21 finds within 3 mi of 01930—events, play, eats and stays, picked for tiny voyagers.
$ · Stories & Songs
Organized by Alexandra Grace Music Studio
Sun, Oct 25 · 2:00 PM – 4:00 PM
Gloucester · 0.2 mi
Ages: All ages
Spend a Halloween afternoon cheering on young local musicians at The Cut. Alexandra Grace Music Studio’s Songs & Spells early show features…
$ · Special Event
Organized by Hammond Castle Museum
Wed, Oct 28 · 4:00 PM – 6:00 PM
Gloucester · 2.7 mi
Ages: All ages
Cross the drawbridge and explore winding corridors and the Great Hall during Hammond Castle Museum’s family trick-or-treat celebration…
$ · Stories & Songs
Organized by The Cut
Sat, Oct 31 · 1:00 PM
Gloucester · 0.2 mi
Ages: All ages
Bring the family costumes for an afternoon of live ’80s music and dancing at The Cut. SAFETY’s four lead vocalists cover artists such as…
Ice Cream
Organized by Holy Cow Ice Cream Cafe - Gloucester
Gloucester · 0.1 mi
Ages: 0–1, 1–3, 3–5, 5–12
The original Holy Cow — nationally award-winning small-batch ice cream born in Gloucester, with creative flavors like the prize-winning…
Pizza
Organized by The Cut
Gloucester · 0.2 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can savor delicious pizza at The Cut, a charming Gloucester spot open Wednesday through Saturday from 5 pm, and Sunday from noon…
Hotel
Gloucester · 0.3 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can enjoy a beautiful upscale experience at this waterfront hotel, featuring stunning harbor and ocean views. Little ones can take…
Hotel
Gloucester · 0.3 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can enjoy stunning views of Gloucester Harbor or the Annisquam River from every room at Hotel at Cape Ann Marina. Tiny voyagers…
Seafood
Organized by Blue Collar Lobster Co.
Gloucester · 0.3 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can enjoy a laid-back dining experience at Blue Collar Lobster Co., a delightful waterfront seafood spot. Kids can indulge in…
Museum
Organized by Maritime Gloucester
Gloucester · 0.3 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can immerse themselves in Gloucester's fishing history with interactive exhibits and a Sea Pocket Aquarium featuring a touch tank…
Café
Organized by Castaways Vintage Cafe
Gloucester · 0.3 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can enjoy the surf shack vibes at Castaways Vintage Cafe, featuring a spacious outdoor patio perfect for little ones to roam and…
New England
Organized by Decklyn's
Gloucester · 0.3 mi
Ages: 0–1, 1–3, 3–5, 5–12
A seasonal waterfront restaurant on Gloucester Harbor serving thoughtfully crafted, New England-inspired food. Families will find a…
Coastal American
Organized by Oak to Ember
Gloucester · 0.4 mi
Ages: 0–1, 1–3, 3–5, 5–12
A Gloucester Harbor restaurant serving locally sourced Coastal American cuisine, with dinner daily, lunch on Fridays and Saturdays, and…
Mediterranean
Organized by Yella on the Water
Gloucester · 0.5 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can enjoy the delightful flavors of Mediterranean cuisine while taking in stunning harbor views at this waterfront restaurant…
Sports
Organized by Cape Ann Lanes
Gloucester · 0.7 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can enjoy candlepin bowling with bumpers for kids, a mix of arcade games, and a family-friendly Laneside Pub with a kids menu…
Seafood
Organized by Mile Marker One
Gloucester · 1 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can soak in the waterfront coastal vibe at Mile Marker One, where beautiful harbor views create a stunning backdrop. As boats come…
Ice Cream
Organized by White Farms Homemade Ice Cream
Gloucester · 1.1 mi
Ages: 0–1, 1–3, 3–5, 5–12
The Gloucester outpost of Ipswich's beloved 1953 roadside stand, scooping the same homemade flavors — including kid-magnets like Purple Cow…
Park
Organized by Stage Fort Park
Gloucester · 1.3 mi
Ages: 0-1, 1-3, 3-5, 5-12
Stage Fort Park is a 60-acre Gloucester gem packed with everything little ones love — a huge pirate-ship playground, two family-friendly…
Beach
Organized by Good Harbor Beach
Gloucester · 1.3 mi
Ages: 0-2, 3-5, 6-8, 9-12
Families can soak up the sun at Good Harbor Beach, one of Gloucester's most beloved sandy spots. Gentle waves and beautiful views make it…
Showing 18 of 21 finds.
Families in Gloucester have 3 upcoming kid-friendly events within 3 miles right now, including Songs & Spells — Early Show at The Cut, Trick-or-Treat at Hammond Castle and SAFETY 80’s — Early Halloween Show. Add 18 nearby places to play, eat and stay, and there’s always somewhere new to try. Everything below starts with what’s coming up soonest, so planning the week takes a minute, not an evening.