Guidebook for Rupert
Entertainment & Activities
Amazing views and day hikes. Family friendly organic farm with stroller accessible trails from the visitor's center. Great local meat, produce, and wool. A wonderful way to spend the afternoon.
66 locals recommend
Merck Forest & Farmland Center
3270 VT-315Amazing views and day hikes. Family friendly organic farm with stroller accessible trails from the visitor's center. Great local meat, produce, and wool. A wonderful way to spend the afternoon.
Consider Bardwell Farm
1333 VT-153Amazing award winning cheese in an idyllic Vermont setting.
Northshire bookstore is a Mecca of independent, locally owned book stores. You could spend an entire afternoon there, and the children's department is not to be missed!
126 locals recommend
Northshire Bookstore
4869 Main StNorthshire bookstore is a Mecca of independent, locally owned book stores. You could spend an entire afternoon there, and the children's department is not to be missed!
Great playground, public pool, and walking trails. It's a great place to let the kids run off some steam.
19 locals recommend
Dana L. Thompson Memorial Park
340 Rec Park RdGreat playground, public pool, and walking trails. It's a great place to let the kids run off some steam.
Beautiful lake for swimming with a toddler friendly beach. You can even rent kayaks and paddle boats by the hour at the snack bar.
53 locals recommend
Emerald Lake State Park
65 Emerald Lake LnBeautiful lake for swimming with a toddler friendly beach. You can even rent kayaks and paddle boats by the hour at the snack bar.
Bromley runs a great adventure park in the summer. It's great for kids of all ages with everything from mini golf to alpine slides to ropes courses.
166 locals recommend
Bromley Mountain
Bromley runs a great adventure park in the summer. It's great for kids of all ages with everything from mini golf to alpine slides to ropes courses.
A great kid friendly hike on easy stroller friendly trails (as long as its a baby jogger).
28 locals recommend
Equinox Pond
A great kid friendly hike on easy stroller friendly trails (as long as its a baby jogger).
Shopping
Great freshly prepared take away food and a wonderful selection of Vermont products. A true Vermont Country store well worth a visit.
29 locals recommend
H N Williams Store
2732 VT-30Great freshly prepared take away food and a wonderful selection of Vermont products. A true Vermont Country store well worth a visit.
Manchester Designer Outlets
65 Depot StShopping galore.
If you head "up the mountain" for a day, be sure to check out JJ Hapgoods in Peru. Completely renovated, it features amazing food with sit down tables and a wonderful selection of Vermont made goods.
79 locals recommend
JJ Hapgood General Store & Eatery
305 Main StIf you head "up the mountain" for a day, be sure to check out JJ Hapgoods in Peru. Completely renovated, it features amazing food with sit down tables and a wonderful selection of Vermont made goods.
Arts & Culture
World class art exhibits and a wonderful sculpture garden and walking trail. Also check out their calendar for events and concerts all summer long.
51 locals recommend
Southern Vermont Arts Center
860 Southern Vermont Arts Center DrWorld class art exhibits and a wonderful sculpture garden and walking trail. Also check out their calendar for events and concerts all summer long.
Working artist's colony that is open to the public. They have events all summer long. Sort of like art camp for grown ups, you never know what you'll find.
27 locals recommend
Salem Art Works
19 Cary LnWorking artist's colony that is open to the public. They have events all summer long. Sort of like art camp for grown ups, you never know what you'll find.
The Manchester Music Festival runs wonderful classical music concerts all summer long. Be sure to check out their website for schedule.
8 locals recommend
Manchester Music Festival
42 Dillingham AvenueThe Manchester Music Festival runs wonderful classical music concerts all summer long. Be sure to check out their website for schedule.
The Dorset Theater Festival puts on quality productions all summer long with visiting actors and producers. Right over the hill in Dorset, it's worth an evening.
39 locals recommend
Dorset Theatre Festival
104 Cheney RdThe Dorset Theater Festival puts on quality productions all summer long with visiting actors and producers. Right over the hill in Dorset, it's worth an evening.
Food Scene
Spiral Press Cafe
15 Bonnet StreetGreat coffee and sandwiches.
Good quick burritos. Order at the counter and eat there or take it to go. Reasonably priced and fast.
29 locals recommend
Cilantro Restaurant
5036 Main StGood quick burritos. Order at the counter and eat there or take it to go. Reasonably priced and fast.
Great tavern food in a converted barn. Sit downstairs for a more casual atmosphere and local music, and upstairs for fine dining.
49 locals recommend
The Barn Restaurant and Tavern
5581 VT-30Great tavern food in a converted barn. Sit downstairs for a more casual atmosphere and local music, and upstairs for fine dining.
For a night out, this is worth the drive. Hands down, the best fine dining in the region. Call for reservations.
98 locals recommend
SoLo Farm & Table
95 Middletown RdFor a night out, this is worth the drive. Hands down, the best fine dining in the region. Call for reservations.
Drinks & Nightlife
The Perfect Wife Restaurant
2594 Depot StreetGood food and local music almost every night.