3 Hotels to Host a Retreat in New England

By Kelsey Ogletree, January 23, 2018

These New England hotels turn on the charm for retreats and intimate events.

Chebeague Island Inn

Where: Chebeague Island, Maine
Rooms: 21
Season: May through October
Meeting space: One meeting room for up to 20; outdoor tent can accommodate up to 200
Charm factor: Unplugging is at first a pain, then a pleasure at the
Greek Revival-style Chebeague, thanks to no TVs or phones in guest rooms. Views of Maine’s picturesque Casco Bay will soon replace endless Instagram scrolling.
Wine and dine: An island lobster bake and sunset cocktail cruise are agenda essentials. Add Maine classics like oysters on the half shell and devils on horseback from the on-site fine-dining restaurant.

Watch Hill Inn

Where: Watch Hill, R.I.
Rooms: 21 suites
Season: Memorial Day through October
Meeting space: None designated, but intimate events or retreats can be accommodated in two-bedroom suites
Charm factor: Calling all Lilly Pulitzer fans. This summer, Watch Hill debuted its custom Lilly Pulitzer Suite filled with custom bedding, decor, canvases and more in the brand’s signature bright patterns. As a bonus, guests have access to Lilly Pulitzer x Martone bikes for access into town.
Wine and dine: Plan an informal get-together at the beach complete with lunch from the inn’s Lunch Pail Menu. Items like PLTs (prosciutto, lettuce and tomato sandwiches) are served in a retro lunch pail to go.

Woodstock Inn & Resort

Where: Woodstock Village, Vt.
Rooms: 142
Season: Open year-round
Meeting space: 10,000 square feet
Charm factor: Set in the rural colonial village of Woodstock, the inn is surrounded by country shops, bookstores and art galleries that hold a special allure, especially for big-city folk. Plan an outing to Billings Barn & Museum, within walking distance.
Wine and dine: Four restaurants serve farm-fresh cuisine and seasonal menus. Among those, the AAA Four Diamond Red Rooster is known for its standout seafood dishes including oysters Rockefeller.

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