Boston events May 2019. Things to do in Boston.

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Best events for 12 months

Boston events May 2019

ArtWeek

May 1 - 5, 2019
Greater Boston
ArtWeek offers hundreds of artist talks, creative experiences, performances, behind-the-scenes tours, and kids’ activities. Many are free.

Funny women

May 2 - 5, 2019
Boston & Cambridge
Women in Comedy Festival (WICF) includes acclaimed stand-up comedians, improv & sketch groups, musical comedy groups, and solo artists and storytellers. It also offers a variety of comedy workshops and panels.

Jazz Week

May 2 - 5, 2019
Greater Boston locations
Jazz Week offers numerous jazz events, from solo shows to jazz ensembles, and some are free.

Arts festival

May 2 - 5, 2019
3.5 miles NW
Arts First celebrates student and faculty creativity with 150 music, theater, dance, film, and visual arts events at Harvard University, including 100 stage performances on Saturday from 1 to 5 p.m. Free.

Comedy for a cause

May 3, 2019 (6 p.m.)
2.4 miles west
Boston celebrities and politicians ham it up in skits and songs about pop culture at Banned in Boston at House of Blues, preceded by cocktails at Lansdowne Pub. The pricey tickets support charity.

Beer tasting

May 4, 2019 (1 to 4:30 p.m.)
1.2 miles SW
Taste beer from the 60 brewers who run the Power Beer Fest, with food truck fare for sale at the Castle at Park Plaza for age 21+.

Hip festival & parade

May 4, 2019 (noon to 6 p.m.)
4.4 miles SW
Celebrate Spring’s return at Wake Up the Earth Festival, with an 11 a.m. people’s parade, six performances stages, craft booths, and food vendors at SW Corridor Park (between New Minton Street & Lawndale Terrace). Rain date is Sunday. Donation.

Home tour

May 4, 2019
17.2 miles SW
Wellesley Kitchen and Home Tour features a ticketed tour of six different houses in Wellesley, with gourmet bites and an opportunity to meet the interior designers and landscape architects for age 18+. No photos.

Art walk

May 4 - 5, 2019
1.4 miles SW
Meet 100 artists in their studios and view gallery exhibits during the self-guided SoWa Art Walk. The SoWa Open Market also is open on Sunday. Free.

Monster trucks

May 4 - 5, 2019
54 miles NW
Big trucks with big wheels create big noise and excitement at Monster Jam at SNHU Arena in Manchester, NH.

Cinco de Mayo pub crawl

May 5, 2019
0 miles
Cinco de Mayo Pub Crawl Boston includes drink specials at the Hard Rock Cafe and Mija Cantina at Faneuil Hall.

Charity walk

May 5, 2019
1 mile SW
Join 40,000 people on the 20-mile Walk for Hunger and 5K run, which begin on Boston Common.

MayFair at Harvard Square

May 5, 2019 (12 to 6 p.m.)
3.6 miles west
MayFair offers three stages of entertainment, chalk art, beer gardens, and vendors of food, crafts, and jewelry at Harvard Square. Free.

New song competition

May 6, 2019 (8 p.m.)
2 miles west
Writers pitch their songs to 10 vocalists, who perform with a band before a panel of judges to win prizes at Perfect Pitch Concert at Berklee Performance Center.

Symphonic concert

May 8, 2019
2 miles west
Berklee Symphonic Winds Spring Concert features the music of Massachusetts-based composers at the Berklee Performance Center. Repeats in Dec. Free.

Return of the Swans

May 10, 2019 (10:15 a.m.)
0.8 miles SW
The Return of the Swans from their winter home at Franklin Park Zoo to the lagoon in Boston Public Garden includes a parade with a brass band, a ceremony, and children’s activities. Free.

Steampunk festival

May 11, 2019
12 miles west
Watch City Steampunk Festival has 65 vendors, kids’ activities, food trucks, and costumed performers at Waltham Common. Free.

Mother’s Day restaurants

May 12, 2019
New England locations
OpenTable lists restaurants that offer special brunch, lunch, and dinner menus on Mother’s Day. We also recommend checking the list of Mother’s Day restaurants at BostonChefs.

Mother’s Day cruise

May 12, 2019
0.4 miles east
A Mother’s Day cruise includes a buffet, views of Boston Harbor, and a flower for Mom.

Duckling parade

May 12, 2019 (noon)
1 mile SW
Families celebrate the Boston-based book “Make Way for Ducklings” by registering to join the Duckling Day Parade, which begins on the Boston Common at the Parkman Bandstand and ends in the Public Garden near the famous bronze duck statues, rain or shine. Wear yellow, and enjoy playtime 10 a.m. to noon.

