Downtown Oak Bluffs, Massachusetts

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

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The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

THE PEQUOT HOTEL

19 PEQUOT AVE

Oak Bluffs, Massachusetts

THE ISLAND INN

15 Island Inn Road

Oak Bluffs, Massachusetts

Martha's Vineyard Resort

117 New York Ave

Oak Bluffs, Massachusetts

Hotel Tips

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.

Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.

Things To Do

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 can warm you up on a cloudy day or simply offer your daily perk by visiting your local coffee shop. Quality, purity and punch are targeted with coffee beans curated globally and locally roasted while being served fresh as it is made right in front of you. Order up!

Oak Bluffs is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.

Why Do You Love Downtown?

Rebekah Gellert

I am visiting for the first time tomorrow evening, and am hoping to find out about any events that may be happening for the Memorial Day weekend. Dining tips, etc! Thank you! Facebook.com/Bekah.cook.7

Diane Koivunen

Love the yarn store and the restaurants

Terri Simon

I love to dine at the Inn and to shop at specialty shops.

Kristin Miller

Things you can't find anywhere else

Manuel Del Jesus RamosVasconcelos

Nice Beat

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