Classic Cars

Salisbury Days Car Show

Come to Salisbury Beach Massachusetts for a classic car show that lasts all weekend!

Calling all fancy cars, motorcycles, and those that love them! Salisbury Days is hosting a classic car & motorcycle show at Salisbury Beach, along and around the Broadway Loop. Hope to see you there! No registration required. FREE for spectators and Exhibitors. Trophies for Peoples Choice & Best in Show. ALL music - Live streamed from @Tayles & Co Radio / Cool 94.1. Show to run in conjunction with other Salisbury Days events and Trails & Sails

When: 
Saturday, September 20, 2025 10am-2pm

Team Haverhill’s River Ruckus

Come celebrate Haverhill's River Front at the River Ruckus in Haverhill Massachusetts!

Team Haverhill’s River Ruckus is an annual festival featuring live music, classic cars, Kids Zone, great local foods, and spectacular fireworks over the Merrimack River. Presented by Team Haverhill, a community-based volunteer organization, the festival attracts over 5,000 visitors and residents for a day of family activities including a Classic Car show, live music produced by 92.5 The River, children's activities in the Kids Zone, food from local restaurants, an art exhibition, a crafts show, and spectacular fireworks over the mighty Merrimack River! Team Haverhill’s River Ruckus takes place in the Haverhill Riverfront Cultural District on Washington Street and the RiverWalk.

When: 
Saturday, September 13, 2025 Noon-8:30pm

Carriagetown Car Show

Hundred of Classic Cars will be at the Carriagetown Car Show in downtown Amesbury Massachusetts, a Trails and Sails Event

One of the premier car shows of the summer season, be sure to attend the Carriagetown Car Show where all types of vehicles are parked on the closed streets of downtown Amesbury. Come see antiques, hot rods, custom cars, motorcycles and trucks of all makes and models. There is a huge 50/50 raffle with great music supplied by a live DJ. There will also be kids judging with Bruce McBrien.

When: 
Saturday, September 27, 2025 9am-2pm

Newburyport Car Show

Numerous Classic Cars will be at the Cruisin' the 50's Car Show in downtown Newburyport Massachusetts.

Numerous Classic Cars will be at the Cruisin' the 50's Car Show in downtown Newburyport Massachusetts! Each year, the Greater Newburyport Chamber of Commerce works to bring back an unforgettable car show. The show features more than 250 vintage cars from the 50's. This show that is carefully curated and staged throughout downtown Newburyport. The show is the pinnacle of a fabulous family friendly summer day with the Quintessential New England Backdrop along the Mighty Merrimac River.

When: 
Thursday, August 8, 2024 5-8pm

Canceled - Vintage Car Climb at Castle Hill

The Trustees have partnered with the Vintage Sports Car Club of America for an exciting event featuring pre-WWII cars competing in timed raced in Ipswich Massachusetts

Canceled! The Trustees have partnered with the Vintage Sports Car Club of America for an exciting event featuring pre-WWII cars competing in timed races at Castle Hill on the Crane Estate. Come for the day and enjoy live music, food trucks, a bootlegger’s garden and picnicking on the lawn! Schedule a 30-minute guided Great House tour set in 1929. A Crane maid or footman will show you guest and family rooms. Advance tour reservations and additional fee are required.

When: 
Sunday, October 15, 2023 9AM-4PM
Landmark Summer Experience at Landmark School in Beverly Massachusetts

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Gloucester Gratis Days at Hammond Castle

Bring your kids to the Hammond Castle Museum in Gloucester Massachusetts during April Vacation
In keeping with John Hays Hammond, Jr's original vision for his seaside castle-home to serve as a museum offering the Gloucester community access to ancient works of architectural art, Hammond Castle Museum will offer Gloucester residents free, self-guided tours each Tuesday throughout the regular...
10:00 am to 4:00 pm

Paddle Around Historic Rockport Harbor

Paddle around Rockport Massachusetts Harbor for FREE as part of Trails and Sails
Come join North Shore Adventures and Outdoor Center for some fun on the water! No experience necessary. Depart from our private beach in one of our safe, stable kayaks or paddle boards and paddle around the historic Rockport Harbor for 30 mins. See lobster boats, Motif #1, the Rockport Break water...
10:30 pm

