Explore Local — Plymouth Business Directory
Real Plymouth, Massachusetts businesses worth your time — where to eat, what to do, and where to hold your event. Independently chosen and kept current by a local. Seasonal spots are marked so you’re never caught out.
Eat & Drink
The Blue-Eyed Crab
Caribbean grill and rum bar on the waterfront, serving since 2007. Dining room plus a seasonal patio.
Ziggy’s
Seasonal · Apr–Oct
Ice cream and casual lunch on the historic waterfront.
120 Water St, Plymouth, MA 02360
Kilwins
Locally owned sweet shop — chocolates, hand-crafted fudge, and ice cream.
150 Water St, Unit 101, Plymouth, MA 02360
Mamma Mia’s Waterfront
Italian dining on the waterfront, a South Shore staple for over 50 years. Upstairs Tuscan Room for private functions.
East Bay Grille
Waterfront American dining — New England seafood and steak on the harbor.
East Bay Grille at Pinehills
The grille room at Pinehills Golf Club — dining beyond the waterfront.
Tavern on the Wharf
Lively harborside spot for drinks, wood-fired pizza, and casual seafood.
The CabbyShack
Casual waterfront seafood — chowder, lobster, and harbor views.
Dillon’s Local
Family-owned neighborhood favorite for a relaxed bite and a drink.
La Baia
Mediterranean dining on the waterfront.
The Terrace (Rooftop Dining)
Seasonal · spring–fall
Rooftop dining with harbor views.
Vitamin Sea Brewing
Waterfront taproom pouring hazy IPAs and other craft brews.
Anna’s Harborside Grille
Harborside American grille and event space.
42 Degrees North
Seafood-and-steak spot on State Road with a lively, casual vibe — daily fish market specials alongside steaks, pasta, and chowder.
Wood’s Seafood
Family-run fish market and casual harborside restaurant — fresh catch, lobster dinners, and a view of Plymouth’s working waterfront.
See & Do
Captain John Boats
Seasonal · mid-Apr–Oct
Whale watching to Stellwagen Bank, deep-sea fishing, harbor cruises, and the Provincetown fast ferry. Established 1946.
10 Town Wharf, Plymouth, MA 02360
Spire Center for the Performing Arts
Town-owned performing-arts venue in a converted church — live music, theatre, and dance.
25½ Court St, Plymouth, MA 02360
Plymouth Center for the Arts
Galleries, classes, and an artisan shop in the historic 1902 Russell Library building. Ten exhibits a year.
11 North St, Plymouth, MA 02360
Disclosure: the founder of Everything Plymouth works at the Plymouth Center for the Arts.
Plimoth Patuxet Museums
Seasonal · mid-Mar–late Nov
Living-history museum — a recreated 1627 English village and a Wampanoag homesite. Open 9am–5pm.
Mayflower II
Full-scale reproduction of the 1620 ship, docked at State Pier. Operated by Plimoth Patuxet.
Plymouth Rock
Free
The iconic landmark under its granite portico at Pilgrim Memorial State Park, right on the waterfront.
79 Water St, Plymouth, MA 02360
Weddings & Event Venues
Memorial Hall
Historic 1,500-seat theatre and function space on Court Street.
83 Court St, Plymouth, MA 02360
Mayflower Society House
1754 Colonial mansion and wedding venue with Revival gardens and a solarium. Seats 40 indoors, up to 175 outdoors under tent.
Pinehills Golf Club
Public 36-hole daily-fee golf club across 300 acres — Rees Jones and Nicklaus Design courses.
The Pavilion at Pinehills
Weddings and social events at Pinehills, featuring the Pavilion Room and Garden Terrace.
Hotel 1620 Plymouth Harbor
Full-service harbor hotel with the area’s largest meeting and event space.
Hilton Garden Inn Plymouth
Hotel with on-site function rooms and catering, off Route 3 (Exit 5).
Waverly Oaks Golf Club
Public golf club and wedding venue on Long Pond Road.
White Cliffs Country Club
Private oceanfront club atop the cliffs — weddings and events with Cape Cod Bay views.
Shop Local
Locally, Yours
Mother-and-daughter-owned gift shop on the waterfront at The Shoppes at Village Landing — local and USA-made gifts, Plymouth-themed apparel, jewelry, and home décor.
Laughing Moon Boutique
A downtown fixture since 1993, one block from Plymouth Rock — earth-conscious gifts and clothing, plus locally hand-carved art.
P & B Gift Shop
A curated coastal gift shop on Court Street — local art, hand-poured candles, small-batch self-care, wall décor, and reclaimed furniture.
95 Court St, Plymouth, MA 02360
Style Unlimited
A women’s consignment boutique in a charming Court Street building — gently worn clothing, shoes, and accessories from top designers, organized by color.
Diesel & Lulu’s
Women’s boutique for comfy, casual, seaside-chic clothing and accessories, just off the waterfront on Sandwich Street.
Books & Sundry
Independent bookstore in the Harbourtown development overlooking the harbor — new books, classics, signed first editions, stationery, games, and gifts.
Local Mystique
A Court Street second-hand shop for antique hunters and vintage lovers — oddities, artwork, housewares, jewelry, records, and collectibles.
Plimoth General Store
Downtown general store and eatery on Main Street — provisions and prepared food alongside specialty gifts, home goods, jewelry, toys, and games.
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