Welcome to Gloucester, where history, culture, and natural beauty converge to create a truly unique destination. With a rich maritime heritage dating back over 400 years, Gloucester has established itself as a premier summer vacation spot and a must-visit location for travelers looking for a blend of history, art, and outdoor adventures. Join us as we explore the top 15 best things to do in Gloucester, Massachusetts, and discover all that this charming coastal town has to offer.
Discover Gloucester’s Best Attractions
Good Harbor Beach
- Experience the beauty of Good Harbor Beach, known for its pristine white sand and gentle rolling waves.
- Enjoy swimming, surfing, and bodyboarding in the clear waters.
- Don’t miss the opportunity to walk to Salt Island during low tide.
Fisherman’s Memorial Monument
- Pay tribute to Gloucester’s fishing industry at the iconic Fisherman’s Memorial Monument.
- Reflect on the sacrifices made by fishermen lost at sea.
- Take in the breathtaking views of the harbor from this historic site.
Hammond Castle Museum
- Step back in time at the whimsical Hammond Castle, built by inventor John Hays Hammond Jr.
- Explore rooms filled with artifacts spanning from Ancient Rome to the Renaissance.
- Marvel at the architectural wonders inspired by European castles.
Historic Downtown Gloucester
- Stroll through the charming downtown area lined with cafes, shops, and galleries.
- Embark on the Gloucester HarborWalk to learn about the city’s storied past.
- Experience the vibrant community spirit at Downtown Block Parties held in the summer.
Whale Watching
- Set sail from Gloucester for an unforgettable whale watching experience.
- Spot majestic humpback, Minke, and fin whales in their natural habitat.
- Book a tour with Cape Ann Whale Watch or 7 Seas Whale Watch for a chance to witness these magnificent creatures up close.
Indulge in Gloucester’s Culinary Delights
- Seafood
- Savor fresh seafood straight from the Atlantic at Gloucester’s top restaurants.
- Embark on the self-guided Seafood Trail to discover the town’s culinary gems.
- Try local favorites like lobster rolls, fish and chips, and clam chowder at renowned eateries such as Gloucester House Restaurant and Seaport Grille.
Immerse Yourself in Gloucester’s Art and Culture
Cape Ann Museum
- Delve into Gloucester’s artistic legacy at the Cape Ann Museum.
- Admire works by renowned artists like Winslow Homer and Edward Hopper.
- Explore exhibits showcasing the area’s rich history, from quarrying to fishing.
Maritime Gloucester
- Visit Maritime Gloucester to learn about the town’s maritime heritage.
- Discover historic boats, interactive exhibits, and the oldest operating Marine Railway in the U.S.
- Don’t miss the outdoor Seapocket Aquarium with its touch tanks.
Cultural Center at Rocky Neck
- Experience the vibrant arts scene at the Cultural Center at Rocky Neck.
- Browse galleries featuring exhibitions by local artists.
- Attend workshops, concerts, and special events hosted by the Rocky Neck Art Colony.
Relax and Unwind in Gloucester’s Natural Beauty
Wingaersheek Beach
- Relax on the sandy shores of Wingaersheek Beach, perfect for families.
- Explore tide pools and climb granite outcrops along the picturesque coastline.
- Swim in the warm, sheltered waters and enjoy the stunning views of Annisquam River.
Stage Fort Park
- Discover Gloucester’s history at Stage Fort Park, home to a historic fishing outpost.
- Take in panoramic views of the harbor from this scenic waterfront park.
- Relax on Half Moon Beach or enjoy water sports in the harbor.
Eastern Point Lighthouse
- Marvel at the picturesque Eastern Point Lighthouse overlooking Gloucester Harbor.
- Enjoy panoramic views of the harbor and Boston skyline from the adjacent granite jetty.
- Learn about the history of this iconic landmark dating back to 1832.
Explore Gloucester’s Hidden Gems
Beauport, the Sleeper-McCann House
- Step into the past at Beauport, a unique Shingle Style house with stunning harbor views.
- Explore the eclectic interiors filled with decorative arts and antiques.
- Learn about the life of renowned interior designer Henry Davis Sleeper.
Ravenswood Park
- Escape to the tranquility of Ravenswood Park, a sprawling wooded reserve.
- Hike along scenic carriage paths with sweeping views of Gloucester Harbor.
- Discover granite boulders, vernal pools, and diverse flora and fauna in this natural oasis.
Fishermen’s Wives Memorial
- Honor the strength and resilience of Gloucester’s fishing community at the Fishermen’s Wives Memorial.
- Pay tribute to the women who kept everything together while their loved ones were at sea.
- Visit this moving monument located at Stage Fort Park.
Plan Your Perfect Getaway to Gloucester
Whether you’re seeking a relaxing beach vacation, a cultural exploration, or an outdoor adventure, Gloucester has something for everyone. From its beautiful beaches to its historic landmarks, this charming seaside town offers a mix of attractions that will enchant visitors of all ages. So pack your bags, set sail for Gloucester, and immerse yourself in the rich history and natural beauty of America’s oldest seaport.