We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

The Dockside Inn

Show Prices
Certificate of Excellence
Enter dates for lowest prices
powered by PriceFinder
Check In Check Out
1 room 2 adults 0 children
We check 200+ sites to find the latest and lowest prices.
Management photos
The Dockside Inn
View Map
{"widget":{"name":"ibex_photo_carousel","js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers"],"template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"}},"scriptFlags":null,"containerClass":null}
Add Photo Write a Review

527 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
There are newer reviews for The Dockside Inn
See the most recent reviews
Showing 525: English reviews
Melbourne Beach, Florida
Reviewed 19 September 2015

We were welcomed by a friendly and very accommodating staff and management! Location was perfect.......a short walk to shops, restaurants and the ocean. An amazing and comfortable stay for all family and friends. We are looking forward to our next visit to the Dockside. We highly recommend it. Thank you very much John ~ what a very gracious host! Shaun...

Thank catfitz40
Norwich, New York
Reviewed 18 September 2015

My husband and I went to Martha's Vineyard for a few days of relaxation. What a pleasure it was staying at the Dockside Inn. The staff were all so warm and welcoming. The location is ideal....close to several restaurants, bars and the ferry. The solarium that they have for their guests is fabulous! We could not have been happier with...

Thank Lora R
New Bedford, Massachusetts
Reviewed 17 September 2015

My family stayed a The Dockside Inn during my wedding weekend. The location is very convenient, especially if you come into Oak Bluffs. Since my immediate family members had never been to Martha's Vineyard this hotel was great for them. Parking was provided right next to the entrance to their rooms and there were many bars and restaurants in the...

Thank Joshua D
Attleboro, Massachusetts
Reviewed 15 September 2015

I visited Martha's Vineyard with my husband & our daughter a few weeks ago. I booked us a handicap room because my daughter uses a wheelchair. The room was comfortable & quiet & the air conditioning felt great since it was quite warm outside. The sleeping quarters were a little tight, as the 3 of us had to share a...

Thank Noelle D
Reviewed 15 September 2015 via mobile

This place is a gem. Close to the ferry and in the center of Oak Bluffs. Spacious, air conditioned rooms, nice porch and deck for sitting outside. Wonderful solarium with coffee, tea, water , snacks etc free to guests. Staff is personable and friendly. Have to be able to climb stairs. Will not be disappointed. Will go back many times

Thank Jean M
Salem, Oregon
Reviewed 14 September 2015

A gathering of the nurses just took place at Dockside and the staff did everything they could to make us feel welcome! Clean, comfortable accomodations with a great "break room" that has fresh fruit, beverages and snacks all day long. Booking with the owners was a treat. Thanks John!

Thank Wendy H
Falmouth, Massachusetts
Reviewed 8 September 2015

The staff was incredibly helpful. They were engaging, friendly, and warm. The virtual concierge Loomis was available any time day or night with real-time feedback and answers to a variety of questions. We've traveled all over the world, and this is one of the best experiences we've had. Well done, Dockside team!

Thank votetroy99
Wallingford, Connecticut
Reviewed 3 September 2015

The hotel is clean and the beds comfortable. The staff are very nice and helped us when needed. The main reason I gave only 3 stars has to do with the Wi-Fi. In order to get a connection, you have to go to the hotel lobby. No service available in the rooms even when your device says it is connected.

Thank Bill S
Easthampton, Massachusetts
Reviewed 31 August 2015

What more is there to say? I now understand why this has a 5 star rating on Trip Advisor, it's just that good. Everything is done well and classy at this little Inn, and it made our engagement trip one to remember. Perfect location, literally steps from the Hy-line ferry out of Hyannis to Oaks Bluff. Nicely updated accommodations, from...

Thank Nathan C
Reviewed 29 August 2015

Very friendly staff. From making the reservation to checking in and out the staff was excellent! The rooms were very comfortable. We stayed in a suite and then a regular room. The suite was spacious. The rooms had 1 bed in them. Both were very clean and the air conditioning worked well. We went during a very warm time! The...

1Thank Jodie A

175 photos of this hotel

Traveller photos: See what travellers like you saw

All Traveller Photos (151)
Hotel & Grounds (47)
View from Room (23)
Room/Suite (31)
Dining (4)
Business Centre/Function Rooms (1)
Bathroom (3)
Pool/Beach Area (2)
Other (40)

Management photos: Courtesy of the property manager

All Management Photos (24)
Hotel & Grounds (1)
View from Room (1)
Other (22)
Check In Check Out
Hotels you might also like...
Also consider these accommodations in or near Oak Bluffs
3.8 km away
Mansion House
Mansion House
#1 of 3 in Vineyard Haven
767 reviews
0.2 km away
Summercamp Hotel
Summercamp Hotel
#3 of 3 in Oak Bluffs
78 reviews
8.5 km away
Harbor View Hotel
Harbor View Hotel
#2 of 4 in Edgartown
912 reviews
Show Prices
Show Prices
Show Prices
0.6 km away
Pequot Hotel
Pequot Hotel
#1 of 3 in Oak Bluffs
577 reviews
0.3 km away
Nashua House Hotel
Nashua House Hotel
#2 of 3 in Oak Bluffs
339 reviews
0.4 km away
Oak Bluffs Inn
Oak Bluffs Inn
#2 of 15 in Oak Bluffs
618 reviews
Show Prices
Show Prices
Show Prices


  • Free Parking
  • Free High Speed Internet ( WiFi )
About the property
  • Non-Smoking Hotel
Things to do
  • Hot Tub
Room types
  • Suites
  • Non-Smoking Rooms
  • Family Rooms
  • Accessible rooms
In your room
  • Air Conditioning
  • Refrigerator in room
  • Free Internet
  • Public Wifi
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Concierge
Official Description (provided by the hotel)
Get Away & Play. The Dockside Inn is Oak Bluffs hospitality & elegance at its best - built in 1989, the hotel has the conveniences of a new modern facility including 22 regular guest rooms. All rooms have Queen beds - some with two. All feature air conditioning, cable TV, in-room refrigerators, and free WiFi. All rooms are comfortably furnished for your vacation. Our location on the Oak Bluffs Harbor is just steps from restaurants, boutiques, beaches, boating, ferries, buses and so much more! ... more   less 

Additional Information about The Dockside Inn

Address: 9 Circuit Ave Extension, Oak Bluffs, Martha's Vineyard, MA 02557
Region: United States > Massachusetts > Martha's Vineyard > Oak Bluffs
Price Range: $134 - $304 (Based on Average Rates for a Standard Room)
Number of rooms: 22
Reservation Options:
TripAdvisor is proud to partner with Hotwire so you can book your The Dockside Inn reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
Also Known As:
The Dockside Hotel Oak Bluffs
The Dockside Inn Oak Bluffs, MA - Martha's Vineyard
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from The Dockside Inn staff and other travellers.
11 questions
Ask a question
Pompton Plains, New Jersey
1 month ago
West Freehold, New Jersey, United States
over a year ago

See all questions (11)

Questions? Get answers from The Dockside Inn staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“2nd floor front side- nice views of harbor.”
m_ch_llem, 28 Oct 2016 | Read review
“All the rooms are good.”
pam07090, 28 Sep 2016 | Read review
“Suite 34 best views”
MelissaL53, 27 Sep 2016 | Read review
“Get a harbor view!”
P4050DNjasona, 15 Sep 2016 | Read review
“My room was on the second floor at the back and was quiet; no water view, but breezy. Comfortable chairs on deck.”
marthaBrunswick, 14 Sep 2016 | Read review
5 of 5