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Must-See Events in Massachusetts

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Massachusetts' Annual Range of Events Make Planning a Snap

Thinking of planning your next vacation around unique regional happenings? The historic state of Massachusetts is brimming with musical events and outdoor festivals for all the family. Just to start, kids will love the spectacular green Charles River on St. Patrick's Day, and all the family can take part in the Eastern States Exposition, with its petting zoo and delightful crafts stalls.

Events in Massachusetts: Top Accommodations

Cottage West Wareham
Nov 18 - Nov 25
-72%
$175
$49 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Cottage in West Wareham with Grill & Yard
5.0
"Excellent" (86 ratings)
West Wareham, Wareham, Massachusetts
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House Salisbury
Dec 9 - Dec 16
-82%
$600
$110 per night
House ∙ 14 guests ∙ 5 bedrooms
Whole Vacation Home in Salisbury with Grill + Unsurpassed Views
4.8
"Excellent" (68 ratings)
Salisbury, Essex County, Massachusetts
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House Eastham
Apr 8 - Apr 15
-35%
$360
$233 per night
House ∙ 6 guests ∙ 3 bedrooms
Nice Vacation Home in Eastham with Comfortable Patio
5.0
"Excellent" (74 ratings)
Eastham, Orleans Town, Massachusetts
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Best Family-Friendly Events in Massachusetts

Best Family-Friendly Events in Massachusetts

Head to one of these must-see events in Massachusetts and spend long summer days with your family at the charming Barnstable Country Fair, or soak up Asian culture at the Dragon Boast Festival.

  • 1. Boston St. Patrick's Day Parade

    Boston is known for being one of America's most Irish cities, and as such, they certainly celebrate St. Patrick's Day with gusto. The annual parade through the center of the city offers a fantastic array of colorful floats, marching bands, and bagpipers. The city's Charles River is actually dyed green for the festivities and is a wonderful sight to behold.

  • 2. Boston Dragon Boat Festival

    Over 50 teams from all across the United States flock to Boston to compete in this annual, weekend-long June event. You can also enjoy other Asian-inspired activities such as dance, martial arts, and drumming. Arts and craft stalls are out in force and offer kids the chance to learn Chinese origami and decorate the famed Oriental opera mask.

  • 3. Barnstable County Fair

    This traditional July Cape Cod festival has been held for over 165 years and remains popular to this day. Live music, arts and crafts, rides, and food stalls adorn the picturesque landscape of the Cape's fairgrounds. Animal shows and petting zoos are popular with younger festival-goers, while the flora-lovers in your life will enjoy ample horticultural displays.

Best Places to Stay for Events in Massachusetts

House West Springfield
Aug 5 - Aug 12
$153 per night
House ∙ 4 guests ∙ 2 bedrooms
House in Thompsonville with Grill & Yard
5.0
"Excellent" (22 ratings)
West Springfield, Hampden County, Massachusetts, United States
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Aparthotel West Springfield
Sep 9 - Sep 16
-31%
$353
$245 per night
Aparthotel ∙ 8 guests ∙ 3 bedrooms
Wonderful Aparthotel in Southwick with Grill + Expansive Views
4.3
"Very good" (80 ratings)
West Springfield, Hampden County, Massachusetts, United States
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Apartment West Springfield
Apr 8 - Apr 15
$135 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Charming Rental Apartment in Suffield with Grill & Yard
5.0
"Excellent" (63 ratings)
West Springfield, Hampden County, Massachusetts, United States
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Best Outdoor Events in Massachusetts

Best Outdoor Events in Massachusetts

All year round, Massachusetts hosts an array of outdoor events that can be enjoyed by solo travelers, couples, and families alike. Attend tree lightings in December, cheer on the runners at the world's oldest annual marathon, or delight in fireworks displays in observance of Independence Day.

  • 1. Nova Scotia Christmas Tree Lighting Ceremony

    Each year Nova Scotia gifts a tree to the city of Boston, and the annual switch-on is a highlight of the festive calendar. The Mayor of Boston, the Royal Canadian Mounted Police, and Santa himself grace the proceedings, along with stalls selling mulled wine and snacks, with musical performers providing the entertainment.

