Visit West Chesterfield

Our Southern Chesterfield NH Inn is ideal for access to outdoor activities for all seasons in Vermont, Massachusetts, and New Hampshire.

New Hampshire attractionsBiking

On the roads or in the woods, we can suggest routes for you. Or visit one of our local bike shops to get the last word from the biking authorities:

Burrows Specialized Sports

in Brattleboro, VT

West Hill Shop

in Putney, Vermont



There are many places to hike nearby our romantic New Hampshire getaway. Our favorite is Pisgah Park, which is a 14,000-acre park in Chesterfield and neighboring towns. We also recommend the Madame Sherri Forest as well as Chesterfield Gorge, both in Chesterfield.

Mount Monadnock

If you'd like to climb the most climbed mountain on the East Coast, Mount Monadnock in Jaffrey, NH is a short 45-minute drive from our Chesterfield NH Inn. On a clear day you can see Boston from the summit.


Rent a canoe or kayak and take a paddle on the Connecticut or West Rivers in Brattleboro, Vermont. You can rent canoes and kayaks at Vermont Canoe Touring Center.


Spofford Lake

You can swim at Ware's Grove Beach on Spofford Lake for a nominal fee.

NH attractionsGolf

Golf your heart out on our uncrowded courses:

Pine Grove on Spofford Lake

9 Holes, Spofford, NH (603-363-4433)


36 Holes, Keene, NH (603-352-7626)

Brattleboro Country Club

18 Holes, Brattleboro,VT (802-257-7380)

Crumpin Fox

18 Holes, Bernardston, MA (413-648-9101)

Horseback Riding


Winchester Stables

in Newfane, Vermont (802-365-9434)

Sleigh or Hay Rides

Friesians of Majesty in Townsend, Vermont

Fairwinds Farm

in Brattleboro, Vermont


Brattleboro Outing Club

Chesterfield School in the center of Chesterfield, NH also has a public court

Downhill Skiing and Snowboarding

All are an hour or less from our Chesterfield NH Inn:

Mount Snow
Stratton Mountains

New Hampshire activities Cross Country Skiing

Grafton Ponds

For rentals, lessons, snow making and groomed trails, head to Grafton Ponds in Grafton, VT. which is about 40 minutes from our romantic New Hampshire Bed and Breakfast.

Pisgah Park

If you are an experienced cross-country skier and have your own equipment, the cross-country skiing in Pisgah Park is wonderful.


Grafton Ponds

if you need rentals and like groomed trails, otherwise

Pisgah Park

and the Madame Sherri Forest are nearby and underutilized


Grafton Ponds

in Grafton, VT

Granite Gorge

in Roxbury, NH, about a 30-minute drive from our romantic New Hampshire getaway.

Ice Skating

Skate on our pond if weather conditions are right (bring your own skates)

Nelson Withington Rink

at Living Memorial Park in Brattleboro, VT


High Country Snow Mobile Tours

in Wilmington, VT

Equipment Rentals

If you'd like to rent a bike, cross country skis, or snow shoes, please contact the folks at Burrows Specialized Sports.

Discover these fantastic New Hampshire attractions near Chesterfield Inn.

Historic Deerfield

Is about 25 minutes from our Chesterfield NH Inn and shows you what life in New England used to be. There are many historic houses to wander through and lots to learn.

Hildene Mansion

This is Robert Todd Lincoln's family home in Manchester, Vermont. It's worth the 1-hour drive through the mountains to Manchester, and you can also tour the goat farm and cheese making facility at Hildene.

Saint-Gaudens National Historic Site

Discover the beautiful home, studio, and gardens of Augustus Saint-Gaudens, one of America's greatest sculptors in Cornish, New Hampshire.

Smith College Museum of Art

Northampton, MA is 45 minutes from our romantic New Hampshire Bed and Breakfast and is a great town to explore, with lots of interesting shops and good restaurants. The Smith College Art Museum is a true gem and worth the trip.

Brattleboro Museum and Art Center

In downtown Brattleboro. There is always something interesting being shown at this museum.

The Clark Institute

A wonderful museum in Williamstown, MA, about an hour and a half drive from our Chesterfield NH Inn.

Massachusetts Museum of Contemporary Art

A very interesting museum about an hour and a half from our romantic New Hampshire getaway.

Antiques at Colony Mill Marketplace -Keene, New Hampshire

Things to do in New Hampshire Brattleboro, Vermont

Brattleboro is known for its vibrant Main Street with its colorful shops, bookstores, and galleries. Visit Amy's Bakery for lunch or a treat.

Keene, New Hampshire

The home of Keene State College has a nice campus to explore as you wander down Keene's broad Main Street. Visit The Kitchen Store, Ye Goodie Shoppe, Miranda's Verandah, Ted's Shoe and Sport, and the Ingenuity Country Store.

Walpole, New Hampshire

Picturesque village, the way all towns in New England used to look. The home of Burdick's Chocolate Cafe and Restaurant.

Grafton, Vermont

Between Grafton Ponds outdoor activities, the Grafton Cheese Company and the Grafton Inn for lunch and dinner, there is plenty to do in this little town.

Judy's Picks

attractions in New Hampshire

  1. Hike up to Indian Pond on the Anne Stokes Loop in the Madame Sherri Forest in West Chesterfield. Bring ice skates if the weather is very cold and there is no snow cover.
  2. Rent kayaks and explore the Retreat Meadows and West River in Brattleboro, VT.
  3. Drive over to Keene and wander the shops of Main Street..
  4. Go cross-country skiing and snow tubing at Grafton Ponds, Vermont with lunch following at the Grafton Inn.
  5. Play a round of golf at Brattleboro Country Club, a classic New England golf course with 18 holes and wonderful views of the foothills of the Green Mountains.
  6. Snowshoe into Pisgah Park on the Kilburn Pond Loop where the world is a cathedral of silent green and white.
  7. Hike up Mount Wantastiquet for a bird's eye view of Brattleboro, VT.
  8. Drive up to Quechee, VT to Simon Pearce at the Mill and watch the glass blowing before lunch at the restaurant.
  9. Climb Mount Monadnock in Jaffrey, NH for a view that stretches to Boston.
  10. Drive over to Marlboro College in Marlboro, VT and catch an open rehearsal during the Marlboro Music Festival.

NH attractions Judy's Perfect Day

After a leisurely breakfast, we'd head out for a hike in Pisgah Park, enjoying the peace and quiet, the fresh air, and the birds singing. Then over to Brattleboro for a wander down Main Street, looking in on Sam's Outdoor Outfitter's, A Candle in the Night, Verde, and Vermont Artisan Designs. When hunger struck, we'd drive up to Walpole, N.H. for a late lunch at Burdick's Café and Chocolatier, and a look around Ruggles and Hunt, the eclectic little shop around the corner.

With the afternoon winding down, we'd come back to the inn, have a nap, and wake up with enough time to enjoy a glass of wine on the terrace while the sun is setting. Dinner in the candlelit dining room follows as a fitting end to the day. After dinner, we might go over to hear some live jazz at the Jazz Center, or folk music at the Hooker Dunham Theater in Brattleboro.

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