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 Dockside Inn

9 Circuit Ave Extension, Oak Bluffs, Martha's Vineyard, MA 02557
Hotel amenities
The Dockside Inn
Ranked #3 of 17 Oak Bluffs B&B and Inns
Enter dates & see best prices*
Enter dates 1 night 2 nights
Show Prices
* We search the top travel sites for the best price
Priceline.com
Traveler Reviews
Room Prices
Write a Review

152 reviews from our community

Traveler rating
    118
    28
    3
    3
    0
See reviews for
Families
30
 
Couples
76
 
Solo
5
 
Business
2
 
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Date Rating
Stamford, Connecticut
1 review
5 of 5 stars Reviewed May 15, 2013 NEW

We stayed on Martha's Vineyard for two days in May. From the minute we checked in the entire staff was friendly, showed us around and told us the best places to check out! The bed and breakfast felt like an upscale hotel with all he renovations! We have traveled all over the world and my husband even commented it was... More

Was this review helpful? Yes
Caleb_Caldwell, Owner at The Dockside Inn, responded to this review
May 15, 2013

We'd like to thank this reviewer for their comments. Our harborview rooms are especially popular and afford terrific views of Oak Bluffs Harbor. Our in-town location is a prime reason we enjoy so many repeat customers, and as always, our staff strives to have you 'feelin' like a local' as soon as possible. More

West Palm Beach, Florida, United States
Reviewer
3 reviews 3 reviews
Reviews in 2 cities Reviews in 2 cities
5 of 5 stars Reviewed May 13, 2013 NEW

Moving up from sunny south Florida to MV for the season was not very fun when greeted with no hot water or heat and ants large enough to take over the island. Needless to say, our summer house was not ready and we were in a bind, with no place to stay and all other local inn's closed. We came... More

Was this review helpful? Yes
Miami, Florida
1 review
5 of 5 stars Reviewed May 13, 2013 NEW

I have always wanted to go to Martha's Vineyard. What better time to visit than for our 13th year anniversary. We were reconmended the town of Oak Bluffs and the Dockside Inn for our hotel. We loved it! From the first day we walked into the lobby. Decorated so beutiful and greated by Lianne who told us and showed us... More

Was this review helpful? Yes
Caleb_Caldwell, Owner at The Dockside Inn, responded to this review
May 15, 2013

We are thankful that this reviewer noted Lianne's superlative customer service; she is a truly special employee and goes out of her way to make every guest feel welcome. Clean comfortable rooms, Oak Bluffs harbor views, in-town location, close to everything; that's pretty much what we're all about at the Dockside Inn. We're glad you noticed; thanks! More

London, United Kingdom
Reviewer
3 reviews 3 reviews
3 hotel reviews
Reviews in 3 cities Reviews in 3 cities
4 of 5 stars Reviewed May 13, 2013 NEW

Stayed here for one night in April 2013 with my boyfriend, and despite the island being almost completely shut down (out of season) we had a great time. The B&B is in the perfect location, we had a great room overlooking the dock and we were very warmly welcomed. We were recommended cycle routes and excellent value cycle hire (right... More

Was this review helpful? Yes
Boston, Massachusetts
1 review
4 of 5 stars Reviewed May 11, 2013 NEW

The Dockside is in a great location on MV - right near the ferry in Oak Bluffs, in the midst of everything. Lianne at the front desk was extremely helpful in answering all of our questions, giving advice, and even having glasses of champagne ready for us when we checked in. The rooms are well-updated. They each have a fridge... More

Was this review helpful? Yes
Boston, Massachusetts
2 reviews
Reviews in 2 cities Reviews in 2 cities
5 of 5 stars Reviewed May 7, 2013 via mobile

I was instantly in love upon walking into the Dockside Inn and meeting Kathy. Her cheery demeanor and the quintessentially New England, nautical decor made me want to call work and say I wouldn't be coming back. Not one detail was overlooked - the cleanliness of the rooms (immaculate), the lovely outdoor garden and jacuzzi, and the adjoining coffee/snack area... More

Was this review helpful? Yes
Massachusetts
2 reviews
Reviews in 2 cities Reviews in 2 cities
5 of 5 stars Reviewed May 7, 2013

We took a chance going over to Oakbluffs just to disapear we have stayed at the Dockside before and liked it, so we wanted to stay there. Come to find out there was new owners and they had upgraded the place. Wonderful!!!! We were so happy, plan on going back again. Everything was great nice and clean great spot to... More

Was this review helpful? Yes
Edgartown, Massachusetts
2 reviews
Reviews in 2 cities Reviews in 2 cities
5 of 5 stars Reviewed May 6, 2013

