Explore Rutland County: Killington

The Town of Killington is a small mountain community that embodies the “work hard, play hard” mentality.

Explore Rutland County: Chittenden and Mendon

Home to one small country store and no stoplights, Chittenden is idyllic and provides the perfect backdrop for those looking to disconnect and get lost in nature.

Explore Rutland County: Danby & Mount Tabor

The southern-most towns of Rutland County are the quintessential Vermont playground – home to mountain peaks perfect for hiking and rolling hills draped in the bright yellows, greens, and reds of fall foliage this time of year.

Explore Rutland County: Pittsford

Affectionately known as the Sunshine Village, the Town of Pittsford is conveniently located between Rutland and Middlebury. Situated along Otter Creek, Pittsford is home to abundant wildlife, rolling hills, and working farms.

Explore Rutland County: Benson & West Haven

Benson and West Haven are small towns located in the northwestern corner of Rutland County.

Explore Rutland County: West Rutland

Like many small towns in Vermont, West Rutland offers a perfect blend of opportunities to connect with nature and a bounty of ways to tap into your artistic side.

Explore Rutland County: Castleton

Located just seven miles from the border of New York and Vermont, the Town of Castleton provides a small-town feel with the convenience of a bigger city

Explore Rutland County: Brandon

Brandon, in many ways, offers the best of both worlds. It has Vermont’s signature rural charm, with rolling hills and an abundance of recreational opportunities, while also being home to a vibrant downtown community.

Explore Rutland County: Pawlet

Pawlet is a picturesque small Vermont town with lots of charm.

Explore Rutland County: Wallingford & Tinmouth

Nestled along the Taconic Mountain Ranges are Wallingford and Tinmouth. Both towns offer quaint Vermont charm with a variety of outdoor activities.

Explore Rutland County: Hubbardton & Sudbury

The best way to describe the town of Hubbardton would be: Historic.

Explore Rutland County: Poultney

Poultney is a quaint and picturesque town in southwestern Rutland County. The town is located in the slate valley and has found a way to preserve its historic charm and values while embracing modern life.

Explore Rutland County: Shrewsbury & Mount Holly

Quiet. Unbothered. Untouched. These are just a few words to describe the towns of Shrewsbury & Mount Holly.

Explore Rutland County: Proctor

Proctor is uniquely situated along a north-south valley of the Otter Creek, making it one of the most picturesque towns in Rutland County.

Explore Rutland County: Pittsfield 

Pittsfield makes good use of its mountainous terrain and New England charm. Its vibrant town center features quaint country inns, restaurants, and an original Vermont general store.

Explore Rutland County: Rutland Town & Rutland City

Rutland County is home to 26 little towns and one big city. The region’s namesake, Rutland City, has the look and feel of a big city with unparalleled views of Vermont’s mountain peaks.

Explore Rutland County: Fair Haven

Located in the southwestern part of the county where the Taconic Mountains meet the Champlain Valley, Fair Haven is home to a number of slate quarries, an industry that continues to thrive today.

Explore Rutland County: Wells & Middletown Springs 

Centered around the preservation of both history and nature are the towns of Wells and Middletown Springs. Wells is peacefully tucked into the southern point of Little Pond.

Explore Rutland County: Clarendon & Ira

Nestled in the heart of Vermont’s Green Mountains, are the towns of Clarendon and Ira.