Lilac day

May 12, 2019
5.4 miles SW
Lilac Sunday features tours of the lilacs and other collections, family activities, and picnicking (bring your own food) at the Arnold Arboretum. Free.

Mother’s Day memorial

May 12, 2019 (2 to 3:30 p.m.)
6.5 miles west
Visit the graves of notable mothers and see symbols of motherhood on monuments during the Memories of Mothers tour at Mount Auburn Cemetery.

Beer festival

May 17 - 18, 2019
1.5 miles SE
Catch a shuttle from South Station to Harpoon Brewery to enjoy beer, great food, and live local music at HarpoonFest. Tickets at the door.

Quilt show

May 17 - 18, 2019
11 miles west
See 150 quilts that range from classic to cutting-edge at Quilters’ Connection Quilt Show, which has guided tours and demonstrations of quilting techniques at St. James Erebuni Armenian School in Watertown.

Japanese festival

May 18, 2019 (12 to 4 p.m.)
5 miles SW
The Brookline Cherry Blossom Festival features Japanese music, food, taiko drumming, bon odori festival dancing, crafts, and games at Brookline High School. Lawn chairs and blankets welcome. Donation.

Kite and Bike Festival

May 18, 2019
6 miles SE
Buy a kite and borrow a free bike at the Kite and Bike Festival on Franklin Park Golf Course, or bring your own.

Run in the mud

May 18, 2019
38.6 miles NW
Run through the wet and muddy 5K obstacle course in Devens called Muckfest both for the fun of it and to support charity at Willard Athletic Complex in Devens.

Bike week

May 19, 2019
Greater Boston area
Find bike rodeos, rides, breakfasts, and workshops offered during Bay State Bike Week.

Short play festival

May 19, 2019
1.5 miles SW
See the best 50 plays shorter than 10 minutes, out of 400 entries by New England playwrights, at Boston Theater Marathon at Boston Center for the Arts.

BBQ in Lexington

May 19, 2019
13.9 miles NW
Lexington Battle Green BBQ Festival promises “local barbecue vendors, up-and-coming craft breweries, and great live bands” playing blues, funk, R&B, and rock and roll.

Food festival in Nantucket

May 19, 2019
112 miles SE via ferry
Nantucket Wine & Food Festival offers 70 events, including tastings, seminars, meals, and marketplaces.

Boston Calling music festival

May 24 - 26, 2019
5.6 miles west
Family friendly Boston Calling has outdoor stages for big-name music acts in the Harvard Athletic Complex at 65 N. Harvard Street in Allston. Repeats in Sept.

Campfire music festival

May 24 - 27, 2019
3.6 miles NW
Hear new performers and watch songwriters interact and swap tunes as they sing in the round at the Campfire Festival at Club Passim. Repeats in Aug.

Evening cruise on Boston Harbor

May 24 - 31, 2019
0.5 miles SE
View the city’s skyline and harbor on a Sunset Cruise, and watch the USS Constitution fire her cannon and lower her flag to end the day, departing from 60 Rowes Wharf.

Sailboat ride

May 25 - 26, 2019 (10:30 a.m.)
0.4 miles SE
Tour Boston Harbor aboard the beautiful pilot schooner Adirondack III, which sails from Rowes Wharf.

Ticket deal $34

Brunch Cruise

May 25 - 26, 2019
0.5 miles SE
Take a scenic two-hour Brunch Cruise through the Boston Harbor Islands while enjoying a three-course brunch aboard the 1920s Northern Lights yacht, departing from 60 Rowes Wharf.

Ticket deal $45

Evening jazz cruise

May 26, 2019 (Sun. 6:30 p.m.)
0.5 miles SE
Boston Jazz Cruises feature music by Benjamin Young Quartet and 1.5 hours of Boston Harbor views aboard the vintage Northern Lights, leaving Rowes Wharf. Beverages and snacks are sold onboard.

Ticket deal $31

British Comedian

May 30, 2019 (8 p.m.)
1.3 miles SE
Born to Nigerian parents, raised in London, and living in America, Gina Yashere is truly an international comedian with a wealth of hilarious experiences to share at Laugh Boston. Video (12 minutes).

Ticket deal $10

Greek festival in Arlington

May 30 - June 2, 2019
7.8 miles NW
Arlington Greek Festival offers Greek food, beer, wine, music, dancing, and kids’ activities at St. Athanasius the Great Greek Orthodox Church in Arlington. Free.

Celebrity food festival

May 31, 2019
5.2 miles west
Guy Cooking with Best Buddies is a celebrity chef festival that includes food from 30 local chefs, wine, beer, entertainment, and Guy Fieri from Food Network in the Murr Center at Harvard Stadium.

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