What an adorable little spot!!! Myself and several colleagues stayed at The Dockside Inn this past week after having some trouble with our summer rental. We were in a bit of a pickle, as we were not able to move into our house upon our arrival to the island, but Kathy (one of the inn's owners) was kind enough to... More

Was this review helpful? Yes
Caleb_Caldwell, Owner at The Dockside Inn, responded to this review
May 15, 2013

We were very happy that we could accommodate these guests last minute, as their housing situation sounded pretty unfortunate. We couldn't have done a better job ourselves of describing the suite that they stayed in; our three suites (rooms #30, 32, and 34) really are terrifically well appointed and are ideal for groups of four or five. We're also glad... More

Luebeck
Top Contributor
54 reviews 54 reviews
27 hotel reviews
Reviews in 35 cities Reviews in 35 cities
13 helpful votes 13 helpful votes
2 of 5 stars Reviewed May 6, 2013

The Inn is newly renovated, but there is much fallen by the wayside. We had a large room over the parling garage. However, it lacked a table and the ice machine on the beneath floor was so loud, you thought it was in the room. Instead of a closet there was a chest of drawers and a clothes rack. This... More

Was this review helpful? Yes
Caleb_Caldwell, Owner at The Dockside Inn, responded to this review
May 10, 2013

We are sorry that this guest did not thoroughly enjoy their stay in our carriage house room. As one can see from the Dockside Inn's many positive reviews, this guest's experience is quite uncommon. It's true that there is not a closet in the carriage house room ( #35), and we are glad the reviewer noted the presence of the... More

Manchester, New Hampshire
Contributor
12 reviews 12 reviews
Reviews in 4 cities Reviews in 4 cities
4 of 5 stars Reviewed May 5, 2013

Great little Inn right next to the Oak Bluffs Marina. Pros: The remodel is very nice, and the rooms are comfortable and stylish. LeeAnn at the front desk was super friendly and helpful. The Inn is within walking distance of coffeeshops, great restaurants and Back Door Donuts (priorities, priorities!) The snack room offers beverages, coffee, and snacks (popcorn, chips, ice... More

Was this review helpful? Yes
See 5 more reviews by OfftheRockPile for Oak Bluffs
Caleb_Caldwell, Owner at The Dockside Inn, responded to this review
May 16, 2013

Yet again, a nice review which includes a mention of Lianne (and don't forget Kathy), our extraordinary front desk personnel that go out of their way to make every guest feel welcome. Our snack room (the Solarium) is always a welcome surprise to our guests, as a better stocked and totally complimentary selection of yummy treats would be hard to... More

 
 
The Dockside Inn
Enter dates 1 night 2 nights
 
Pequot Hotel
Great value on a similar hotel
Oak Bluffs, Martha's Vineyard
4.5 of 5 stars 227 Reviews
Show Prices
Still looking for a hotel?
Also consider these accommodations in or near Oak Bluffs
Isabelle's Beach House 5.0 of 5 stars 185 reviews Pequot Hotel 4.5 of 5 stars 227 reviews Harbor View Hotel 4.5 of 5 stars 400 reviews Nashua House Hotel 4.5 of 5 stars 160 reviews
Show Prices ABS:HotelCheckRates-d1069195?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
Show Prices ABS:HotelCheckRates-d115133?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
Show Prices ABS:HotelCheckRates-d89776?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
Show Prices ABS:HotelCheckRates-d121039?&src=Hotel_Review&fromServlet=Hotel_Review&Action=QC_AlsoViewed_Hero
View all 4 hotels in Oak Bluffs, ranked by popularity

Been to The Dockside Inn? Share your experiences!

Write a Review Add Photos Add Videos

Hotel Summarization (Beta)

What travelers say

  • Hot tub(7)
  • Very clean(6)
  • Beach chairs(3)
  • Friendly and helpful(3)

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
Amenities:
Beach Free High-Speed Internet Free Parking Kitchenette Suites
Hotel Style:
Ranked #3 of 17 B&Bs / Inns in Oak Bluffs
Price Range: $
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 21 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 
Reservation Options:
TripAdvisor is proud to partner with Priceline so you can book your The Dockside Inn reservations with confidence. We help millions of travelers each month to find the perfect hotel for both vacation and business trips, always with the best discounts and special offers.
Also Known As:
The Dockside Hotel Oak Bluffs
The Dockside Hotel
The Dockside Inn Oak Bluffs, MA - Martha's Vineyard

Owners: What's your side of the story?

If you own or manage The Dockside Inn, register now for free tools to enhance your listing, attract new reviews, and respond to reviewers.

  • Manage your listing
The Dockside Inn
Enter dates & see best prices* (from Priceline.com )
Enter dates 1 night 2 nights
Show Prices