May 2

A KENTUCKY DERBY GALA IN COTUIT

Don your best hat and cheer on your favorite horse at the Cotuit Center for the Arts’ third annual Kentucky Derby Gala. Not only will the celebrated race be broadcast in HD on a 26-foot movie screen, but attendees can take part in live betting, participate in a hat parade and contest, pose with horses, and sip on mint juleps. Event runs 3 to 7 p.m. Tickets are $20. Find out more at artsonthecape.org, or call 508-428-0669.


May 6-8

BREWSTER IN BLOOM

Celebrate the 30th Annual Brewster in Bloom event with town-wide festivities spread over three days, from Friday, May 6, to Sunday, May 8. Festivities include a 5K run, an antique and collectibles fair, a parade, and a juried fine arts and crafts show. Admission and parking are free! Proceeds benefit the Elder Brewster Scholarship Fund. For more information, visit brewster-capecod.com, or call 508-896-3500.


May 13-15

A WEEKEND OF MUSIC

The 170-voices-strong Outer Cape Chorale presents three concerts in two locations over the course of three days. On Friday and Saturday, May 13-14, at 7 p.m., the chorale performs at Provincetown Town Hall, and on Sunday, May 15, at 3 p.m., Nauset Regional Middle School in Orleans hosts the concert. The concerts will be the first under the direction of new artistic director and conductor Allison Beavann. Admission is free, though donations are accepted. For more information, visit outercapechorale.org.


May 18-22

NANTUCKET WINE FESTIVAL

Taste selections from more than 150 of the world’s finest wineries at the 20th Annual Nantucket Wine Festival, held Wednesday through Sunday, May 18 to 22. Highlights include an opening reception, Harbor Gala, La Fête, and Grand Tastings, with special events and seminars taking place throughout the five-day festival. For more information, visit nantucketwinefestival.com, or call 617-527-9473.


May 21-30

SANDWICH HOSTS RHODODENDRON FEST

Thousands of rhododendrons and an explosion of color cover the grounds of Heritage Museums & Gardens in Sandwich during this nine-day festival, held Saturday, May 21, to Monday, May 30. Enjoy a peaceful walk surrounded by walls of flowers; learn more about Heritage’s storied rhododendron legacy; participate in programs with horticulture experts; and purchase your own rhododendron at the plant sale. Learn more at  heritagemuseumsandgardens.com.


May 26-29

MARTHA’S VINEYARD NATURE FILM FESTIVAL

The Martha’s Vineyard Film Center hosts a four-day festival showcasing environmental and nature films with an emphasis on national and local concerns. Music, speakers and an art show complement the films. Admission costs vary. For more information, call 508-696-9369, or visit mvfilmsociety.com.