Race

Vineyard Hill Trail Race

Essex County Greenbelt Association hosts a 5k/10k Race at Vineyard Hill in South Hamilton Massachusetts

The Essex County Greenbelt Association is hosting the annual Vineyard Hill Trail Race, featuring both 5k and 10k options. Located on the town line of Hamilton and Topsfield, this 5K/10K course takes runners over Vineyard Hill, through sections of Bradley Palmer State Park, along the Bay Circuit Trail, and across Greenbelt’s scenic Shaw Field. The trails are generally wide and rolling, though Vineyard Hill itself adds a challenge to the course!

When: 
Saturday, August 23, 2025 9am
Race Day Registration Opens at 7:30
Location: 
Vineyard Hill Reservation
Hamilton
ECGA
Race
Health
Run
Running
5k
10k
Trail
Cross Country Race

Cape Ann Yukan Run Triple Threat Run

The Yukan Run Triple Threat Race Series is a half marathon or 5k.  There's something for everyone in the race series - serious runners, enthusiasts and even walkers are invited to race!  Proceeds from the races go to local charities.  Sign up for one or both, it will be a great morning filled with healthy fun!

When: 
Sunday, August 3, 2025 7am-Noon
Location: 
Rockport High School
Rockport
Race
Fundraiser
Health
Run
5k
Half Marathon

Yankee Homecoming Bed Race

Yankee Homecoming Annual Bed Race hosted by the Lions Club of Newburyport

The Newbuyrport Yankee Homecoming Bed Race is an annual event in Newburyport hosted by the Lions Club of Newburyport.  The race is a ¼ mile team sprint down Federal Street to the finish line. Each team consists of 3 pushers, 2 pullers and a 'sleeper', and the goal is to get to the finish line with the bed and sleeper in the fastest time!   This is a fun event for the community and always draws a big crowd.  Come cheer on your favorite team, or just watch the fun! Funds raised will go to Lions Club charities.

When: 
Thursday, July 31, 2025 | Setup: 5:30pm; Race: 6:00pm
Location: 
Downtown Newburyport
Newburyport
Race
Newburyport Yankee Homecoming

Yankee Homecoming Road Race

The Yankee Homecoming Road Race has been a tradition Since 1960 and Running Strong through the heart of Newburyport

The tradition continues in 2025 on Tuesday, July 29th as we celebrate the 65th running of the NBPT Lions Yankee Homecoming Race. Imagine a beautiful Summer evening in the seaport town of Newburyport, MA.  Thousands of runners will enjoy our breathtaking 5K and 10 Miles courses along the ocean, through the bustling downtown and charming New England neighborhoods.  The NBPT Lions Yankee Homecoming 5K and 10M courses are truly picturesque as they have been for decades.

When: 
Tuesday, July 29, 2025 6pm
Location: 
Newburyport High School
Newburyport
Race
Newburyport Yankee Homecoming
5k
10 Mile

Yankee Homecoming Waiter/Waitress Race

Yankeee Homecoming Waiter Waitress Race - a Homecoming event in Downtown Newburyport Massachusetts

The Newburyport Yankee Homecoming is a chance for folks to cheer the servers from their favorite Newburyport establishment as they race in a test of skill and speed while carrying a loaded tray. Check out participating restaurant's coupons/incentives for the week! Join the fun following the race for the Yankee Homecoming Waterfront Concert!

When: 
Monday, July 28, 2025 3:30-5pm
Location: 
Downtown Newburyport
Newburyport
Race
Restaurant
Newburyport Yankee Homecoming

Annual Newburyport High Street Mile

The Annual High street Mile includes categories for kids races and is part of Newburyport Yankee Homecoming!

Now in its 32nd year, this one mile road race, occurring during Newburyport's Historic Yankee Homecoming Festival. It features multiple races including a children's heat with medals for all the little finishers! Cash prizes for overall and age group winners! There will be snacks and beverages at the finish line and beer tickets for a free beer and post race viewing party at the Winner's Circle Sport's Bar post race! Proceeds to benefit Winner's Circle Running Club and Newburyport All-Sports Boosters.

When: 
Sunday, August 3, 2025 9-11:30am
Location: 
Atkinson Common
Newburyport High School
Newburyport
Newburyport Yankee Homecoming
1 mile
Kid's Race
Health
Run
Race

Yankee Homecoming Family Day

Newburyport Yankee Homecoming's Family Fun Day has a lot to offer in events and activities - Massachusettts.

Come to Nock Middle School as we start off our Super Saturday with good family fun!  Many local businesses, organizations and non-profits take part in our Family Day fun offering free crafts, games, activities and handouts.  Sit down for some lunch and listen to the band playing on the main stage or watch one of the performances taking part throughout the park.