  • 2. Boston Pops Fireworks Spectacular

    Each July 4th, a spectacular fireworks display is held at Hatch Shell on the Esplanade, with 500,000 locals and visitors flocking to see the magnificent celebrations. Musical performances are provided by the Boston Pops Orchestra, with different special guests performing each year. Visitors can either watch the event from the Oval Lawn or from the banks of the Charles River Esplanade.

  • 3. Boston Marathon

    Begun in 1897, the Boston Marathon is the oldest annual marathon in the world. On the third Monday of April, more than 25,000 runners and up to half a million spectators descend on the city and surrounding area to race and to enjoy the carnival atmosphere, respectively.

  • 4. Eastern States Exposition

    Known as the Big E, this huge agricultural event hosts a fantastic array of vendors, horse shows, and livestock farms, as well as open-air concerts. Don't forget to sample the event's signature Craz-E Burger, which is served on a doughnut rather than a bun.

Recommended Accommodations for Events in Massachusetts

House North Eastham
Dec 2 - Dec 9
-74%
$598
$157 per night
House ∙ 8 guests ∙ 3 bedrooms
House in North Eastham with Grill
North Eastham, Barnstable County, Massachusetts
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House Nantucket
Dec 23 - Dec 30
$1,000 per night
House ∙ 10 guests ∙ 4 bedrooms
Wonderful House in Nantucket with Grill, Sauna & Pool + Harbor View
5.0
"Excellent" (25 ratings)
Nantucket, Massachusetts, United States
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House Swampscott
Feb 24 - Mar 2
-16%
$283
$237 per night
House ∙ 2 guests ∙ 1 bedroom
Charming Vacation Home in Swampscott with Yard & Grill + Skyline Views + Close to Beach
4.9
"Excellent" (141 ratings)
Swampscott, Essex County, Massachusetts
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Best Music Events in Massachusetts

Best Music Events in Massachusetts

From folk to classical, numerous musical festivals are some of the best must-see events in Massachusetts. Some of the best are held in summer, so you can easily enjoy live performances of your favorite genre of music in the lovely outdoors.

  • 1. Lowell Folk Fest

    America's largest free folk festival takes place every year in July, with numerous musical performances, artisan craft stalls, and a fantastic array of ethnic food stalls.

  • 2. Salem Jazz and Soul Festival

    This family-friendly music festival celebrates the local jazz scene with plenty of local performers. The two-day August event also offers a children's play tent, musical education classes, food stalls, and an arts and crafts fair.

  • 3. Tanglewood Music Festival

    This famous summer music festival held in the Berkshire Hills of western Massachusetts offers an eclectic mix of musical theater, classical and choral performances, as well as jazz and contemporary music concerts. Tanglewood is also the summer home of the Boston Symphony Orchestra.

Top Offers for Events in Massachusetts

House Dennis Port
Apr 9 - Apr 16
-55%
$209
$95 per night
House ∙ 2 guests ∙ 1 bedroom
House in Dennis Port with Grill
4.8
"Excellent" (71 ratings)
Dennis Port, Dennis, Massachusetts
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Condo Provincetown
Mar 16 - Mar 23
-66%
$319
$109 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Provincetown with Free Parking + Water Views
5.0
"Excellent" (124 ratings)
Provincetown, Barnstable County, Massachusetts
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Cottage Dennis
Oct 21 - Oct 28
$240 per night
Cottage ∙ 4 guests ∙ 3 bedrooms
Cottage in Dennis with Grill & Yard
5.0
"Excellent" (116 ratings)
Dennis, Dennis Town, Massachusetts
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Frequently Asked Questions

Must-See Events in Massachusetts: How much does it cost to rent a vacation home in Massachusetts?

The average rate for a vacation rental in Massachusetts is usually between $313 and $612 per night.

Can I find a vacation home for a large group for Must-See Events in Massachusetts?

The size of a House rental is 175 m² and can fit 8 guests on average which is great for large groups.

What kinds of vacation rentals can i book for Must-See Events in Massachusetts?

We would advice choosing from our incredible selection of Apartment rental and House rental for Must-See Events in Massachusetts.

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Rental Availability Information in Massachusetts

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