The temperature is getting colder, and winter is approaching on Martha’s Vineyard! Chillier weather brings new opportunities for our island town, especially during the holidays. Martha’s Vineyard is illuminated with thousands of twinkling lights, bringing a sense of magic during the season. Get bundled up and discover the holiday season on Martha’s Vineyard!
Annual Holiday Gift Show
Head to Featherstone Center for the Arts to enjoy the Annual Holiday Gift Show. Throughout November, the market offers the perfect opportunity to find the ideal present, uniquely crafted by local crafters and artists. Hand-crafted jewelry, dining essentials, and unique decor will be available.
Oak Bluffs Tree Lighting and Holiday Family Fun
Join the Oak Bluffs community at the Annual Tree Lighting in Healey Square. The lighting ceremony will be held at 6:00 PM, featuring a live performance by carolers, and is free to attend. This is a terrific way to ring in the holiday season and be treated to a special visit by Santa!
Christmas in Edgartown Parade
The Christmas in Edgartown Parade has been a holiday tradition for over 40 years! Enjoy a magical evening featuring a dazzling holiday parade and other festive activities in Edgartown, where the town glows with vibrant, colorful lights.
Lighting of the Lighthouse
Another terrific activity in Edgartown is to take in the Edgartown Lighthouse. The historic harbor light is adorned with vibrant lights during the holiday season. It’s a sight when strolling at Lighthouse Beach, especially as the lights illuminate the night sky!
Stay at Surfside Hotel
After enjoying the holiday season on Martha’s Vineyard, you’ll need a place to unwind from a fun day. When planning to visit Martha’s Vineyard, book a room at Martha’s Vineyard Surfside Hotel. Nestled in the heart of Oak Bluffs, our dog-friendly hotel is one of the premier lodgings in the area. Choose from accommodations with ocean-view rooms, garden views, modern amenities, and enough space for the entire family. We are a short four-minute walk from Ocean Park and a convenient location for exploring the rest of the island!
Our seaside accommodations have been family-owned and operated since 1987. We look forward to welcoming you and your family to your home away from home at Martha’s Vineyard Surfside Hotel. Book your vacation with us today!


