After you arrive at the Chester House Inn you’ll probably want to plan the activities you want to experience and enjoy during your time in the Chester area.

Some folks just want to relax, “do nothing,” and simply get away from their everyday routine: read on the deck or in front of the fireplace, nap, walk around town, go out for a fine dinner, gaze at the stars, or watch the squirrels play. The phrase “take the day off” was invented here in Chester!

But if you’d like to get out there and enjoy Vermont’s many activities and sights, below is a listing of some of the types of things you can do. When you arrive at the Inn, we have waiting for you a detailed list of hundreds of local activities, showing locations, distances, driving directions, etc. Create your own itinerary and head out after breakfast with an exciting agenda for your day’s activities, sites and events. Head North or South one day, West or East the next.

Things To Do	Spring	Summer	Fall	Winter
Go Antiquing and find those lost treasures from the past.
Take a Bicycle ride on our winding country roads and trails…rent or BYOB (Bring Your Own Bicycle).
Rent a boat and go Boating on the nearby rivers & lakes; or BYOB (Bring Your Own Boat).
Get a little taste of Breweries, Wineries and Cider Mills.
Visit Cheese & Maple Syrup producers: take home some of their tasty delights.
Visit Country Stores for some great buys and lots of interesting “stuff.”
Tour Vermont’s Covered Bridges, each different, each a picture.
Drop in on Crafters and Artisans; see and purchase their works.
Go Cross Country Skiing and glide across Vermont’s frozen tundra. Contact us to learn more about our “Cross Country Ski Package” to see how you can save on your lodging, on your Grafton Ponds Outdoor Center trail passes and on dinners at a fine local restaurant when you stay at the Chester House. Equipment rentals available.
Enjoy annual local events such as: “New Voices” (new author’s) Weekend (new author’s) Weekend (Jan.), Green Mountain Festival Series (Winter and Spring), Winter Carnival (Feb.), Maple Syrup Weekend (March), “Quilts Around the Town” Weekend (May), Yard-Sale Weekend (May), VT Crafters’ & Artists’ Open Studio Tour Weekend (May), Summer Free Outdoor Concerts (July & Aug.), Chester Craft Fair (late Sept.), Vermont Antiques Week (Sept.), Christmas Overture (Dec.).
Be astounded at the marvelous beauty of Mother Nature’s Fall Foliage that blankets the mountainsides.
Spend some time at local Farms, learn about animals and crops.
Enjoy the sport of Fishing in our local lakes and rivers.
Visit local Furniture makers and see their wares.
Feast your eyes at local Art Galleries. Maybe buy something for your living room wall?…
Take a swing at the ball at the many nearby Golf courses. Contact us to find out more on our “Golf Packages” to see how you can save on your lodging, on your green fees, your cart fees and on dinners at fine local restaurants, when you stay at the Chester House.
Go Hiking and get in touch with both Nature and yourself. We’ve let you know about some great nearby places to hike.
Stop by Historical Sites and get a better sense and understanding of our past.
Tour and shop in several nearby Historic Villages.
Ride ’em, Cowboy! Go Horseback Riding. Yee-haw!
Visit the famous Ben & Jerry’s Ice Cream Factory.
Enjoy Ice-Skating on the frozen lakes or at the town’s rink.
Practice your Indoor Golf swing, despite the cold outside.
Enjoy the exhileration of Motorcycling on Vermont’s scenic, rolling roads. If you’ve got a license, we can tell you where you can rent a Harley.
Take in the treasures to be found in local Museums.
“Shop ‘Til Ya Drop” in Outlet Stores. We’ve been offering a pre-Christmas “Holiday Shopping Package”. Contact us to find out more information.
Visit a Priory for some soul searching.
Learn the true meaning of “Being on rocky ground”: visit a Quarry.
If you like to Quilt, then visit some of the many nearby quilt shops…and we just happen to be right across the street from “Country Treasures,” one of the best quilt shops in New England. When they hold the “Quilts Around the Town” Quilt Festival, take advantage of our “Quilter’s Packages”. Contact us to find out more information.
Save on your lodging and on your lift tickets with our Stay & Ski Packages for downhill Skiing and Snowboarding at nearby Okemo Mountain Resort. Bromley, Magic and Killington Mountains are also close by. Contact us to find out more information.
Take a romantic Sleigh Ride “over the meadow and through the woods.”
Save on your lodging and on your lift tickets with our Stay & Ride Packages for Snowboarding at nearby Okemo Mountain Resort. Contact us to find out more information.
Sign up for a Snowmobile Tour for an hour or two in Nature’s Winter Wonderland.
Go Snowshoeing and glide across Vermont’s frozen tundra. Contact us to find out more information on our “Snowshoeing Package” to see how you can save on your lodging, on your Grafton Ponds Outdoor Center trail passes and on dinners at a fine local restaurant when you stay at the Chester House. Equipment rentals available.
Shop in Vermont’s many Specialty and Gift Shoppes.
Spend some relaxing time in State Parks, swimming, hiking, etc.
For some Broadway-quality Theater, take in the summer productions at the Weston Playhouse. Contact us to find out more information about our Theater Package.
Teddy Bears, Teddy Bears, and more Teddy Bears! You won’t tire of visiting the many Teddy Bear stops.
Ride the rails: “All Aboard” for a ride on the Green Mountain Railroad’s Antique Train.
Tour Nature’s Waterfalls and Gorges in our area.
Take a Wilderness Adventure to create, enjoy and respect a sense of harmony with nature, while challenging your mind and body: White Water Rafting, Kayaking, Mountain Biking, Orienteering, Rock Climbing, Rappelling, Caving, and Ice Climbing.