Skip to content

Sign Up For Our Email Newsletter

Thank you! Please check your email inbox to confirm your subscription.



Night Heron Gallery, Vineyard Haven
There is plenty to explore on Martha’s Vineyard when traveling alone - even in the winter months! Just outside of downtown Vineyard Haven sits Little House Cafe, which is the perfect spot to grab a delicious breakfast if you’re getting hungry after your ferry ride. The Cafe is in fact in a little house which provides dine-in seating, and its offerings include fresh espresso coffees, delicate pastries, and tasty breakfast sandwiches. If you fall in love with the breakfast, lunch and dinner is also served year-round!

Shop 'Til You Drop
Support local businesses this holiday season by shopping at Martha’s Vineyard Made. This collaborative shop was not only made by an Islander, but carries products made by local artists, artisans, and makers. The brick & mortar store is located at 29 Main Street in Vineyard Haven, and its mission consists of selling original and authentic locally made products to customers near and far.

Looking for a good read to enjoy while on vacation? Make sure to check out Bunch of Grapes, an independent and locally owned bookstore which features a carefully curated collection of the finest books. They also offer a vast selection of titles from local authors as well!

Another great store to shop for gifts (or even to splurge a bit for yourself) is LeRoux At Home. If you’re inspired by creative home decor or high quality kitchen products, this is definitely the stop for you! The beautifully curated selection of home goods, cookware, and house-made oils make for wonderful gifts and are sure to spice up any home
Featherstone Center for the Arts, Oak Bluffs
Explore the Local Art Scene
Night Heron Gallery is an artist-owned and operated cooperative gallery in the heart of downtown Vineyard Haven. The fun selection of local handcrafted artworks is worth checking out! Here, you can find handmade baskets and bags made by BasketCase MV, incredibly fun and colorful 3D cut paper illustrations by Taylor Stone, the charming fine leather works of Leather Treasures MV, and so much more!

On the way into Oak Bluffs, make sure to stop by Althea Designs & Miner Family Gallery. Housed at 34 Beach Road in Vineyard Haven, this colorful shared studio space features lively block-prints and wood cut-outs by Islander Althea Freeman-Miller, as well as creative and vivid mixed-media paintings by local artist Craig D. Miner.
Offshore Ale, Oak Bluffs
Lunch To-Go
Located at the PA Club in Oak Bluffs, Mo’s Lunch is a new locals’ favorite on the Island, and that will be open year round! The affordable menu consists of classic sandwiches, robust salads, mouth watering snack plates, and more!

Learn a New Skill
Featherstone Center for the Arts, located in Oak Bluffs, is a remarkable place to not only view local art, but to also participate in it yourself. Check out the open pottery studios, beading activities, and painting studios coming up over the holidays - just to name a few! Featherstone also hosts a Holiday Gift Show from mid-November through mid-December ~ a fantastic opportunity to grab thoughtful and unique gifts for the family. Just make sure to book a time slot first!

Casual Dining with a Twist
Open year round, this Island icon has been serving locals and visitors alike for over 20 years! Offshore Ale in Oak Bluffs is the Island’s first and only brewpub, and offers a warm and welcoming atmosphere to combat the chilly winter months. Sip on award-winning craft beers, and treat yourself to a hearty meal such as the fish and chips or the brick-oven pizzas. Sit at the bar, or grab a cozy booth next to the fireplace, and don’t forget to grab a side of peanuts!
Mansion House, Vineyard Haven
Make your way back to Vineyard Haven for the night and treat yourself to a stay at Mansion House Inn. With affordable yet chic rooms, an indoor pool, and a full spa and health club, Mansion House is an absolute dream when traveling solo. The amenities include a hot tub, sauna, gym, tanning booth, and more! The Mansion House even offers pet friendly rooms, if you happen to be traveling with your furry companion for the holidays this year. 
Powered By GrowthZone
Scroll To Top