Hob Knob
Classic New England inn energy with genuinely eco-conscious bones — low-VOC paint, composting, organic breakfast, natural bath products. Red-and-navy nautical accents in the common areas. Creaking floors, antiques, and plenty of books. Not sleek or minimalist; warmly traditional.
Pet-friendly rooms must be booked by phone — you can't do it online.
Why It Matters
Two-time Michelin Key recipient (2024 and 2025). The island's only eco-certified boutique hotel, sitting right on Main Street in Edgartown with walkable access to harbor, shops, and restaurants. Farm-to-table breakfast and afternoon tea are included with every room.
A 19th-century Gothic Revival inn turned 17-room boutique hotel in the heart of Edgartown. Cookies bake fresh every afternoon. JFK slept here in the 1940s — the door to his room is still on display by the front desk. The wraparound porch with rocking chairs is the real draw: it's where you'll want to spend every spare hour.
Where You'll Stay
6 room types available
Deluxe King Room
Two rooms on the top (third) floor with skylights and dormered windows overlooking the inn's gardens and neighboring historic homes. No shared walls with other rooms — the quietest in the house. A solid upgrade from standard.
King
Deluxe King Room with Kitchenette
Top-floor king room with a kitchenette — microwave, refrigerator, sink, coffee maker, dishes and utensils. Also has skylights and dormered windows. Great for longer stays or those who want a little more self-sufficiency. Sleeps 2.
King
Pet-Friendly Standard King Room
First-floor room next to the side entrance door — ideal for easy dog walks. Frette linens, private bath. Guests get a welcome doggy bag with gifts from The Preppy Pup. Pet fee applies; must be booked by phone. Dogs cannot be left unattended in the room.
King
Private Entrance Suite with Kitchenette
The flagship room. Second-floor suite with its own private staircase entrance. King bed plus a sofa bed in the living area, and a full kitchenette with a stovetop — not just a microwave. Pet-friendly. Sleeps up to 4. This is the one to book for a honeymoon or anniversary stay.
King
Second Floor Twin or King Bedded Suite
Second-floor suite that flexes between a king or two twin beds, plus a sitting area with a queen-size sofa bed. Comfortably sleeps 4. Good option for families or groups who want more space without going full kitchenette.
King or 2 Twins
Standard King Room
Twelve rooms spread across the first and second floors. All have private baths with tubs and showers, Frette linens, coastal New England artwork, and antiques. One room can be configured with two twin beds. Classic and comfortable — nothing flashy, but well-appointed.
KingThe Property
Eat & Drink
2 venues on property
Restaurant
Spa & Wellness
Treatment Menu
On Property
How you'll actually spend your days.
The hotel's own 27-foot Boston Whaler is available to guests for private on-water excursions around the Vineyard.
Hotel provides beach chairs, umbrellas, and water bottles for guest use. Staff can advise on which beaches are public vs. resident-only.
Full concierge team arranges dinner reservations, off-site spa treatments, specialty rentals, fishing charters, and other island activities before and during your stay.
The concierge can arrange custom farm tours with culinary experiences. The island has several working farms including Morning Glory Farm and the FARM Institute.
The concierge team prepares gourmet picnic lunches to go — a popular option before a day at the beach or exploring the island.
Hob Knob loans out Momentum seven-speed cruiser bikes so guests can explore Edgartown and beyond. Perfect for beach runs and around-town errands.
Amenities & Practical Info
The details that matter for planning.
The signature outdoor feature of the inn. Wicker rockers, lush garden views, and the porch runs along the front and sides of the Gothic Revival building.
Outdoor garden room and terrace connected to the wraparound porch.
Cozy common room with a working fireplace — ideal for cooler evenings.
Plush organic bathrobes provided in all rooms.
All rooms come with a mini refrigerator stocked with water and snacks.
Private baths outfitted with natural bath and body products made with wind energy.
Two pet-friendly rooms available (one standard king, one private entrance suite). Pet fee applies ($150–$300 per stay depending on room). Must be booked by phone. Welcome doggy bag provided by The Preppy Pup.
Hotel offers on-site parking for guests.
On-site gift shop with Hob Knob branded T-shirts, sweatshirts, hats, water bottles, and pop-up coolers.
Easy access to island's public bus system serving all six island towns, ferries, and beaches.
Up-to-date workout machines, adjacent to the Rejuvenation Spa.
BUILD YOUR HOB KNOB PLAN
Rooms, dining, spa, and resort experiences — organized into one trip plan.
Start Planning