Downtown Oak Bluffs, Massachusetts

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Hotels

THE ISLAND INN

15 Island Inn Road

Oak Bluffs, Massachusetts

THE PEQUOT HOTEL

19 PEQUOT AVE

Oak Bluffs, Massachusetts

Martha's Vineyard Resort

117 New York Ave

Oak Bluffs, Massachusetts

Hotel Tips

Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.

Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

Things To Do

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 offers on-the-go dining when you visit your favorite food truck. Pick up some corn tortilla tacos with freshly made pico with a fresh squeeze of lemon to give your day a boost. Food trucks can offer a wide variety of niche ethnic blends.

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.

Why Do You Love Downtown?

Kathleen Zimmerman

I get the best of both worlds of big city living and upper peninsula awareness.

Erin Lawless

The shops and bakery make it an appealing destination for people who want to keep small businesses going by enjoying those shops as well

Jennifer Moranda

Planning my first trip.

Sandy saltzer

Great shopping

Mary Loar

There are so many cute stores in Silverton. We are going on Thursday to shop and dine.

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