Best Budget-Friendly Lodging: Edgartown Commons

20 Peases Point Way North, Edgartown, 508-627-4671, edgartowncommons.com

Runner-up: Island Inn

30 Island Inn Road, Oak Bluffs, 508-693-2002, islandinn.com

The words “budget friendly” aren’t synonymous with the Vineyard, which makes it all the more remarkable that Edgartown Commons offers attractive, wallet-friendly lodging with an on-site pool within walking distance of downtown Edgartown. The Island Inn’s apartment-style accommodations are located a short drive or bike ride from Circuit Avenue.

Best Family-Friendly Lodging: Harbor View Hotel

131 North Water Street, Edgartown, 844-248-1167, harborviewhotel.com

Runner-up: Dockside Inn

9 Circuit Avenue Extension, Oak Bluffs, 508-693-2966, vineyardinns.com

The Harbor View Hotel, situated right in front of the Edgartown Lighthouse, is only a short stroller walk away from some of the best restaurants on Martha’s Vineyard. Take a drive to the beach, or enjoy the on-site pool. The Dockside Inn is long favored for its friendly staff and complimentary ice cream.

Best Hotel, General Excellence: Harbor View Hotel

131 North Water Street, Edgartown, 844-248-1167, harborviewhotel.com

Runner-up: The Charlotte Inn

27 South Summer Street, Edgartown, 508-627-4751, thecharlotteinn.com

The Harbor View is celebrating 130 years of accommodating guests at its grand hotel. With stunning water views, on-site dining, and complimentary bikes to explore downtown Edgartown, it’s no wonder it’s a perennial favorite. Also in Edgartown, the Charlotte Inn highlights old-world luxury and ambiance.

Best Romantic Getaway: The Charlotte Inn

27 South Summer Street, Edgartown, 508-627-4751, thecharlotteinn.com

Runner-up: Harbor View Hotel

131 North Water Street, Edgartown, 844-248-1167, harborviewhotel.com

Guests at the stately Charlotte Inn are transported to a bygone era, complete with Edwardian furnishings and impeccably manicured gardens. The service is top notch too. The Harbor View boasts porch views of the Edgartown Lighthouse and Chappaquiddick.