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Hotels in Oak Bluffs
3 Hotels
Oak Bluffs Inn
64 Circuit Ave.

The three-pearl Oak Bluffs Inn is a lovely bed-and-breakfast perched at the top of Circuit Avenue in the heart of Oak Bluff’s restaurants and shops. It’s only a five-minute walk to the beach and eight minutes on foot to the ferry departure at the marina. Guests receive a free breakfast, fresh baked cookies in the afternoon, and free snacks and drinks from the pantry 24/7. It’s a casual and friendly place with a wrap-around porch that’s great for people-watching. Its 10 rooms are clean and individually decorated with private bathrooms. But, some rooms are small with cramped bathrooms, and none have TVs. It’s fairly priced with free Wi-Fi and off-street parking, but the nearby, mid-range Pequot Hotel offers lower rates on most dates as well as free breakfast and TVs in most rooms.

Pequot Hotel
19 Pequot Ave

The mid-range, boutique Pequot Hotel offers excellent rates for a Martha's Vineyard property just one block from the beach. Its 32 rooms are clean and decorated in a beach-cottage style, but they vary significantly in size, layout, and amenities. Standard rooms can be quite small with cramped bathrooms, and some rooms have no TVs. Others include mini-fridges or even a furnished deck. The hotel's features emphasize its friendly and comfortable vibe, with a free breakfast, afternoon snacks, and a weekly wine-and-cheese reception with music. Free parking and free Wi-Fi enhance its value. Overall, it’s a good choice, which means it's frequently sold out. A good backup is the three-pearl Oak Bluffs Inn, but expect higher rates at this lovely 10-room bed-and-breakfast.