2019 Stay to Stay Weekends Announced

March 1-4 (Stay to Stay Ski Weekend), April 26-29, June 21-24, August 9-12, and October 18-21, 2019

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.

Lifestyle freedom flourishes here — our residents can easily claim their very own home sweet home, enjoy a range of year-round outdoor activities, and raise families among a network of great K–12 and college-level schools. Whether you’re looking to take the next step in your career or launch that dream business, Rutland County is the perfect place to put down roots for young and seasoned professionals alike.

Did You Know?

  • Rutland is the solar capital of New England, with more solar power installed per capita than any other city in New England.
  • Rutland County has the largest four-season farmers market in the entire state.
  • John Deere, inventor of the steel plow, was born and raised on Main Street in Rutland in the early 1800s.


Welcome Reception

The Welcome Reception usually takes place from 6:30–8 p.m. on Friday evening at Southside Steakhouse
170 South Main Street
Rutland, VT 05701
(802) 772-7556

Après Ski Reception

A special Stay to Stay Weekend reception hosted by Killington Resort will take place on Saturday, March 2 instead of Friday evening.

Saturday, March 2, 2019 from 5-7 p.m.

Killington Grand Hotel
Gateway Conference Room
228 E Mountain Road, Killington, VT 05751

Weekend Activities

Saturday and Sunday are unscheduled so that guests can explore the community and its many attractions.

With dozens of shops and restaurants, as well as a world-class performing arts venue, downtown Rutland is the perfect destination to shop, eat, and be entertained. Visit one of the town's many unique shops as you make your way to the acclaimed Vermont Farmers Market in Depot Park. Grab a bite and maybe a local brew in one of many independently owned localvore restaurants before taking in a show at the brilliantly restored 1912 Paramount Theatre.

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 reception event and make plans with them for additional conversation and introductions. Also, 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-maker or incubator space.

Employer Industry Sectors

Monday at 9 a.m. at an employer from the following industry sectors offered on this weekend:
Health Care

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


Monday at 11 a.m. at Sotheby’s Four Seasons International Realty
85 N. Main Street
Rutland, VT 05201


Monday from 10 a.m.–12 p.m. at The Mint – Rutland’s Makerspace,
112 Quality Lane
Rutland, VT 05701


The deadline to register is one week prior to the first day of each weekend.

The Rutland Chamber of Commerce logo.


The Rutland Region Chamber of Commerce is a membership organization whose purpose is to connect member business organizations with community and visitors, promoting the region as a great place to live, work, and play.

Rutland Young Professionals logo.


An all-volunteer, all-inclusive organization focused on creating a vibrant Rutland area and promoting that area to young professionals near and far. Founded in July of 2013 by a core group of energetic folks seeking a way to connect with other people, jobs, volunteer and mentor opportunities, professional development, and fun.

Killington Ski Resort logo.


Rutland offers an array of different lodging experiences, from commercial-sized hotels to quaint bed and breakfasts. You may find your home away from home by exploring lodging options available in the Rutland region, Brandon region, or Killington region.

For those participating in the Stay to Stay Ski Weekend March 1-4, Killington Resort is offering discounted lodging and lift tickets. Register for the Stay to Stay Ski Weekend using the form above and you'll receive a link to book this generous offer in a confirmation email from the Rutland Region Chamber of Commerce.

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.


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.

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.

The Equinox in Manchester, Vermont.


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