Business Details
Your Home Away From Home in Oak Bluffs, MA
Located along the picturesque Oak Bluffs Harbor, The Dockside Inn is a boutique-style hotel that seamlessly blends contemporary design with whimsical nautical decor. Since our complete renovation in 2012, we have offered 22 tastefully decorated rooms designed to accommodate couples, families, and wedding groups. Our award-winning interior designer, Tracy Overbeck-Stead, brought her expertise from the W hotel chain to create unique, fun, and boutique finishes throughout the property. We provide modern amenities including complimentary WiFi, beach gear, and a coffee/snack bar, while maintaining a prime location for exploring Martha's Vineyard's historic sites and natural beauty. Our staff, including co-owner John and Virtual Concierge Loomis, offers personalized assistance with tours, transportation, and local insights.Guests enjoy daily complimentary ice cream treats and fresh baked cookies, enhancing the warm hospitality that defines our establishment. The harbor-side setting provides direct access to shopping, dining, and recreational activities, including the Flying Horses Carousel and Ocean Park. Our rooms feature high-quality linens, private baths, and climate control, with select units offering courtyard or harbor views. The Deluxe Suites include kitchenettes for extended stays, while our prime location near ferry terminals ensures easy island access. We maintain a commitment to combining modern comfort with authentic Vineyard experiences for every guest.
Services
Accommodations
Special Packages
Rental Homes
Island Tours
Virtual Concierge
Highlights and features
- Award-winning contemporary design with nautical decor by W hotel-trained designer
- Complimentary amenities including WiFi, beach gear, and daily refreshments
- Prime harbor-side location steps from shopping, dining, and historic attractions
- Personalized service from local experts with Virtual Concierge technology
- Spacious suites with kitchenettes designed for family vacations
Services
Accommodations
The Dockside Inn offers 22 uniquely designed rooms featuring contemporary comforts and nautical decor. Classic Rooms provide harbor views for couples, Deluxe Rooms accommodate families with two queen beds, and Deluxe Suites include kitchenettes for extended stays. All rooms feature premium linens, climate control, and modern amenities while maintaining boutique-style finishes.
Special Packages
Curated experiences include the Sunset in Menemsha Package with luxury transportation and clam bakes, Honeymoon Packages featuring private cruises, and Family Fun Packages with beach gear and activity vouchers. Our staff customizes packages to showcase Martha's Vineyard's unique attractions based on guest preferences.
Island Tours
We arrange air-conditioned van tours covering all five towns, including stops at Aquinnah Cliffs. Our local experts provide insider knowledge about the island's history and culture while ensuring comfortable transportation and personalized sightseeing itineraries for guests.
Virtual Concierge
Guests receive 24/7 text access to Loomis, our Virtual Concierge, for immediate answers about local attractions, transportation schedules, and reservation assistance. This service complements our on-site staff's personalized recommendations for maximizing island experiences.
Rental Homes
Through our sister company Madison Inn Rental Homes, we offer additional accommodation options across Martha's Vineyard. These properties provide private living spaces with full kitchens and amenities for guests seeking alternative lodging arrangements during their island stay.
People
Tracy Overbeck-Stead
Interior Designer
Award-winning designer known for W hotel chain projects, Tracy transformed The Dockside Inn with modern finishes and whimsical nautical elements during the 2012 renovation.
John
Co-Owner
Native Vineyarder and hospitality expert John provides local insights and personalized service, helping guests discover authentic Martha's Vineyard experiences through his deep community knowledge.
Questions
What types of rooms does Dockside Inn offer?
We offer Classic Rooms (queen bed, harbor view), Deluxe Rooms (two queen beds, courtyard view), and Deluxe Suites with kitchenettes accommodating up to 5 guests.
What amenities are included with my stay?
All guests receive complimentary WiFi, beach gear, bottled water, coffee/snack bar access, hot tub privileges, and daily refreshments like ice cream and cookies.
How do I get to the inn from the mainland?
Most ferry lines serving Martha's Vineyard dock within walking distance of our Oak Bluffs location, with transportation assistance available from our staff.
Are special packages available for guests?
Yes, we offer curated packages including sunset cruises, honeymoons, and family adventures with activities like private tours, clam bakes, and beach excursions.
What local attractions are near Dockside Inn?
Our location provides easy access to Flying Horses Carousel, Ocean Park, Jetty Beach, art galleries, restaurants, and bike rentals within walking distance.
