Our Martha’s Vineyard vacation packages combine some of our favorite Vineyard adventures, and can save you money as well.

Expedition: Chappaquiddick

Embark on a guided oversand driving tour to the remote Cape Poge Lighthouse on Chappaquiddick. It is a perennial guest favorite! On the tour, you’ll drive along Chappy’s eastern barrier beach to the little island’s northern-most point. There, you’ll climb the light’s spiral staircase and hear the stories of past keepers of the light. Learn more.


With with any two-night, midweek stay in July and August 2015, we will include:

  • two seats on the Cape Poge Lighthouse Tour with the Trustees of Reservations
  • two return tickets for the Chappy Ferry and Chappy-side pickup

Tours are offered three times daily at 10:30 am, 1 pm and 3 pm. Please indicate your preferred tour date and time when making your reservation.

enter SAND in notes section online
or call (508) 627-4711


Tour offered with two-night stays, Sunday through Thursday nights, through August 31, 2015. Availability is limited. Rates are based on double occupancy. New reservations only. Not valid with other offers. Must book directly with the hotel over the phone (508-627-4711) or online. Tour is operated by Trustees of Reservations; Vineyard Square is not responsible for cancellations due to weather. We will do all we can to reschedule your tour but refunds will not be given.

Oversand driving Chappaquiddick


Just speak to our Front Desk to add one of these fun and unique things to do to your stay — usually at a special Vineyard Square rate.

Add a Royal Round of Golf

For the first time, we’ve partnered with the Vineyard’s oldest — and most character-filled – golf course to bring you to the links.


The Royal & Ancient Chappaquiddick Links is a local legend, known for links-style play and panoramic views. It’s Chappy’s only golf course and typically open only to members. This summer, you’re invited to practice your irons on this historic, 9-hole executive course as a guest of Vineyard Square.


For a $50 greens fee per person, we’ll arrange a round at RACL that includes:

  • Tickets for the Chappy Ferry
  • Pick up and drop off at the Ferry on the Crow Bus (the links’ bright blue VW Bus)
  • Club rentals and golf balls at the course

Remember, the Links offer golf as it was intended to be — no golf carts here!

Ready to play?

Give us a call at (508) 627-4711 to arrange a tee time for your stay!

Chappaquiddick Golf


5 for $50 Instagram Challenge

Earn a $50 gift certificate to Vineyard Square — it’s easy! Check out the Challenge details.


Vineyard Square Instagram Challenge