Newport is gearing up for an exciting Memorial Day Weekend, packed with activities perfect for kicking off the summer season. From painting and sipping wine to traditional lobster boils and vibrant cookouts, there’s something for everyone to enjoy.
Paint & Sip – May 22
Start your weekend creatively at Newport Harbor Island Resort’s Sunset Paint & Sip event. Guided by experienced instructors from Paint the Town, guests will create their own masterpieces while enjoying a complimentary glass of wine or a refreshing non-alcoholic beverage. Additional food and beverages can also be purchased à la carte.
- Date & Time: Thursday, May 22, 6:30 PM – 8:30 PM
- Price: $55 per person
- Includes: Painting materials and step-by-step instruction
Newport Vineyards’ Memorial Day Weekend Celebration – May 23–26
Newport Vineyards hosts a festive celebration filled with live entertainment, delicious food, and wine tastings. Enjoy the outdoors on the Tank Patio and savor offerings like the new charcuterie cart, sangria slushies, and farm-to-table dishes. Admission is free, and the event spans across four vibrant days.
- Dates & Hours:
- Friday & Saturday: 11:00 AM – 8:00 PM
- Sunday & Monday: 11:00 AM – 6:00 PM
- Entertainment Highlights:
- Friday: Live music by Six Down (5:00–8:00 PM) and complimentary axe throwing
- Sunday: Live music by The Naticks (1:00–4:00 PM)
- Saturday: Cupcake pairings
Guests can bring blankets and chairs, but no outside food, beverages, or pets are permitted.
New England Lobster Boil on Goat Island – May 24
Indulge in a classic coastal tradition at Newport Harbor Island Resort’s Lobster Boil. Feast on individual boil bags packed with lobster, clams, mussels, potatoes, corn, and conclude the meal with delicious strawberry shortcake. This picturesque event, enhanced by live music, takes place on the Pavilion overlooking Narragansett Bay.
- Date & Time: Saturday, May 24, 6:00 PM – 8:00 PM
- Price: $75 per person (tax and gratuity included)
- Additional Details: Cash bar available
Memorial Day Weekend American Cookout – May 25
Celebrate Memorial Day in true American style at The Pineapple Club, Newport Harbor Island Resort. Featuring a menu packed with cookout classics like burgers, hot dogs, grilled chicken, corn on the cob, and a delectable Maine blueberry cobbler, this evening promises hearty food paired with lively entertainment by the Felix Brown Band.
- Date & Time: Sunday, May 25, 6:00 PM – 9:00 PM
- Price: $45 per person (includes tax and gratuity)
- Location: The Pineapple Club, Newport Harbor Island Resort
- Additional Highlights:
- Cash bar open until 10:00 PM
- Live music from the Felix Brown Band (6:00–10:00 PM)

