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The Dockside Inn

Traveller (191)
Room & Suite (62)
Dining (4)
Certificate of Excellence
Certificate of Excellence
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!
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Property amenities
Free Parking
Free High Speed Internet (WiFi)
Hot Tub
Non-Smoking Hotel
Public Wifi
Room features
Accessible rooms
Air Conditioning
Family Rooms
Non-Smoking Rooms
Refrigerator in room
Good to know
Harbour View
Great View
Hotel links
Visit hotel website
Full view
98Great for walkers
Grade: 98 out of 100
40Restaurantswithin 0.5 km
24Attractionswithin 0.5 km
100Room tips
Traveller rating
  • 524
  • 86
  • 15
  • 3
  • 1
Time of year
Traveller type
  • Filter
  • English
Popular mentions
The location is very convenient to everything in Oak Bluff. We picked a room on the rear side (#27) and it was quiet at night although the front side would get a better view but some noise from the activity on the street. The TV cable has lots of channels. The cleaning staff
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We spent a night at the Dockside Inn this week and absolutely LOVED it! The staff were amazing...the amenities perfect...the location is the BEST! We can't wait to return next summer hopefully for a longer stay. Charming...comfortable...perfect!!!! Thank You!
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We loved the location -- easy walk to everything in OB. Room was a nice size, clean, and other than the trash trucks in the morning (not their fault!) very quiet. Loved the snack room and the chairs, umbrellas, and towels for beach use. Would stay again!
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The Dockside Inn was within walking distance from the Vineyard Ferry and all the action at the Oak Bluffs Marina. Clean and updated room with a friendly staff. The room was a bit tight for 2 adults and a 14 yr. old. Free snacks and drums in the solarium until 10pm. We also
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The Dockside Inn was fantastic! My husband and I went there on our honeymoon and had a blast. The room (20) had a stunning view of the Harbor and was very clean. The hotel had so many great amenities like beach chairs, towels, coolers and endless snacks. The staff was so
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Response from Caleb_Caldwell, Guest Relations Manager at The Dockside Inn
Responded Aug. 7, 2016
Thank you for staying with us on such an important occasion! We're so glad that we met and apparently exceeded your expectations. We really do take great pride in the Dockside Inn and we try to take note of when a guest is here for a special event and then just add a little something to the room (box of locally made chocolates!) to make things even sweeter. And thanks for mentioning the friendly and helpful staff; we are very proud of our people. We look forward to seeing you again!
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All photosTravellerRoom & SuiteDining Pool & BeachBusiness Centre & Event Rooms
This exit sign was in our room in our eyes all night long in room #35
View from the porch outside my room, the ferry comes in here also!
View from room at Dockside Inn, Oak Bluff
2nd floor seating area
can you walk to a nice beach ?
Oh, absolutely! Just one block from the Dockside Inn is a five mile long nearly uninterrupted beach along Nantucket Sound stretching from Oak Bluffs to Edgartown, including the famous "Jaws Bridge" and beach. And the Dockside has complimentary beach chairs, coolers, and towels for guest use!
1 vote
Will the Rolls Royce be fixed by Labor Day
I'm not positive which specific room I had other than that it was on the second floor. I found it to be very quiet and peaceful with a lovely porch sitting area outside to take in the sunset. The room had everything you would expect for a vacation destination. I know that the hotel was sold out the time I was there so I thought it might be extra crowded but it never felt crowded or like people were sitting on top of each other. There was a little excitement as the ferry would arrive, but nothing close to being a nuisance. Loved my stay here!
0 votes
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"Front rooms face the bay, shops and restaurants. Back rooms you will see other homes, rooftops, a courtyard, goodies room and the hot-tub."
"Some rooms have balconies, some have a porch allowing a couple to sit in the evening while enjoying a glass of wine."
"The back of the hotel would be quieter in the summer months. 2nd floor more private. Shared balconies. No elevator"
"The corner suite, room 34, has great views from both bedroom and living area."
"End rooms come with bay window views"
US$113 - US$144 (Based on Average Rates for a Standard Room)
the dockside hotel oak bluffs
United StatesMassachusettsMartha's VineyardOak Bluffs
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