Downtown Oak Bluffs, Massachusetts
Discover shopping, dining, and accommodation in downtown Oak Bluffs.
Moving to Oak Bluffs?
Order a Free Relocation Guide
We are seeking partnerships with forward-thinking city officials and business leaders to replicate
their downtowns and launch immersive virtual cities together.
Shop
0 results
Hotels
Martha's Vineyard Resort
117 New York Ave
Oak Bluffs, Massachusetts
THE PEQUOT HOTEL
19 PEQUOT AVE
Oak Bluffs, Massachusetts
THE ISLAND INN
15 Island Inn Road
Oak Bluffs, Massachusetts
Hotel Tips
Ask to be shown a room before you check-in which signals the front desk agent to show the best room available to sell it right away. This can put you in the best room available at that time and gives you the ability to check for cleanliness, smells and sounds before transacting with the hotel.
Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.
Not all online booking systems are fully integrated with hotel reservations systems so there is a chance that smaller hotels are hand entering your stay from a fax machine which leaves room for errors. Book directly with hotel to avoid any problems and ask for a price match if you find a better price online.
Things To Do
Oak Bluffs has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.
Oak Bluffs has the perfect game shop for both young and old. Your friends and family will enjoy hours of entertainment with a wide selection of board games, card games and games of skill. A perfect stop for travellers with kids and those seeking a new adventure for game night.
Oak Bluffs helps you expand your skills and learn some new ways to expand your artisan flare? Sign up for classes at your kitchen supply store, yarn shop, art and craft shop and photo gallery. You'll be having great fun with your new friends as you you take on that next project.
Why Do You Love Downtown?
Taree Hines
Historic
Judy Dechent
My daughter and her fiance are relocating from PA to Ashland. They leave next week. I've heard nothing but great things from them and look forward to visiting.
Laura
Very charming.
CJ
Great vibe to this town! My mom lives in Medford so when I come to visit, I like to stop in Ashland.
Jerretta O'Haver
Heading Downtown in August 2017 !
Join our newsletter

The American Cancer Society does not endorse any product or service.