Courtesy Mountain Media; Photographer Timothy Peters.


2019 Dates Will Be Announced Soon

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 5–6:30 p.m. at the Manchester Visitor's 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.

To take full advantage of the many resources available to you throughout the weekend, we encourage you to connect with the community and business leaders you meet at the Friday night reception event and make plans with them for additional conversation and introductions. Scheduling a visit with a local realtor on Saturday and Sunday when employers and incubator spaces are closed, might be a good use of weekend time.

Monday Morning Networking

Wrap up your weekend with a solid sense of the employment opportunities in the region. Monday morning is your chance to meet with employers in specific sectors and with business owners who can discuss what it’s like to work in the community. You can also sign up to meet with a local realtor who can show you potential housing options, or to visit a co-working or maker space.

Coffee Meet & Greet

Monday, from 8–9:30 a.m. at the Manchester Community Library
138 Cemetary Avenue
Manchester Center, VT 05255

Employer Industry Sectors

Monday, at 9:30 a.m. at The Vermont Country Store
5650 Main Street
Manchester Center, VT 05255

The employer industry sectors offered on this weekend include:
Health Care

Please note if you choose to meet with an employer, the local Chamber will request a copy of your resume.


Monday, at 9:30 a.m. at TPW Real Estate
4903 Main Street
Manchester Center, VT 05255

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.


Manchester offers many different lodging experiences, from commercial-sized hotels to the quaint bed and breakfasts. You may find your home away from home on the list of lodging available in the area. Guests who sign up for the October Stay to Stay weekend will receive a 25% discount on Sunday’s night stay at the following lodging properties.

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

Frequently Asked Questions for Stay to Stay Weekend.

Questions about Stay to Stay Weekends?

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


Hotel Brooks in Brattleboro, Vermont.


October 25–28

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

A sunset over Lake Champlain from the Burlington waterfront.


November 8–11

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.

Rutland Regional Chamber of Commerce Building


October 18–21

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.