Guilford Is Being Called One Of The Best Small Town Vacations

Esquire magazine recently published a list of the best small town vacations in America. There’s something to be said for a glamorous vacation to a big city, but a small town trip can be just as delightful. One small town in Connecticut that made the list is Guilford. It may lack the pizazz of bigger cities like Hartford or Stamford, but there’s still plenty to see and do in this town of 21,000.

Fans of old architecture will be delighted by the streets of Guilford. The town has some of the oldest homes in New England. Many of the buildings date back to colonial times.

slack12/Flickr

The Henry Whitfield House, built in 1639, is the oldest standing house in Connecticut. The beautiful stone building was owned by Henry Whitfield, a Puritan minister. It’s now a museum and open for tours.

Swampyank/Wikimedia Commons You can get more information about this historic home on the museum’s website. Address: 248 Old Whitfield Street, Guilford, CT 06437 Henry Whitfield State Museum, 248 Old Whitfield St, Guilford, CT 06437, USA

Falkner Island is just off the coast of Guilford. The 2.87-acre island is part of the Stewart B. McKinney National Wildlife Refuge. It’s home to a historic lighthouse that was commissioned by President Theodore Roosevelt.

U.S. Fish and Wildlife Service Northeast Region/Wikimedia Commons Falkner Island, Connecticut, USA

Bishop’s Orchards is a wonderful farm in Guilford that’s been delighting residents for 150 years. This spot has a wonderful bakery and tons of locally-grown produce.

Bishop’s Orchards Farm Market & Winery/Google Maps Throughout the year, Bishop’s Orchards hosts tons of great events, like you-pick-produce, live music, and a corn maze in the fall. You can check out a calendar of events on their website. Address: 1355 Boston Post Road, Guilford, CT 06437 Bishop’s Orchards Farm Market & Winery, 1355 Boston Post Rd, Guilford, CT 06437, USA

Chatfield Hollow State Park just outside of Guilford is one of the most underrated state parks in Connecticut. It has 10 trails to explore, plus a water wheel, boardwalk, and covered bridge.

Billandkent/Flickr Get more information about this splendid state park here. Chatfield Hollow State Park, Connecticut 80, Killingworth, CT, USA

Fans of books won’t want to miss Breakwater Books. This independent bookshop is in a cute area downtown.

Lisa M Annecharico/Google Maps Find out more on their website. Address: 81 Whitfield Street, Guilford, CT 06437 Breakwater Books, 81 Whitfield St, Guilford, CT 06437, USA

Looking for a bite to eat? There’s plenty of spots in Guilford worth checking out. One that we love is Guilford Bistro and Grille Cafe. They’ve got a varied menu and it’s all delicious.

Cara Macdonald/Google Maps Check out their menu on their website. Address: 1016 Boston Post Rd, Guilford, CT 06437 The Guilford Bistro & Grille Cafe, 1016 Boston Post Rd, Guilford, CT 06437, USA

This is such a beautiful little town to explore!

slack12/Flickr

Have you been to Guilford in Connecticut? Share your experiences in the comments!

Esquire magazine recently published a list of the best small town vacations in America. There’s something to be said for a glamorous vacation to a big city, but a small town trip can be just as delightful. One small town in Connecticut that made the list is Guilford. It may lack the pizazz of bigger cities like Hartford or Stamford, but there’s still plenty to see and do in this town of 21,000.

slack12/Flickr

Swampyank/Wikimedia Commons

You can get more information about this historic home on the museum’s website. Address: 248 Old Whitfield Street, Guilford, CT 06437

Henry Whitfield State Museum, 248 Old Whitfield St, Guilford, CT 06437, USA

U.S. Fish and Wildlife Service Northeast Region/Wikimedia Commons

Falkner Island, Connecticut, USA

Bishop’s Orchards Farm Market & Winery/Google Maps

Throughout the year, Bishop’s Orchards hosts tons of great events, like you-pick-produce, live music, and a corn maze in the fall. You can check out a calendar of events on their website. Address: 1355 Boston Post Road, Guilford, CT 06437

Bishop’s Orchards Farm Market & Winery, 1355 Boston Post Rd, Guilford, CT 06437, USA

Billandkent/Flickr

Get more information about this splendid state park here.

Chatfield Hollow State Park, Connecticut 80, Killingworth, CT, USA

Lisa M Annecharico/Google Maps

Find out more on their website. Address: 81 Whitfield Street, Guilford, CT 06437

Breakwater Books, 81 Whitfield St, Guilford, CT 06437, USA

Cara Macdonald/Google Maps

Check out their menu on their website. Address: 1016 Boston Post Rd, Guilford, CT 06437

The Guilford Bistro & Grille Cafe, 1016 Boston Post Rd, Guilford, CT 06437, USA

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Address: Guilford, CT, USA