Excellent 154 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
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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


5.0 Excellent 154 Reviews
Peaceful, relaxing oasis in Martha's Vineyard... and what a breakfast!!!
Reviewed 6 days ago

My wife and I just stayed at Charles and Charles in Martha's Vineyard from July 9 – 12. We had a fantastic trip to Martha's Vineyard and we loved staying Charles and Charles. It is in a neighborhood about a 10 minute walk from downtown Vineyard Haven. The room was quiet, large and very clean. The bed was one of the most comfortable I've ever slept in and the grounds were impeccably maintained. Charles was a wonderful host- he went above and beyond to make our stay extremely enjoyable. He made the most delicious breakfast I have ever had at a hotel or B&B…for that matter I don't remember ever buying breakfast that tasted so good. My wife is gluten-free and he went out of his way to accommodate her needs. Charles provided bikes to everyone that stayed and directions and recommendations for day trips. I really can't begin to describe how helpful he was. His staff was also very nice and extremely helpful–we evan ran into Debbie at that West Tisbury farmers market– who knew she was such a talented knitter?!?! I would give Charles and Charles a higher rating if I could but 5 stars is the most trip advisor will let me give. We cannot wait to go back here. Thank you Charles and Charles!

Ultimate in hospitality and charm
Reviewed 2 weeks ago

Our family enjoyed a 3 night holiday weekend at Charles & Charles. What a great time, very Vineyard setting and rooms. We stayed during a heat and humidity wave going on but the air conditioned cooled and Charles thought of different ways to keep us chill, such as delicious homemade fruit ice pops at the refreshing pool.

Breakfasts were phenomenal in the by-the-pool setting and delicious---and I mean delicious--- creative and beautiful. Soft scrambled eggs tucked into a homemade Popover, for example. Muffins, fresh juices, strong coffee, warm service.

Charles checked with us every morning for questions and information on local travel. Great tips to bypass the throngs. Charles couldn't have been more sincere in his zest to ensure the most of your visit.

The location, a short walk into Vineyard Haven, was as good as anywhere else of you are roving the island. It seemed to be 20 minutes from most places, 30 minutes if you go across the island.

The rooms were very clean, luxuriously appointed in ways that make a difference. While it was very warm there for us, I'd imagine there are cool and cold spells that have been thought of---warmed toilet seat, heated towel bars (and plush towels.) The bed was very comfy. We did not go bicycling, but bikes were plentiful there and in excellent condition.

Highly highly recommend Charles & Charles!

Great Inn that allowed our furry family members
Reviewed 2 weeks ago

Lovely place to stay with special touches such as fresh cookies in the room, wonderful breakfast and best of all dog friendly. They were quite welcoming to our two dogs. They even made breakfast accommodations in a separate area so we could have our dogs with us. Highly recommend a stay here.

Wonderful stay!!
Reviewed 2 weeks ago

What an incredible stay!! The grounds are beautiful, the rooms are so comfortable, and the breakfasts are delicious! Charles is one of the best hosts we’ve ever had. We can’t wait to return. Thank you Charles!

Absolutely perfect. You need to stay here!
Reviewed 4 weeks ago

I spent five nights here with my mother and 11 yr old daughter. We three generations loved Charles & Charles.

It was our first trip to the Vineyard, and we researched dozens of places to stay. This inn was perfection.

The location is incredible. An easy, pleasant 8 minute walk has you among the boutiques and restaurants of Vineyard Haven, including the famed Black Dog. We walked to a nearby lake one morning too. Visiting Oak Bluffs was just a 12 minute drive. Edgartown and points up island were very easy to get to too. Being there just as the very busy season got underway made us grateful to be at an inn that was tucked in a quiet neighborhood.

Charles' hospitality is unmatched. Every detail is considered and every need anticipated. The complimentary bikes and helmets were in excellent condition. Fresh flowers and cookies graced our room. The air conditioner and fans did a great job cooling off the loft before the cooler night air set in. Beach towels, beach chairs...it was all there.

Our room (Edgartown) was beautifully appointed and very comfortable for us to spread out. We discovered the stove and oven weren't working, but left a note upon check out and I'm sure it is being looked into. It didn't dampen our stay (and lo and behold, a microwave was provided, so problem solved!)

We made use of the pool every day and the grounds are beautiful. Lots of quiet spots to sit and flowers growing everywhere. The blooming dogwood was spectacular.

Charles provided a list of recommended restaurants and every one of them was spot on. We loved this, in large part because we likely wouldn't have found the places he recommended on our own. (Um, did we queue up at Back Door Donuts multiple times? You better believe it.)

Breakfasts are extraordinary: fresh juices, cappucino, warm pastries and mains like brie and papaya quesadilla. All extremely fresh and scratchmade.

We all agreed we would return in a heartbeat. My daughter and I are already plotting how to return with husband and son in tow.