4/5 - Good
Oak Bluffs is not as upscale as Edgartown, but has many very good restaurants and bars, a few nice stores, and a nice atmosphere. If you want more upscale, go to Edgartown. If you want more down to earth, Oak Bluffs is the choice for me.

Great location in Oak Bluffs - near a shuttle shop, lots of great shopping & restaurants. Room was nice size and room service was daily.
Reviewed on 15 November 2025

Great little hotel. All communication is done via texting. There is no one on site at this hotel. However it’s a great little hotel near restaurants and bars.
Reviewed on 3 November 2025

The place was exactly as listed. It is an older house but very clean conditions. I just think they need to supply it better you definitely need a car. There was no coffee or anything in the house. You have to bring everything.
Reviewed on 16 September 2025

The place was exactly as listed. It is an older house but very clean conditions. I just think they need to supply it better you definitely need a car. There was no coffee or anything in the house. You have to bring everything.
Reviewed on 16 September 2025

This home is truly that, a welcoming escape nestled in the woods. It’s elevated beach-style furnishings feel hand-picked. We traveled with a 14 month old — the house had high-quality baby must haves, pack and play and high chair. We had the pleasure of a responsive host and caretaker. Close to trails, ...
Reviewed on 20 August 2022

Property was overall very good with plenty of space for the family. My one issue was the condition of the toilet seats. The white paint was rubbed off of almost all the toilets, exposing the pressboard underneath. This is extremely unhygenic and my family had to buy toilet covers just to use the ...
Reviewed on 21 September 2025

You can find out about the history of East Chop with a visit to East Chop Light. Stroll along the area's seaside, or simply savor its wineries.
If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.
Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
If a restful vacation is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.
During your trip to Oak Bluffs, you can search for that perfect souvenir at Circuit Avenue. Wander the beaches and waterfront in this relaxing area.
Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Ferry Terminal. Stroll along this relaxing area's beaches, or simply enjoy its wineries.
Oak Bluffs is not as upscale as Edgartown, but has many very good restaurants and bars, a few nice stores, and a nice atmosphere. If you want more upscale, go to Edgartown. If you want more down to earth, Oak Bluffs is the choice for me.
Awesome!
Great restaurants.
always eat at the Sand Bar and Nancy's. Frozen drinks from Donovan's Reef!
We come each year for the Grand Illumination and it never disappoints. This year we were very pleased with the close proximity to the ferry, Circuit Ave. & cottages.
There are more restaurants, shops, and ice cream options than you could possibly utilize on any given day. Everything is within walking distance including the beach and bike rentals.
