A row of colorful, historic houses with a central path.

Oak Bluffs Hotel Guide - Beach Hotels in Oak Bluffs, Massachusetts

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Check availability on Oak Bluffs Beach Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Oak Bluffs beach hotels

1. Summercamp

Summercamp
Oak Bluffs
  • Discover seaside serenity just steps from Oak Bluffs Town Beach, where coastal comfort meets island charm and stunning harbour sunset views.
€310
includes taxes & fees
23 Sept - 24 Sept
Summercamp

2. Pequot Hotel

Pequot Hotel
Oak Bluffs
  • Bask in the coastal charm of this Oak Bluffs retreat, just steps from Inkwell Beach, where beachside bliss meets small-town walkability.
€257
includes taxes & fees
20 Sept - 21 Sept
Pequot Hotel

3. MV Surfside Hotel

MV Surfside Hotel
Oak Bluffs
  • Relax near Inkwell Beach with loungers and umbrellas, offering a peaceful seaside retreat.
€276
includes taxes & fees
1 Sept - 2 Sept
MV Surfside Hotel

4. Morgan Hotel

Morgan Hotel
Oak Bluffs
€297
includes taxes & fees
9 Sept - 10 Sept
Morgan Hotel

5. Make Lasting Memories In This Adorable Vineyard Cottage!

Make Lasting Memories In This Adorable Vineyard Cottage!
Oak Bluffs
€444
includes taxes & fees
2 Sept - 3 Sept
Make Lasting Memories In This Adorable Vineyard Cottage!

6. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
€454
includes taxes & fees
10 Sept - 11 Sept
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

7. Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
€802
includes taxes & fees
24 Sept - 25 Sept
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

8. Lovely two bedroom apartment with indoor fireplace

Lovely two bedroom apartment with indoor fireplace
Oak Bluffs
€655
includes taxes & fees
7 Sept - 8 Sept
Lovely two bedroom apartment with indoor fireplace

9. Brand New Guest house

Brand New Guest house
Oak Bluffs
€866
includes taxes & fees
7 Sept - 8 Sept
Brand New Guest house

10. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
€1,212
includes taxes & fees
7 Sept - 8 Sept
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
View all properties

Choose what matters most at beach hotels in Oak Bluffs

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Oak Bluffs Hotel Reviews

Inn on the Square

Inn on the Square

8/10 Good
"The only reason I didn't give it a 5 Star was the surprise that the second floor of the other building did not have an elevator. Seniors here with heavy bags struggled. Walkable to town."
Donald 1-night trip
Posted 16 hours ago
Inn on the Square
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Happy to stay there and I will be back again"
Anna Kanichada 1-night trip
Posted 1 day ago
Sea Crest Beach Resort
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"The room was excellent! It was very clean and well maintained. The staff was friendly and extremely helpful considering we arrived very late in the evening."
Mitzi 1-night trip
Posted 5 days ago
Iris Hotel Cape Cod
Faraway Martha's Vineyard

Faraway Martha's Vineyard

8/10 Good
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂"
Fred 1-night trip
Posted 6 days ago
Faraway Martha's Vineyard

Frequently asked questions

What is Oak Bluffs like for travellers who love the beach?
Known for its beaches and shopping, Oak Bluffs has a lot to offer the traveller dreaming of a beach holiday.
What's the best accommodation option for a beach holiday in Oak Bluffs?
Summercamp is a top beach hotel offering free WiFi and a snack bar, located within a short 6-minute walk of Oak Bluffs Town Beach .
When's the best time for a beach holiday in Oak Bluffs?
You can plan your beach trip with this snapshot of weather throughout the year in Oak Bluffs: The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Oak Bluffs is 1192 mm.
What is there to see and do around Oak Bluffs?
After checking into your accommodation of choice, you'll probably want to venture out and explore. If you're excited to scope out the beaches, spend a relaxing day by the water at Oak Bluffs Town Beach or Inkwell Beach. Discover the area's wineries and shopping, and make time for local attractions such as Circuit Avenue and Oak Bluffs Harbor. Other things to see and do in the area are Oak Bluffs Ferry Terminal and Oak Bluffs Fishing Pier.
What's the best way to get to my beach hotel in Oak Bluffs?
This travel information can help you get to and around your beach accommodation in Oak Bluffs with ease. The closest major airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 5.2 mi (8.3 km) from the city centre. You can travel on a ferry across the water to see more of the region.