Widow’s Bay may be fictional, but the atmospheric New England setting behind one of television’s biggest shows is very real. Fresh off a history-making night at the 2026 Emmy Awards, the Apple TV horror-comedy gives travelers another reason to head to the Massachusetts coast for a fall escape. The series won six awards during the Sept. 14 Emmy telecast, including Outstanding Comedy Series, bringing its total to 14 Emmys for its first season. Matthew Rhys, who plays perpetually optimistic Mayor Tom Loftis, also took home Outstanding Lead Actor in a Comedy Series.

On screen, Loftis is determined to turn the isolated and supposedly cursed Widow’s Bay into the next Martha’s Vineyard. In real life, much of the show’s seaside atmosphere comes from Gloucester and Rockport on Massachusetts’ Cape Ann, where historic harbors, rocky coastline, fresh seafood, and boutique accommodations offer all the makings of an upscale New England getaway, supernatural encounters not included.

Discover the Real Widow’s Bay in Rockport

About 40 miles northeast of Boston, Rockport provides some of the most recognizable scenery in Widow’s Bay. The coastal town is no stranger to the screen, having also appeared in movies including CODA and The Proposal, but its starring role in Widow’s Bay makes it particularly appealing for fans looking to step inside the series. Much of the fictional Widow’s Bay was created around Rockport’s Old Harbor Road, White Wharf, and Bearskin Neck, a narrow peninsula extending into Rockport Harbor where former fishermen’s shacks and historic buildings now house galleries, boutiques, restaurants, and shops. Even The Ice Cream Store seen in the series is a real Rockport business.

Photo Courtesy of Apple

The best way to experience Rockport is without much of an itinerary. Wander Bearskin Neck, browse the galleries, walk along the harbor, and seek out Motif No. 1, the red fishing shack that has become one of the town’s most recognizable landmarks. The setting delivers precisely the small-town coastal character that made Widow’s Bay look so inviting, despite everything going terribly wrong for its residents.

Make Gloucester the Luxury Home Base

A short drive from Rockport, Gloucester offers an ideal home base for turning a Widow’s Bay-inspired trip into a luxury Cape Ann getaway. The historic fishing port provides several additional locations for the series, including Half Moon Beach at Stage Fort Park, where Mayor Loftis takes his eventful inaugural swim at the beginning of the summer season.

Beauport Hotel Gloucester

For accommodations, Beauport Hotel Gloucester puts travelers directly on Gloucester Harbor, combining classic coastal New England style with contemporary resort amenities, including oceanfront accommodations, a seasonal rooftop pool and bar, firepits, and waterfront dining. Select rooms and suites feature private balconies and fireplaces, which are especially appealing as temperatures begin to drop. The location also makes it easy to divide a getaway between Gloucester and Rockport while returning each evening to the water, and Cape Ann is close enough to Boston for a weekend trip while still feeling decidedly removed from the city.

See the Widow’s Bay Lighthouse From the Water

One of the series’ most atmospheric landmarks is real, too. Eastern Point Lighthouse stands at the eastern entrance to Gloucester Harbor near the southern tip of Cape Ann. The current brick tower dates to 1890, although a lighthouse has marked the site since the 19th century. The active lighthouse is generally not open for public tours, but you can view its exterior from the surrounding area, offering fans a glimpse of one of the locations that helped create the distinctive coastal setting of Widow’s Bay.

Lighthouse at Gloucester

For a more memorable perspective, take to the water. Gloucester’s long maritime history means travelers can explore the harbor and Cape Ann coastline by boat, with private sailing and charter options offering a more luxurious alternative to shore-based sightseeing. From the water, the region’s lighthouses, rocky coastline, historic homes, and working harbor begin to resemble the fictional island even more closely. A private afternoon sail also provides a relaxing way to experience another side of Cape Ann before returning to Gloucester for cocktails and dinner overlooking the harbor.

Follow the Cast’s Lead and Order the Oysters

Food deserves its own place in a Widow’s Bay getaway. When the cast discussed filming in Massachusetts, Stephen Root, who plays longtime local Wyck, recalled that he and Rhys took full advantage of the region’s seafood, joking that during their time in Gloucester and Rockport, “It was all about oysters.” Cape Ann’s connection to the sea is central to its identity, making oysters, lobster, clams, and locally caught seafood natural choices throughout a weekend exploring the area.

Photo Courtesy of Apple

At Beauport Hotel, 1606 Restaurant & Oyster Bar pairs coastal New England dishes with panoramic views of Gloucester Harbor and an outdoor deck when weather permits. Rockport offers a more casual counterpoint, with restaurants tucked among the shops and galleries surrounding the harbor. There is little reason to overplan the dining itinerary. Leave time for fresh oysters, a leisurely waterfront lunch, and an evening meal overlooking the Atlantic, allowing the region’s seafood and scenery to become part of the experience.

Explore the Darker Side of the Story

The fictional Widow’s Bay has centuries of unsettling folklore, and the production drew on New England’s real history to help create that atmosphere. Travelers willing to venture beyond Cape Ann can visit one of the series’ most historically significant locations in Danvers. The Rebecca Nurse Homestead was used to depict Widow’s Bay in 1702 in the episode “Our History,” linking the fictional island’s supernatural past to a place that played a real role in one of New England’s darkest periods.

The preserved 17th-century property was home to Rebecca Nurse, who was accused of witchcraft and executed during the Salem witch trials in 1692. Today, the site operates as a museum and includes the Nurse family cemetery and a reconstruction of Salem Village’s First Meetinghouse. The stop adds historical context to the folklore woven throughout Widow’s Bay without requiring an entire trip to revolve around the supernatural. Danvers can also fit into the drive to or from Boston, leaving most of the getaway focused on Gloucester, Rockport, and the Cape Ann coast.

Why Fall Is the Perfect Time to Go

Fall may be the best season to recreate the mood of Widow’s Bay. Cooler days bring a different character to Cape Ann, with changing foliage, crisp evenings, and the moody Atlantic scenery that feels particularly suited to the series. Spend the morning walking Rockport’s harbor, head out on the water in the afternoon, settle in beside a firepit with a cocktail as temperatures drop, and end the day over oysters and fresh seafood. A historic stop in Danvers adds just enough of the region’s darker past to capture another side of the show’s appeal.

Creator Katie Dippold intentionally never reveals exactly where Widow’s Bay is located, instead drawing inspiration from New England as a whole. Rhys has said filming in Gloucester and Rockport gave the setting an authenticity that required little imagination. Mayor Loftis may still be working on making Widow’s Bay the next Martha’s Vineyard, but its real-life counterparts already offer picturesque harbors, centuries of history, exceptional seafood, and an unmistakable sense of place. Following the show’s Emmy-winning first season, Cape Ann offers a timely way to experience the setting firsthand, with considerably less risk of encountering the island’s infamous curse.