Classic Cars

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. All proceeds are gifted to the Amesbury Carriage Museum and Opportunity Works. Rain date: 9.28.2025. Part of Trails & Sails

When: 
Saturday, September 27, 2025 9am-2pm
Location: 
Downtown Amesbury
Amesbury
Trails & Sails 2025
Car Show
Antiques
Classic Cars
Antique Cars
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
Location: 
Salisbury Beach Carousel
Salisbury Beach Center | Broadway Mall
Salisbury
Salisbury Days
Car Show
Beach
Cars
Classic Cars
Trails & Sails 2025

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
Location: 
Riverfront Park Haverhill
Haverhill
Face Painting
Touch Tank
Live Music
Food
Classic Cars
Antique Cars
Kids Zone
Vendors
Demonstration
Fireworks

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
Location: 
Downtown Newburyport
Newburyport
Car Show
Antiques
Classic Cars
Antique Cars
Cars

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
Location: 
Castle Hill on the Crane Estate
Ipswich
Anitque Cars
Trustees of Reservations
Classic Cars
Outdoor Activity
Picnic
Shore School in Beverly Massachusetts offers a host of Summer programs for kids aged 5-12

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.
Where: Saugus Iron Works National Historic Site
7:00 am to 7:00 pm
♦ Read More →

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

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 .
Where: Pingree School
8:00 am to 6:00 pm
♦ Read More →

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...
Where: Crescent Farm
9:00 am to 9:00 pm
♦ Read More →

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....
Where: Downtown Salem
9:00 am to 5:00 pm
♦ Read More →

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,...
Where: Community House Of Hamilton & Wenham
10:00 am to 10:45 am
♦ Read More →

Beverly Farmers' Market
Get fresh local produce at the Beverly Farmers Market in downtown Beverly Massac
The Beverly Farmers’ Market supports local agriculture while making healthy food available to all members of the Beverly community at affordable prices; the market promotes sustainable living practices and fosters community connections through our vendors, free activities and events. The market...
Where: Odell Park
3:00 pm to 7:00 pm
♦ Read More →

Tuesday, September 30

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.
Where: Saugus Iron Works National Historic Site
7:00 am to 7:00 pm
♦ Read More →

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

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 .
Where: Pingree School
8:00 am to 6:00 pm
♦ Read More →

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....
Where: Downtown Salem
9:00 am to 5:00 pm
♦ Read More →

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...
Where: Crescent Farm
9:00 am to 9:00 pm
♦ Read More →

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...
Where: Hammond Castle Museum
10:00 am to 4:00 pm
♦ Read More →

Wednesday, October 1

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.
Where: Saugus Iron Works National Historic Site
7:00 am to 7:00 pm
♦ Read More →

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!
Where: Halibut Point State Park
7:00 am to 6:00 pm
♦ Read More →

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 .
Where: Pingree School
8:00 am to 6:00 pm
♦ Read More →

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....
Where: Downtown Salem
9:00 am to 5:00 pm
♦ Read More →
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