Downtown Oak Bluffs, Massachusetts

Discover shopping, dining, and accommodation in downtown Oak Bluffs.

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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 !

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