Events Calendar - Cape Ann Vacations
Wake Up Spirit
First Sunday of every month 11:00am - 1:00pm at Floating Lotus Gloucester. Wake Up Spirit is a dance of heart and community. A safe place to connect.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
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Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Block Party #1 2026
festivals, parties, block party, live music, street performers
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Blackburn Brew Fest 2026
The Greater Cape Ann Chamber is pleased to announce the return of the Blackburn Brew Festival on Saturday, July 18th (RAIN or SHINE) at Stage Fort Park! Over 20 breweries will be convening from Cape Ann, the North Shore, and across New England to showcase their best brews to attendees from far and wide. The event will also offer live music, local food trucks and lawn games all while located at Gloucester's historic waterfront park. The event will also be supporting a good cause as a portion of the proceeds will support local non-profits through the Cape Ann Community Foundation, an organization established by the Chamber to award grants for projects supporting educational, social service, recreational and economic initiatives throughout the Cape Ann Community.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Festival by the Sea 2026
summer festivals, arts and crafts, local food
Gloucester Stage Company presents BETRAYAL by Harold Pinter
When two lovers meet for the last time, we watch as their affair unfolds backwards in this legendary Harold Pinter play.
Wake Up Spirit
First Sunday of every month 11:00am - 1:00pm at Floating Lotus Gloucester. Wake Up Spirit is a dance of heart and community. A safe place to connect.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Block Party #2 2026
festivals, parties, block party, live music, street performers
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Live Music Tuesdays at Beauport Hotel
Experience live music in Gloucester, MA every Tuesday evening at 1606 Restaurant & Oyster Bar—ocean views, $15 pizzas, and coastal charm at Beauport Hotel.
Ipswich Downtown Tuesdays 2026
Enjoy live music and dancing on the riverwalk in downtown Ipswich every Tuesday in July and August. Free to the public and fun for the whole family!
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
Gloucester Stage Company presents DALLOWAY: FIRST LOVE by Lindsay Joelle
A modern, coming-of-age romantic comedy prequel to Virginia Woolf’s beloved Mrs. Dalloway.
