Luxury Hotels in Oak Bluffs

We've selected 16 of the Best Luxury hotels in Oak Bluffs for your 2026 vacation!

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Best luxury hotels in Oak Bluffs

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9.9
Excellent
34 Reviews

From

210$/night

Captain Simeon Potter House

37 Marsh Street

Located nearly a 5-minute walk from Cardines Field, the comfortable Captain Simeon Potter House Newport hotel gives easy access to various tourist attractions. This 4-star hotel features barbecue and a golf course, and the rooms overlook the sea.

Canoeing and fishing may be organised by this accommodation for guests.

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8.6
Excellent
102 Reviews

From

69$/night

Uncommoner Hotel By Reverie Boutique Collection

135 Main Street

The smoke-free Uncommoner Hotel By Reverie Boutique Collection West Yarmouth, located about 25 minutes' walk from John F Kennedy Memorial, offers a seasonal outdoor swimming pool, Wi-Fi in public areas.

This West Yarmouth hotel has a shared lounge and a golf course on the premises. You can also enjoy cycling and table tennis at the Uncommoner Hotel By Reverie Boutique Collection West Yarmouth.

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9.2
Excellent
140 Reviews

From

377$/night

Shepherd'S Run

4780 Tower Hill Road

The 4-star smoke-free Shepherd'S Run South Kingstown hotel has 26 rooms and is located nearly a 25-minute walk from The Towers. The comfortable hotel features a heated pool, a fitness centre and Wi-Fi in public areas.

This South Kingstown hotel provides guests with yoga classes, as well as access to a spa salon. The property provides a variety of treatment options such as facials and facial treatments along with a steam room and a Jacuzzi.

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Pet-friendly luxury hotels in Oak Bluffs

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8.9
Excellent
499 Reviews

From

301$/night

Wyndham Newport Hotel

240 Aquidneck Ave

Situated a mere 1.1 km from Atlantic Beach, the world-class Wyndham Newport Hotel Middletown welcomes guests with a restaurant. While staying approximately 10 minutes' drive from the Gilded Age Breakers Mansion, guests can benefit from spa therapy, a shared lounge, and hiking trails.

Such leisure options as a swimming pool, a fitness studio will ensure a more relaxing stay. Guests can enjoy various activities on the premises, including tennis and golf.

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9.1
Excellent
94 Reviews

From

249$/night

Greydon House

17 Broad Street

The 4-star smoke-free Greydon House Hotel Nantucket is just 0.7 km from Greater Light, featuring a shared lounge and a library.

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8.9
Excellent
235 Reviews

From

275$/night

Gilded

21-23 Brinley Street

Featuring a shared lounge, the 4-star Gilded Hotel Newport is located nearly 5 minutes on foot from the historic 1763 Touro Synagogue. Area attractions, including the historic Trinity Church, are located right near this Newport hotel.

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9.5
Excellent
92 Reviews

From

695$/night

The Cottages At Nantucket Boat Basin

24 Old South Wharf

Located around a 10-minute walk from Nantucket Historical Association Research Library, the 4-star The Cottages At Nantucket Boat Basin hotel includes 31 rooms. Wi-Fi is included in public areas.

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9.7
Excellent
63 Reviews

From

864$/night

Hob Knob

128 Main Street

Featuring a gift shop, Hob Knob Hotel Edgartown lies just a 9-minute walk from Edgartown Lighthouse. The hotel offers luxurious rooms complemented by dry cleaning, housekeeping, and ironing service.

This hotel includes spa therapy and a golf course on site. Guests can take advantage of a state-of-the-art Fitness Centre, which offers fitness classes to help them stay in shape.

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7.9
Very good
834 Reviews

From

82$/night

Pilgrim Sands On Long Beach

150 Warren Avenue

Offering a heated swimming pool, Pilgrim Sands On Long Beach Plymouth hotel is nestled in a historical district, 10 minutes' drive from Burial Hill Cemetery. Parking is available on site at this hotel.

Beach facilities at the beachfront property include towels. Guests will take advantage of snorkelling and fishing available for an active pastime.

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9.8
Excellent
16 Reviews

From

520$/night

The Wauwinet Nantucket

120 Wauwinet Road

The tranquil The Wauwinet Nantucket Hotel, located nearly 5 minutes' walk from Coskata-Coatue Wildlife Refuge Gatehouse, is proud to feature two beaches. Discover the perfect combination of air-conditioned rooms and dry cleaning and housekeeping service at the 5-star hotel.

Take part in diverse sports — kayaking, sailing, and boating and others.

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8.4
Very good
60 Reviews

From

135$/night

Heritage House Inn On Cape Cod, An Ascend Collection Hotel

540 Old Colony Road

Heritage House Inn On Cape Cod, An Ascend Collection Hotel Hyannis offers guests access to Hyannis Port, which is 3 km away. The inn features Wi-Fi in the rooms.

Guests can relax in an indoor swimming pool.

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8.8
Excellent
190 Reviews

From

319$/night

Autocamp Cape Cod

836 Palmer Ave

The comfortable 4-star Autocamp Cape Cod Hotel Falmouth is situated about a 10-minute drive from Miles Pond and features a sun deck, a picnic area, and a golf course.

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9.3
Excellent
41 Reviews

From

524$/night

Pleasant Bay Village Resort

1191 Orleans Road

Located 4.5 km from the historic Chatham's Godfrey Windmill, the 4-star Pleasant Bay Village Resort Chatham is just a 5-minute walk from Caleb Nickerson House. Boasting access to Chatham Village Market, 3.3 km away, this resort includes a patio, a play area, and a ping - pong table providing guests with bright rooms.

A hot tub near an outdoor swimming pool are provided for an enjoyable stay.

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9.3
Excellent
76 Reviews

From

803$/night

White Elephant Hotel

50 Easton Street.

White Elephant Hotel Nantucket, located just a 7-minute walk from the island-history Whaling Museum, features a play area and spa services. This 5-star hotel, located steps away from the waterfront park "Children's Beach", features a gift shop and a restaurant.

For a truly relaxing stay, body wraps, body treatments, and facials along with a heated pool are provided on the premises. At White Elephant Hotel, guests can enjoy fitness classes in a fitness centre.

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9.2
Excellent
66 Reviews

From

687$/night

Harbor View Hotel

131 North Water Street

Featuring an unbeatable location, Harbor View Hotel Edgartown offers views of the pool, and is 10 minutes' walk from Rosewater Market. Situated a stone's throw from Edgartown Lighthouse, this hotel boasts air-conditioned rooms along with a sunbathing terrace and a shared lounge available onsite.

The smoke-free Harbor View Hotel offers free access to a fitness centre and yoga classes. This accommodation features an outdoor heated swimming pool as well as yoga instruction and a jogging trail. The hotel provides mountain biking, jogging, and sailing for an active pastime.

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8.6
Excellent
124 Reviews

From

314$/night

Dan'L Webster Inn And Spa

149 Main Street

Located 4.3 km from East Sandwich Beach in Sandwich, Dan'L Webster Inn And Spa Sandwich offers a treatment room and a Jacuzzi. Boasting a location in close proximity to Sandwich Glass Museum, the hotel features 34 rooms as well as a restaurant and a gift shop.

This property aslo includes an outdoor swimming pool with a hot tub. Guests are welcome to unwind with a head massage, a couples' massage, and a facial massage, and visit a spa and wellness centre on site.

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Location

Oak Bluffs, Massachusetts, United States, 02840

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