When: 
Saturday, August 2, 2025 10am-2pm
Location: 
Rupert A. Nock Middle School
Newburyport
Outdoor Activity
Race
Sports
Demonstration
Presentation
Festival
Kayaking
Newburyport Yankee Homecoming
Mass Audubon

Model Boat Building and Regatta

Kids can build a model boat and race it in a regatta on Redd's Pond in Marblehead

BRING THE KIDS - BRING YOUR FOLKS - BUILD & SAIL YOUR VERY OWN BOAT! This popular event begins with a workshop where participants construct model boats from provided kits at the Lee Mansion Gardens and ends with a competitive regatta at Redd's Pond. These small treasures are more than just toys—they really sail. This fun and educational activity is perfect for the whole family.

When: 
Thursday, July 3, 2025 10am-4pm
Location: 
Jeremiah Lee Mansion
Redd's Pond
Marblehead
Race
Festival
Crafts
Models
Boat
Marblehead Festival of the Arts

Pages

Appleton Farms offers great farm-based Vacation Week Programs for kids ages 5-11

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 →

StoryWalk Series at Maudslay
“Magnificent Monarchs” by Linda Glaser Storywalk at Maudslay State Park in Newburyport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! “Magnificent Monarchs” by Linda Glaser is featured in this StoryWalk Series. Younger kids will love this gentle, richly illustrated children’s nonfiction book aimed at preschool–third grade...
Where: Maudslay State Park
7:00 am to 8:00 pm
♦ Read More →

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 →

Maudslay in Bloom Self-Guided Walk
Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
Where: Maudslay State Park
7:00 am to 7:00 pm
♦ Read More →

Swan Boat Rides in Boston Public Garden
Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
Where: Boston Common and Boston Public Garden
10:00 am to 4:00 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, August 26

StoryWalk Series at Maudslay
“Magnificent Monarchs” by Linda Glaser Storywalk at Maudslay State Park in Newburyport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! “Magnificent Monarchs” by Linda Glaser is featured in this StoryWalk Series. Younger kids will love this gentle, richly illustrated children’s nonfiction book aimed at preschool–third grade...
Where: Maudslay State Park
7:00 am to 8:00 pm
♦ Read More →

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 →

Maudslay in Bloom Self-Guided Walk
Maudslay in Bloom self guided walk at Maudslay State Park in Newburyport Massachusetts.
Maudslay State Park in Newburyport, Massachusetts, offers a delightful self-guided walk that is perfect for families with children. The park's 480-acre expanse, once the Moseley Estate, is rich with historical charm and natural beauty. Families can embark on a self-guided tour through lush...
Where: Maudslay State Park
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 →

Swan Boat Rides in Boston Public Garden
Swan Boat Boston North Shore Parent, North Shore Parents Summer Activities Guide
The Public Garden may be one of the most ideal picnicking locations in Boston. Well-groomed and overflowing with tulips, cherry-trees, with willows cascading over the duck pond, the Boston Public Garden is a great place to relax during Boston's most beautiful season.
Where: Boston Common and Boston Public Garden
10:00 am to 4:00 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 →

Ipswich Downtown Tuesdays
Ipswich Downtown Tuesdays includes great dining live music, dancing & extended shopping hours for shopping Downtown Ipswich Massachusetts Tuesday evenings!
Ipswich Downtown Tuesdays includes great dining, live music, dancing at the Take-Out Terrace Stage on the Riverwalk  & extended shopping hours for shopping Downtown Ipswich Tuesday evenings!  Each week will feature live entertainment on the Riverwalk, making for a fun evening out for the whole...
Where: Ipswich Riverwalk , Where: Downtown Ipswich
6:00 pm to 8:00 pm
♦ Read More →

Wednesday, August 27

Gloucester Schooner Festival 2025
The Gloucester Schooner Festival celebrates maritime, sailing and fishing heritage of Cape Ann Massachusetts
The Gloucester Schooner Festival is a  wonderful celebration of Gloucester's fishing and maritime history during labor day weekend. This year's festival, hosted by Maritime Gloucester, is Gloucester’s major marine event, with participating vessels coming from ports along the Eastern seaboard and...
Where: Downtown Gloucester, Where: Gloucester Harbor, Where: Gloucester Harbor Walk, Where: Ocean Alliance
7:00 am to 10:00 pm
♦ Read More →

StoryWalk Series at Maudslay
“Magnificent Monarchs” by Linda Glaser Storywalk at Maudslay State Park in Newburyport Massachusetts
Enjoy this pre-school StoryWalk® at your leisure with the younger set and combine reading and time in nature! “Magnificent Monarchs” by Linda Glaser is featured in this StoryWalk Series. Younger kids will love this gentle, richly illustrated children’s nonfiction book aimed at preschool–third grade...
Where: Maudslay State Park
7:00 am to 8:00 pm
♦ Read More →

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 →
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