Best Engagement Spots North of Boston, MA

You want to pop the question, but where should you do it? Luckily, we have many spectacular options North of Boston. The region offers secluded sunset vistas, beautiful beaches, wooded trails, historic sites, lighthouses, schooners, romantic restaurants, entertainment venues, and other creative locations for a proposal that truly captures your relationship together. See below for inspiration.

Style
Location

Weir Hill

North Andover, MA

Winnekenni Castle

Haverhill, MA

The Roof at The Hotel Salem

Salem, Massachusetts

Cape Ann’s Marina Resort

Gloucester, Massachusetts

Lynn Woods Stone Tower

Lynn, MA

Derby Wharf Light Station (1871)

Salem, MA

Beauport Hotel

Gloucester, MA

Nahant Beach

Nahant, MA

MarketStreet Lynnfield

Lynnfield, Massachusetts

Salem Maritime National Historic Site

Salem, MA

Motif #1

Rockport, MA

Half Moon Beach

Gloucester, MA

Saugus Iron Works National Historic Site

Saugus, MA

Good Harbor Beach

Gloucester, MA

Beauport, the Sleeper-McCann House

Gloucester, MA

Crane Beach

Ipswich, MA

Schooner Thomas E. Lannon

Gloucester, Massachusetts

Crane Estate

Ipswich, Massachusetts

The Cabot

Beverly, Massachusetts

Annisquam Lighthouse (1800)

Gloucester, MA

The House of the Seven Gables

Salem , Massachusetts

Amesbury Millyard

Amesbury, MA

Halibut Point

Rockport, MA

Emerson Inn Seaside Resort

Rockport, Massachusetts

Bakers Island Light

Salem, Massachusetts

Salisbury Beach State Reservation

Salisbury, MA

Custom House Maritime Museum

Newburyport, MA

Plum Island Beach

Newbury, MA

The Atlantic Ocean Room at the Elks at Bass Rocks

Gloucester, Massachusetts

Fort Sewall (1742)

Marblehead, MA

1768 Jeremiah Lee Mansion

Marblehead, MA

Winter Island Light (Fort Pickering Light) (1871)

Salem, MA

Ward Reservation

Andover, MA

Schooner Fame of Salem

Salem , Massachusetts

Wingaersheek Beach

Gloucester, MA

Hale Farm – Historic Beverly

Beverly, Massachusetts

Marblehead Light (1835)

Marblehead, MA

7 Seas Whale Watch

Gloucester , Massachusetts

Lynch Park

Beverly, MA

Davio’s Northern Italian Steakhouse

Lynnfield, Massachusetts

Blue Inn on the Beach

Plum Island, Newburyport, Massachusetts