Stay to Stay Weekends

2019 Program Details

Stay to Stay Weekends are exploratory vacations designed for people who are interested in moving to Vermont. During a weekend away to the Green Mountains, networking events provide opportunities to connect with employers, realtors, community leaders, entrepreneurs, and potential neighbors who can provide insight about relocating to Vermont.

Here’s how Stay to Stay Weekends work:

Select a Stay to Stay Weekend from the dates below in the region of the state you would like to visit.

Your Stay to Stay Weekend begins with a welcome reception hosted by a local chamber of commerce or young professionals network on Friday evening. You’ll chat with community and business leaders, as well as others looking to relocate to Vermont. Saturday and Sunday are unscheduled, allowing you to explore the region and experience the local community as a potential Vermonter.

Monday morning you’ll have the option to meet with hiring managers and employer representatives, tour the area with realtors, or visit co-working and generator spaces.



  • Bennington – 2/22 to 2/25 (Ski Weekend hosted at Bromley Mountain Resort)
  • Brattleboro – 2/22 to 2/25 (Ski Weekend hosted at Mount Snow Resort)


  • Rutland – 3/1 to 3/4 (Ski Weekend hosted at Killington Resort)


  • Burlington – 4/12 to 4/15
  • Rutland – 4/26 to 4/29


  • Bennington – 6/14 to 6/17
  • Brattleboro – 6/14 to 6/17
  • Rutland – 6/21 to 6/24


  • Bennington – 8/9 to 8/12
  • Brattleboro – 8/9 to 8/12
  • Rutland – 8/9 to 8/12


  • Rutland – 10/18 to 10/21
  • Bennington – 10/25 to 10/28
  • Brattleboro – 10/25 to 10/28


  • Burlington – 11/8 to 11/11

In the News

Robin Young, the host of Here and Now on National Public Radio, interviewed Wendy Knight, Vermont's tourism and marketing department commissioner, and new Vermont resident Nicole Smyth, who relocated from Denver, about the Stay to Stay Weekend. Listen to her story here.

Stay to Stay Weekends were featured on NBC Nightly News with Lester Holt. Vermont is inviting people from across the nation to come for a vacation and establish local connections to new jobs during their stay. Watch the story to learn about the experience from the perspective of some of the first participants.

A sunset over Lake Champlain from the Burlington waterfront.


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.

A traveler places an order at the Vermont Country Store in Brattleboro, Vermont.


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.

The Equinox in Manchester, Vermont.


Bennington and Manchester are located in the beautiful region between the Taconic Range and the Green Mountains. 

Winter in 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.

802+You Newsletter for ThinkVermont.com


Sign up to receive a monthly sampling of life in Vermont; profiles, news, and more to inspire you to make the jump and move to Vermont.

Relocate to Vermont - Brattleboro, Vermont.


For us, Vermont is the ideal place to call home, and we’re delighted you’re considering becoming a Vermonter. Let us show you what a difference a state can make.

Official Vermont Vacation Guides for 2018-19.

Free Vermont Vacation Guide

Also available online, the Vermont Vacation Guide is filled with great content to steer your Vermont visit in the right direction.

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 Remote Worker Grant Program officially began accepting applications January 1, 2019. Please visit ThinkVermont.com for program information including frequently asked questions, applications, and instructions.

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