The perfect winter weekend

Manchester and Bennington Vermont

Are you ready for a relaxing weekend in Vermont where you can enjoy snowy days and peaceful nights?  Here's a perfect weekend itinerary for Bennington and Manchester in the Southwest corner of Vermont.

Day 1: Bennington

- Old Bennington  -Old First Church -Bennington Monument -Robert Frost's Grave -Dinner on Main Street

Where to stay in Bennington

The luxurious Four Chimneys Inn with its beautiful classic decor and premium location in historic Old Bennington is perfect for your relaxing winter weekend! 

Photo: Four Chimneys Inn

Day 2: Bennington and Manchester

- Sunny Side Diner in Bennington -5 Covered Bridges -Park McCullough House - Hildene -Northshire Bookstore -Dinner in Manchester

Where to stay in Manchester

The Barnstead Inn features modern luxury with different configurations of rooms and suites to meet your needs. Your stay includes an amazing breakfast, outdoor fires, and pop-up events indoors and out. 

Day 3: Manchester

- Charlie's Coffee House -Southern Vermont Arts Center -Snowshoeing at Equinox Preserve or Skiing at Bromley -Manchester Designer Outlets

Plan your winter weekend with our complete itinerary!