The Dockside Inn

The Dockside Inn Martha's Vineyard premiere boutique hotel.
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Happy holidays everyone! We miss you all and can’t wait to open our doors come warmer weather!! Enjoy this time with fam...
12/25/2025

Happy holidays everyone! We miss you all and can’t wait to open our doors come warmer weather!! Enjoy this time with family (and start figuring out your dates for the 2026 season)!!!

Happy thanksgiving from the locals!
11/27/2025

Happy thanksgiving from the locals!

11/03/2025

A big thank you to the Upis Land Band for kicking off another great parade on our front steps! A great way to cap off the 2025 season!

Thank you all for spending your MV Vacations with us and we can’t wait to see you next April! Until then the porch lights are off, the ice machine is quiet, and we finally found that missing room key. See you next summer for more sunshine, seagulls, and island fun! 😎⚓️

Happy Halloween!
10/31/2025

Happy Halloween!

10/15/2025

Wednesdays don’t get enough love!!!! And seen here are some of the best humpday views you could ask for. Come visit us before the 27th before we close out doors for the season and check this out with your own eyes!!!!

10/10/2025

The sun is always shining at the Dockside!!! Give us a call and reserve our last room for this weekend, lady fest and closing weekend should make it a good one everywhere in OB!!! The best lodging at the best rates!! We close our doors for the season on October 26th so time is running out to get your 2025 fix of MV. We hope to see you 😎

It’s gonna be a beautiful weekend! We only have three more weekends before closing our doors for the season and this is ...
10/03/2025

It’s gonna be a beautiful weekend! We only have three more weekends before closing our doors for the season and this is one of em! Give us a call to get your last dose of MV in and come enjoy these pretty colors! The weatherman is also saying 70 and sunny through Sunday!!! Rooms starting at $239 🤗😎‼️💕🧛‍♀️

Thats right everyone the rain is gone!!! Sunny skies and 70 degree temps await you this weekend here on MV, and all of o...
09/26/2025

Thats right everyone the rain is gone!!! Sunny skies and 70 degree temps await you this weekend here on MV, and all of our friends are still open for the season (asides Nancie’s 🥺) give us a call and come enjoy some of the last of the last minute island getaways. Come take a dip at dockside beach or in our hot tub, have a coffee on the porch, and a sunset dinner on the harbor!!

09/14/2025

Thank you all for another great weekend!! We are sold out for nexts but still have some mid week availability! Don’t miss out on the best type of blues here on island!!!! 🏝️🌞🍻🐠 give us a call at 5086932966 or visit us online at vineyardinns.com

(For Copy and pasting reasons)To whomever it may concern:(Insert your name here) is unable to attend work tomorrow due t...
09/11/2025

(For Copy and pasting reasons)

To whomever it may concern:

(Insert your name here) is unable to attend work tomorrow due to the following weather report. Sunny skies and 70 degree temps are fading away quickly and in order to remain in good working condition through the fall and winter (your name again) must make an emergency visit to Martha’s Vineyard. The Dockside Inn is sold out next weekend so this may be the last chance they have to scratch that terrible itch.

Warm regards,
Loomis

(We’ve got a few rooms left for this weekend so give us a call!)

09/09/2025

Saturday, Sept 20 is Tivoli Day in Oak Bluffs!

This annual street fair and block party marks the shift from summer to fall with food, music, vendors, sales, and plenty of Island cheer. Don’t miss the Ring Challenge at the Flying Horses. Rain date: Sunday, Sept 21.

Photo cred: Jonathan Fleischmann, The Vineyard Gazette

The harbor hasn’t slown down yet and we’ve got another beautiful weekend coming up!! We’ve got a few rooms left for a Fr...
09/09/2025

The harbor hasn’t slown down yet and we’ve got another beautiful weekend coming up!! We’ve got a few rooms left for a Friday/ Saturday night stay and don’t forget you can always leave your bags with us and enjoy some Sunday football on island! Give us a call at 508-693-2966 or check us out at vineyardinns.com! We can’t wait to see you ‼️😎 🌞🏖️🥂🏈

Address

9 Circuit Ave Ext
Oak Bluffs, MA
02557

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