Call Now
Website
Call
Business Details
Welcome to The Dockside Inn - Your Marthas Vineyard Getaway
Located along the picturesque Oak Bluffs Harbor, The Dockside Inn is a boutique-style hotel that seamlessly combines award-winning contemporary design with whimsical nautical decor and modern amenities. Our 22 tastefully decorated rooms cater to couples, families, and wedding groups, offering harbor views, courtyard access, and spacious suites with kitchenettes. Guests enjoy complimentary WiFi, beach gear, a 24/7 coffee and snack bar, hot tub, and sun deck.

Our harbor-side location provides easy access to Marthas Vineyards historic sites and scenic vistas. We offer personalized experiences through Loomis, our virtual concierge, who shares insider knowledge on local attractions, dining, and activities. With convenient ferry access and partnerships for island tours, we ensure a memorable stay rooted in local expertise and hospitality.
Services
Classic Room Deluxe Room Deluxe Suite Hotel Amenities Special Packages Rental Homes Virtual Concierge Island Tours Ferry Information Calendar of Events
Highlights and features
  • We offer complimentary WiFi, beach gear, and a 24/7 coffee and snack bar.
  • Our virtual concierge, Loomis, provides personalized island recommendations.
  • Located steps from Oak Bluffs Harbor for easy exploration.
  • Award-winning contemporary design with nautical decor.
  • Access to island tours and activities through local expertise.
Services
Classic Room
Perfect for couples, our Classic Rooms feature a queen bed, private bath, and harbor views. Designed for comfort and intimacy, these rooms provide a serene retreat with modern amenities like complimentary WiFi and access to shared outdoor spaces.
Deluxe Suite
Spacious Deluxe Suites accommodate up to five guests with a queen bed, queen pull-out sofa, and full kitchenette. Ideal for families, these suites offer privacy and convenience, with kitchen facilities and seating areas for relaxed island living.
Virtual Concierge
Loomis, our virtual concierge, delivers personalized island insights via text. From dining recommendations to hidden attractions, Loomis connects guests with local knowledge, ensuring a tailored and memorable Marthas Vineyard experience.
Island Tours
Explore Marthas Vineyard with guided tours in air-conditioned vans, covering all five towns and stops at iconic sites like Aquinnah Cliffs. Tours blend history, culture, and scenic beauty for an immersive island experience.
Rental Homes
Our sister company offers fully equipped rental homes for extended stays or larger groups. Properties feature modern comforts and prime locations, providing flexible accommodation options beyond our hotel rooms.
Questions
How do I get to Dockside Inn from the mainland?
Take any of the ferry lines serving Martha’s Vineyard, most of which dock within walking distance of the hotel. Check ferry schedules for details.
What amenities are included with my stay?
Complimentary WiFi, beach gear, ice, a 24/7 coffee and snack bar, hot tub access, and sun deck loungers are included with all stays.
What is Loomis, the virtual concierge?
Loomis is a local islander who provides personalized recommendations via text, from dining spots to hidden attractions, enhancing your stay with insider knowledge.
Are there family-friendly accommodations?
Yes! Deluxe Suites sleep up to five guests with a queen bed, pull-out sofa, and full kitchenette, ideal for family vacations.
Can I book island tours through the hotel?
Yes, we partner with tour providers offering guided excursions to Aquinnah Cliffs, historic sites, and all five towns in air-conditioned vans.