Excellent 889 Reviews
Jetsetter Approved
This Hotel meets our standards
This hotel meets our standards, but we haven't stayed yet

What We Love

  • A tranquil inn within walking distance of the beach, including continental breakfast and bikesRiding a complimentary bike to Edgartown, or wandering to Vineyard Haven harbor
  • Receiving continental breakfast each morning
  • Accessing your accommodation – one of just six
  • Getting a good night’s sleep each night, thanks to the thick walls

What To Know

  • Well-located less than a mile from the Vineyard Haven ferry terminal
  • Homemade breakfast often includes fresh-baked muffins, pastries, smoothies, and fruit
  • Free WiFi works well
sky water Nature Coast tower cliff mountain Sea hill shore Ocean terrain lighthouse cape landscape overlooking cove hillside grassy distance lush


An intimate stay at a romantic and laid-back New England island escape, including suite options

The Lowdown

Promising to provide an escape for the soul, this charming inn brings together timeless New England comforts and decidedly contemporary details. Interiors at Charles & Charles are romantic, yet simply and neutrally decorated; there are no decorative plates (this is a point of pride for the staff) or other, fussier design details, but luxurious amenities are in plentiful supply. Your room, for instance, features a heated towel rack and Egyptian-cotton linens – and you don’t have to worry about your neighbor keeping you up at night (no thin walls here, either).
The lovely retreat is all about balancing old and new, classic and current, in the way that best helps you unwind. And it’s also about empowering you to tailor your Martha’s Vineyard escape to your own preferences – hence its fantastic Vineyard Haven location. Stay within walking distance of the famed Black Dog Tavern and the neighborhood’s Steamship Authority, where the ferry departs. Take a scenic stroll to the beach, harbor or main shopping street, or a breezy ride to nearby West Tisbury or Edgartown – another of the inn’s thoughtful offerings is a fleet of complimentary bicycles, and if you bike the whole island in a day, you’ll even score a major gift certificate for use towards your next stay.

Rooms and suits

Your romantic, relaxing, recently renovated and individually decorated room comes with all the comforts you need for a restful retreat, like Egyptian-cotton linens. Don’t worry about sharing a bathroom, or your neighbor keeping you up at night – there are just five other rooms, and the walls between them are more than thick enough to block out outside sounds.The 225-square-foot Chilmark room is the smallest of the bunch, but with the largest tile bathroom, tub and shower; it also contains a queen four-poster bed and hardwood flooring. The Oak Bluffs room, measuring 275 square feet, sits on the second floor and features a king bed, two Mansard windows, a walk-in shower and a large bath vanity in the room, plus original oil paintings and sunset views.The Aquinnah suite, at 425 square feet, comprises two small bedrooms, a living room, a tile bath and an eat-in kitchenette on the second floor. Choose the 375-square-foot, first-floor Vineyard Haven suite for one queen bedroom, a living room, a fully stocked eat-in kitchen and a small patio.
Amenities- Renovated tile bath?- Luxurious bed- Heated towel rack- Luxury American-made


Vineyard Haven is a charming waterfront neighborhood, chock full of independent shops and home to the historic Capawock Movie Theatre and famed Black Dog Tavern. It’s a ferry stop, with its own steamship authority, and offers a sandy beach and beautiful harbor. Other Vineyard destinations, like West Tisbury and Edgartown, are a short drive or a longer bike ride away – perfect, if you choose to avail yourself of the inn’s complimentary-bicycle amenity.

How to Get There

Charles & Charles
85 Summer St
Vineyard Haven, MA 02568-6365 United States


New England at it's best

We had a wonderful stay at this exceptional little inn. Fresh flowers and an expresso machine in the room. I slept like a rock on the wonderful bed. The weather was chilly the first morning and they delivered the most delicious breakfast with a huge cappuccino to our room. We used the free bikes and went on a 15- mile bike ride along the beach - my husband liked part a little more than I did. I booked for next year before I left.

An Unexpected Delight!

From check in to check out the emphasis is placed on service and friendliness. We had a room on the second floor which was extremely comfortable with lovely linens and a large marble tiled bathroom.
It’s the little things that count. A welcome plate of freshly baked cookies, bottled water, fresh flowers and towel warmers. The breakfasts were divine and generous. Made to order. The weather was warm enough to sit outside around the pool and enjoy the fall foliage. Lovely gardens to gaze at. This B&B is a gem! We will be back!


We checked into a so called ‘Superior One bedroom queen suite’ we were expecting a quaint island vibe place. In fact what we found was a property a good 20 minute walk from anything and absolutely filthy. The place smelt damp and was crawling with bugs. (See photos) Because we were so remote and without a car we had to sleep there the first night and told the owner the next morning we had to leave because we couldn’t spend another night there. So far we have only been refunded for half of our stay even though we had such a terrible experience.