Trails & Sails

Explore the North Shore with over 150 Free Events in Essex National Heritage Area's Trails & Sails celebration in Massachusetts.
Essex National Heritage Area sites will offer over 150 free family fun events from September 14-29, 2024 for the annual celebration of TRAILS & SAILS. Discover special places in your backyard and be guided through unique landscapes on land and sea, explore historic properties, and take in...
7:00 am to 10:00 pm

Wednesday, September 24

Saugus Iron Works Park Grounds & Estuary Walk

Take a hike along the Saugus River Estuary ande explore the Saugus Iron Works Park grounds in Massachusetts
Learn about the natural world in Saugus while ecploring the park ground ast the Saugus Iron Works National Historic Site in Massachusetts.
7:00 am to 7:00 pm

Babson Farm Quarry Self-guided Walking Tour at Halibut Point

Kids will enjoy this tour of the Halibut Point State Park and Quarry with a focus on its stone-cutting history!
Take a self guided tour at one of Massachusetts most beautiful locations!
7:00 am to 6:00 pm

Flying Horse Outdoor Sculpture Exhibit at Pingree School

Pingree School in Hmailton Massachusetts hosts their annual Flying Horse Outdoor Sculpture exhibit each Fall. Sculpture: Phoenix by Robin Tost.
Pingree School hosts the 16th annual Flying Horse Outdoor Sculpture Exhibit on their campus in South Hamilton, Massachusetts .
8:00 am to 6:00 pm

Salem Witch Hunt Walking Tour

Learn about the true reality of the Salem Massachusetts Witch Trials Salem Massachusetts on a self guided walking tour with Essex Heritage
This self-guided walking tour is designed to help explain the true history behind the Salem Witch Trials. After more than three centuries of storytelling through countless books, movies, and television shows, the line between historical fact and dramatic fiction has become increasingly blurred....
9:00 am to 5:00 pm

Crescent Farm Corn Maze

Crescent Farm corn maze in Haverhill Massachusetts
Imagine the biggest puzzle you’ve ever seen. Now imagine a day in the sunshine with your friends or family. Now add an adventure that takes teamwork and memory skills. All these things and more can be found at Crescent Farms Corn Maze. Crescent Farm Corn Maze trails cut into 9 acres of corn. Inside...
9:00 am to 9:00 pm

Step Inside the Historic Custom House

Take in the views of this prominent building where Nathaniel Hawthorne once worked and the U.S. Custom Service operated. This Custom House was built in 1819 and housed offices for the officers of the U.S. Customs Service, as well as an attached warehouse, the Public Stores, used for the storage of...
9:30 am to 4:30 pm

Sing & Dance with the Music Man

Sing & Dance with the Music Man Brian Doser in Hamilton visit Massachusetts
Come join the fun at Community House Of Hamilton & Wenham Monday, Thursday and Saturday mornings at 10am for 30 - 45 minutes of great music with Brian Doser! Sing and dance with the Music Man during a family concert, featuring familiar and original tunes, performed by local dad and musician,...
10:00 am to 10:45 am

Discover the Highest Point on the Essex Seacoast!

Take a Trails & Sails hike to the top of Powow Hill in Amesbury Massachusetts!
Come join Amesbury Trails for a guided hikeup Powow Hill, at the summit of the highest peak on the Essex County Seacoast! This narrated hike will include the historical background of the area and descriptions of the features and landscapes encountered along the hike. Enjoy exploring a variety of...
10:00 am

Saugus Iron Works House Tours

Free Ranger guided tours of the Saugus Iron Works House in Massachusetts
Join National Park staff at Saugus Iron Works National Historic Site for a 30-minute tour of The Iron Works House.
11:00 am

Step Aboard the Friendship of Salem

Permission to come aboard the Friendship of Salem is granted at Derby Wharf in Salem Massachusetts!
Explore the FRIENDSHIP OF SALEM, a replica tall ship based on a 1796 Salem vessel at Salem Maritime National Historic Site.
1:30 pm to 4:30 pm
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