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Access to digital RSVP's has now ended. Please contact Kaylie and Ryan by June 5th with any last minute changes in your response.
Access to digital RSVP's has now ended. Please contact Kaylie and Ryan by June 5th with any last minute changes in your response.
June 18, 2022
Gloucester, Massachusetts
#KayliemakesitFriel

Kaylie & Ryan

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Things To Do

Gloucester (pronounced "glaw-ster"), Massachusetts—a city on Cape Ann about 40 miles north of Boston—is the oldest fishing port in America. Fiercely proud of its nearly 400-year history and its continued major role in the fishing industry (not to mention its on-screen notoriety from the reality TV series "Wicked Tuna" and Hollywood blockbuster "The Perfect Storm"​), Gloucester is more authentic than touristy.
1606 Restaurant & Oyster Bar

1606 Restaurant & Oyster Bar

55 Commercial Street, Gloucester, MA 01930
, (978) 491-5090

Located at the Beauport Hotel, this bar, oyster bar, and restaurant, along with it's large outdoor deck complete with heaters and seating around a gorgeous fireplace, has a beautiful view of the ocean.

Mom's Kitchen

Mom's Kitchen

29 Commercial Street, Gloucester, MA 01930
, (978) 282-4444

For your classic diner breakfast the morning after, try this place out for a massive coffee roll or Irish eggs Benedict! Delicious, fast, inexpensive, and takes credit cards.

Woodman's of Essex

Woodman's of Essex

119 Main Street, Essex, MA 01929
, (978) 768-6057

A well-known local spot for fresh or fried seafood overlooking marshes

Great Marsh Brewing Company

Great Marsh Brewing Company

99 Main Street, Essex, MA 01929
, (978) 890-7827
Good Harbor Beach

Good Harbor Beach

99 Thatcher Road, Gloucester, MA 01930

Gloucester has several beaches. The prettiest is Good Harbor Beach, which offers views of the Twin Lighthouses on Thacher Island and of smaller Salt Island, which you can walk to at low tide.

Wingaersheek Beach

Wingaersheek Beach

Gloucester, MA 01930

Wingaersheek Beach is a 0.6-mile long beach located on the Annisquam River in West Gloucester, Massachusetts.

Stage Fort Park

Stage Fort Park

24 Hough Avenue, Gloucester, MA 01930
, (978) 281-9785

This historic park at Stage Head is the site of the first settlers of Gloucester, dating back to 1623 when they first set up their fishing “stages” on land. Today, it’s home to two popular beaches, a busy playground, two baseball fields, a basketball court, picnic benches, and a dog park.

Hammond Castle Museum

Hammond Castle Museum

80 Hesperus Avenue, Gloucester, MA 01930
, (978) 283-2080

Explore this medieval-style castle built from 1926-1929 by Dr. John Hays Hammond, Jr. to house his collection of Roman, Medieval, and Renaissance artifacts as well as his Research Corporation, which produced over 400 patents and ideas for over 800 inventions, second only to Thomas Edison.

Rocky Neck Art Colony

Rocky Neck Art Colony

Gloucester, MA 01930

Take some time to explore this eclectic arts neighborhood featuring unique galleries, boutiques, and restaurants in colorful, historic houses. There are two main gallery locations as well as the many artistic establishments that are dotted along the charming peninsula. Free parking is available.

Cape Pond Ice Co. Inc.

Cape Pond Ice Co. Inc.

104 Commercial Street, Gloucester, MA 01930
, (978) 283-0174

As seen in ‘The Perfect Storm’! A short walk from the Beauport Hotel, you can walk inside and see historic photos, peek in the windows of the ice house, and even take a tour of Gloucester’s historic ice company.

For all the days along the way
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