The Oak Bluffs Fall Sunday Festival is set to bring the community together in 2025 with a celebration of food, music, shopping, and family fun. This much-loved annual event highlights the charm of Oak Bluffs, Massachusetts, and is a great way to enjoy the autumn season with friends and family. Visitors can look forward to a lively day filled with local vendors, entertainment, and seasonal favorites.
Dates and Timings
The festival takes place in the heart of Oak Bluffs, offering an entire day of entertainment and activities. Families, locals, and tourists can all gather to enjoy the vibrant fall atmosphere.
- Date: Sunday, October 5, 2025
- Time: 10:00 AM to 6:00 PM
- Admission: Free entry for all ages
Venue
The event is hosted in the beautiful town of Oak Bluffs, creating a welcoming setting for a fall celebration. The location makes it easy to explore local shops, restaurants, and attractions alongside the festival.
- Location: Downtown Oak Bluffs, Massachusetts
- Central, walkable area with easy access to shops and restaurants
- Open-air setting with plenty of space for vendors and activities
Food and Drinks
The Oak Bluffs Fall Sunday Festival is known for its delicious food offerings. Visitors can taste seasonal dishes, classic festival treats, and unique creations from local vendors.
- Food Trucks: Serving festival favorites and quick bites
- Local Restaurants: Outdoor booths offering signature dishes
- Seasonal Treats: Pumpkin-inspired desserts, apple cider, and more
Vendors and Shopping

Festival-goers can browse a wide selection of goods from local artists, makers, and small businesses. It’s a perfect chance to shop for unique items while supporting the local economy.
- Craft Vendors: Handmade jewelry, clothing, and art
- Farm Stands: Fresh produce and fall specialties
- Local Businesses: Showcasing unique products and services
Entertainment and Activities
The festival is filled with family-friendly entertainment and live performances throughout the day. Music, games, and activities ensure there’s something for everyone to enjoy.
- Live Music: Local bands and performers on stage
- Kids’ Activities: Games, crafts, and fun interactive experiences
- Community Performances: Dance groups and local talent shows
- Family Photo Spots: Seasonal decorations perfect for pictures
Additional Facilities
To make the experience enjoyable and stress-free, the festival provides essential facilities for visitors.
- Rest Areas: Seating and shaded spots for relaxation
- Restrooms: Accessible and conveniently located
- First Aid: Stations available for safety and emergencies
The Oak Bluffs Fall Sunday Festival 2025 is a must-visit event for anyone in Massachusetts this autumn. With its mix of food, shopping, music, and family fun, the festival perfectly captures the spirit of fall in New England.

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