Best Budget-Friendly Lodging: 
Edgartown Commons

20 Pease’s Point Way North, 
Edgartown, 
508-627-4671, 
edgartowncommons.com

Runner-up: 
The Surfside Hotel

7 Oak Bluffs Avenue, 
Oak Bluffs, 508-693-2500, 
mvsurfside.com

Don’t look for frills at Edgartown Commons. Instead expect a prime location just outside downtown, a pool and playground, and kitchens in all thirty-five units. Pet-friendly Surfside is located in the heart 
of Oak Bluffs.

Best Family-Friendly Lodging: 
Winnetu Oceanside Resort

31 Dunes Road, 
Edgartown, 508-627-4747, winnetu.com

Runner-up: 
Lambert’s Cove Inn

90 Manaquayak Road, 
West Tisbury, 
800-535-0272, 
lambertscoveinn.com

Happy kids make for happy parents. With Winnetu’s complimentary children’s day program (think: face painting and beach trips), kiddie pool, and antique fire truck rides, the whole family will be smiling. Lambert’s Cove has yard games, a pool, and four alpacas to befriend.

Best Hotel, 
General Excellence: 
Harbor View Hotel

131 North Water Street,  Edgartown, 
508-627-7000, 
harborviewhotel.com

Runner-up: 
Lambert’s Cove Inn

90 Manaquayak Road, 
West Tisbury, 
800-535-0272, 
lambertscoveinn.com

Fresh off a renovation and redesign, the grande dame of Vineyard hotels has never looked better, with updated rooms and a new restaurant. The view of the Edgartown Lighthouse remains unchanged. Another recently renovated property, Lambert’s Cove Inn has farmhouse charm, fine dining, and modern comforts.

Best Romantic 
Getaway: 
Lambert’s Cove Inn

90 Manaquayak Road, 
West Tisbury, 
800-535-0272, 
lambertscoveinn.com

Runner-up: 
Harbor View Hotel

131 North Water Street, 
Edgartown, 508-627-7000, 
harborviewhotel.com

An acclaimed restaurant in an old farmhouse, a fire pit made for stargazing, plush rooms, and an English garden will have you falling in love at Lambert’s Cove. Harbor View Hotel offers private cottages and fabulous water views.