Enjoy In Every Room
High Quality Thread Count
in-room heat and air conditioning
black out shades for privacy and sleeping in
Cozy Coastal Comfort
Classic Room
~240 sq ft
Our Classic Rooms are a beautifully appointed coastal retreat — cozy without compromising on comfort. Nautical touches, crisp linens, a private bath, and access to all of the Dockside Inn’s signature amenities make this the ideal quick-escape room for island adventures. Views vary throughout the property, giving each room its own unique island perspective.
Room Amenities
Free
Private Bath
Mini
Beach
Flatscreen
Coffee & Snacks
Sun Deck AccessBest For
| ✅ First-Time Visitors | ✅ Solo Travelers |
| ✅ Weekend Trips | ✅ Couples |
Harbor Views & King Comfort
Deluxe Room
~320 sq ft
The Deluxe Room is the romantic heart of the Dockside Inn. Wake up to the charm of the harbor from your private queen-bed retreat, with select rooms offering beautiful views of sailboats drifting by. A separate sitting area gives you space to relax while the sea breeze fills the room — perfect for anniversaries, honeymoons, and longer stays. Views vary throughout the property.
Room Amenities
Best For
| ✅ Couples Trips | ✅ Romantic Getaways |
| ✅ Anniversaries | ✅ Honeymoons |
The Ultimate Island Retreat
Deluxe Suite
~520 sq ft
The Deluxe Room is the romantic heart of Dockside Inn. Wake up to the charm of the harbor from your private queen-bed retreat, with select rooms offering beautiful views of sailboats drifting by. A separate sitting area gives you space to relax while the sea breeze fills the room — perfect for anniversaries, honeymoons, and longer stays. Views vary throughout the property.
Room Amenities
Kitchenette
Living 
Best For
| ✅ Groups of 4-5 | ✅ Families |
| ✅ Wedding Guests | ✅ Extended Vacations |
Common Spaces
Welcoming Spaces to
Relax, Gather & Enjoy
From sunny outdoor corners to cozy indoor comforts, the Dockside Inn offers inviting common areas designed to make every stay feel easy, comfortable, and connected to the charm of Martha’s Vineyard.
