Where to
Stay in
Gloucester,
MA
Steps from the working waterfront, minutes from the beaches, and surrounded by Cape Ann’s galleries, seafood, and salt air — The Highliner is where Gloucester feels like home. Here’s everything you need to plan the trip, and the best way to book it.
Why stay at The Highliner
In the heart of it all
walk to the harbor, restaurants, shops, and galleries.
Boutique, coastal, and calm
uniquely designed rooms inspired by Cape Ann.
Minutes to the beaches
Good Harbor and Wingaersheek are a short drive.
Book direct, get more
best available rate, a welcome on arrival, and late checkout when available.
Plan your Gloucester trip
Everything to see, do, and taste on Cape Ann — from our blog:
Best Areas to Stay in Gloucester
Different parts of Gloucester work for different trips. Here's a quick way to narrow down where you want to be.
Downtown Gloucester
Best for: first visits, walkability, dining, galleries, and harbor access.
Stay in the center of the action without giving up easy access to the beaches.
Good Harbor & East Gloucester
Best for: beach-focused trips and a quieter coastal feel.
Closer to the sand, with downtown restaurants and attractions a short drive away.
Rockport & Beyond
Best for: scenic drives, art, villages, and exploring more of Cape Ann.
A strong option if the trip is about roaming the entire North Shore coastline.
Stay in the Heart
of Gloucester
direct-booking perks when available.
Best available rate • Welcome amenity • Late checkout when available
Where to stay in Gloucester: FAQ
The Highliner Hotel — boutique and downtown, walkable to the harbor, restaurants, and galleries, and a short drive to the beaches. Book direct for the best rate plus perks.
Yes — steps from the working waterfront and minutes from Good Harbor and Wingaersheek beaches.
Whale watching, beaches, seafood, Cape Ann galleries, the Schooner Festival, and scenic drives to Rockport and Essex (see the guides above).
Our best available rate plus a welcome amenity and late checkout when available — value you won’t get through third-party sites.
Ready to Book Gloucester?
Choose your dates and make The Highliner your home base for the coast.
