a.m.–1 p.m. at The Vermont Country Store
5650 Main Street
Manchester Center, VT 05255

Monday, from 10 a.m.–1 p.m. at local business owners
Multiple locations
Manchester, VT 05254

If you would like to meet with an employer in a different industry, please indicate your preference in the form below.


Monday, from 10 a.m.–1 p.m. at TPW Real Estate
4903 Main Street
Manchester Center, VT 05255


Monday, from 10 a.m.–1 p.m. at the Manchester Community Library
138 Cemetery Avenue
Manchester Center, VT 05255

If you plan to attend the upcoming Stay to Stay Weekend in October, please fill out the form below and we will reach out to discuss your weekend details.

If you are interested in participating, but cannot attend the upcoming Stay to Stay Weekend, scroll to the bottom of the page and subscribe to receive information on future weekend dates. This will ensure you're in the know for future Stay to Stay Weekends in Vermont.


The deadline to sign up for the October weekend is October 5th.

The Bennington Area Chamber of Commerce logo.


The Bennington Area Chamber of Commerce promotes, leads, and advocates a unified effort, on behalf of its members, to maintain and improve a healthy business climate and rewarding quality of life.


Guests who sign up for the October Stay to Stay weekend will receive a 25% discount on Sunday’s night stay.

Kimpton Taconic Hotel
(802) 362-0147
3835 Main Street
Manchester, VT 05254

Casablanca Motel
(802) 362-2145
5927 Main Street
Manchester Center, VT 05255

Hampton Inn & Suites
(802) 362-4000
4519 Main Street
Manchester Center, VT 05255

Questions About Stay to Stay?

Thinking about signing up for a Stay to Stay Weekend but have some questions first? Please read these frequently asked questions.

What is the cost of the Stay to Stay Weekend? 

The cost will vary depending on which accommodation you select. To qualify for the program, guests book their own 3-night stay at a commercial lodging property to gain access to the networking receptions, employer visits, and connections with community leaders who can facilitate your relocation to Vermont.

Can I sign up for the Stay to Stay weekend if I am not a U.S. resident?

The Stay to Stay Weekend is not an immigration or work visa program. Citizens of foreign countries interested in traveling, living or working in Vermont need to secure the appropriate visa from the U.S. State Department. You can find more information here

I read about Vermont paying people $10,000 to move there. How can I apply? 

The Stay to Stay Weekend is not part of recently announced remote worker grant program that goes into effect January 1, 2019. You can find details on that program at ThinkVermont.com or email info@thinkvermont.com

If you have more questions than we covered here, please click on "Contact Us" below to send us an email.


Mocha Joe's located in downtown Brattleboro.


Overlooking the Connecticut River, this downtown is lined with buildings that house galleries, restaurants, shops, breweries, and a 1938 art deco hotel and movie theater.

Church Street Marketplace in Burlington, Vermont.


Compact and beautiful, Burlington is home to a thriving arts scene, creative entrepreneurship, great shopping, three colleges and a university, and a full range of four-season outdoor pursuits.

Downtown Rutland, Vermont.


Welcome to the real Rutland County — a colorful combination of country roads, quaint villages, and historic downtown centers in the heart of Vermont’s Green Mountains.