Winter Lodging Deals and Chili!

As the New Year opens with the stark beauty of Edgartown harbor in the winter and the island-wide promise of spring percolating just below its surface, our Martha’s Vineyard hotel invites you to break through your old habits and enjoy a relaxing – and discounted! – winter getaway with us.

Don’t miss Martha’s Vineyard’s Big Chili Contest on January 28.

Our Edgartown hotel is open this January (for the first time in years!) and to celebrate, we went a little crazy and created a package you can’t refuse. Check out our Hibernation Package here – it’s a heck of a Martha’s Vineyard vacation package deal!

And – just because the quiet season is upon us – it doesn’t mean everything is quiet. The Vineyard will heat up later this month with the annual Big Chili Contest, now in its 26th year. It’s hecka fun and is for a great cause. For off-islanders, tickets will go on sale THIS  Thursday, January 12th at 10am, through the main page of

For February, we’re planning a month-long celebration for Valentine’s Day. Book a two-night celebration with your sweetie for any dates in February EXCEPT the busy “official” weekend of February 10-12 and we’ll throw in a box of gourmet chocolates and a bottle of wine (red or white). The chocolates are from world-famous Chilmark Chocolates – so you know we love you.

Come embrace winter on the Vineyard at the Square.

Plan a Visit to the Martha’s Vineyard Food and Wine Festival
Where to Get the Best Pizza on Martha’s Vineyard Near Edgartown
Explore Memorable Things to Do & See in West Tisbury
Spend a Day at the Manuel F. Correllus State Forest
See the Next Big Thing at a Martha’s Vineyard Film Festival
A Guide on How to Get to Martha’s Vineyard
A Look at the History of Our Edgartown Hotel
Celebrate the Season | A Guide to Christmas in Edgartown