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.
This article appears in July 2020.