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Our Top Picks
Best Overall: The Harbor View Hotel – See Rates at TripAdvisor
"For a more modern look, you can book a stay in the grand Presidential Skyhouse, a new accommodation built during the renovation."
Best Budget: Dockside Inn – See Rates at TripAdvisor
"The motel-style property in Oak Bluffs has 22 rooms that all have updated interiors with modern furnishings in neutral colors."
Best Boutique: The Christopher – See Rates at TripAdvisor
"Bright hues abound, with punchy patterns that are anything but your grandmother’s old florals."
Best for Luxury: Hob Knob Luxury Boutique Hotel & Spa – See Rates at TripAdvisor
"Unlike many of the other small hotels in Edgartown, Hob Knob has a surprising number of amenities."
Best for Families: Winnetu Oceanside Resort – See Rates at TripAdvisor
"There’s no resort fee here, so guests have unfettered access to amenities like a wellness center with a spa, gym, and yoga classes."
Best for Romance: Lambert’s Cove Inn – See Rates at TripAdvisor
"It’s set in a farmhouse that dates back to 1790 and its 19th-century stable and barn, though its 15 rooms are quite minimalist and luxe."
Best for Nightlife: Kelley House – See Rates at TripAdvisor
"You’ll definitely find a proliferation of bars in Edgartown, which is where the Kelley House is located."
Best Beachfront Inn: Isabelle's Beach House – See Rates at TripAdvisor
"Isabelle’s is a true B&B, so guests are treated to a full flight of breakfast foods each morning."
Best for Wellness: Mansion House – See Rates at TripAdvisor
"Prepare for studios for fitness, yoga, and spin classes; a weight room; a heated indoor mineral-water lap pool, and spa."
Best Overall: The Harbor View Hotel
Constructed in 1861, the Harbor View Hotel has long presided over Martha’s Vineyard — in fact, it was the very first luxury hotel to be built on the island. Set on Water Street in Edgartown, the Harbor View does indeed offer a harbor view, also overlooking the Edgartown Lighthouse and Chappaquiddick Island.
In 2018 the hotel underwent a renovation that refreshed all 124 of the hotel’s rooms, which now feature traditional yet updated New England decor (think a coastal farmhouse style). For a more modern look, you can book a stay in the grand Presidential Skyhouse, a new accommodation built during the renovation.
The hotel is home to the island-to-table restaurant Bettini’s and the intimate Roxana bar, which also serves lunch and dinner, as well as a heated outdoor pool and a fitness center. Given the Harbor View’s location in the heart of Edgartown, plenty of additional dining and entertainment is within walking distance.
Best Budget: Dockside Inn
The Dockside Inn went up in 1989 and is not only one of the more modern places to stay on the island, but it’s also one of the most affordable. The motel-style property in Oak Bluffs has 22 rooms that all have updated interiors with modern furnishings in neutral colors.
If you can splurge a bit, ask for a harbor-view suite, which comes with a kitchenette plus a living area with a pull-out sofa. Being that this is Martha’s Vineyard, there are still luxury amenities even at the budget-friendly properties — there’s a Rolls-Royce courtesy car for guests’ needs, a virtual concierge on hand for assistance, a hot tub and sauna, and an outdoor shower with massage jets.
Guests also can borrow beach equipment for free. There’s no restaurant on-site, but there is a free snack bar with fresh pastries and cookies, coffee, and even ice cream. The hotel is within walking distance of all kinds of dining, shopping, and entertainment, too, not to mention the ferry terminal if you’d like to head to the mainland.
Best Boutique: The Christopher
Part of the Lark Hotels group of boutique properties in New England and California, The Christopher is a 15-room hotel in Edgartown, housed in a Victorian-era building. But the interiors are quite a departure from its classic exterior — bright hues abound, with punchy patterns that are anything but your grandmother’s old florals. In fact, the hotel calls the style “The Vineyard meets St. Barths.”
It’s a delightfully refreshing take on the subdued New England decor found at many of the other hotels in town. As a small property, there aren’t very many amenities here — there’s a courtyard with a fire pit, where guests are encouraged to gather in the evening (the hotel provides free mixers for a BYOB bar).
A fresh-made breakfast is also complimentary for guests and features dishes like farm eggs and bacon, yogurt and granola parfaits, and chocolate Nutella muffins. Guests also have all-hours access to coffee and tea.
Best for Luxury: Hob Knob Luxury Boutique Hotel & Spa
We’ll admit — the price tag on most hotels in Martha’s Vineyard during the high season is, well, sky-high. But luxury goes far beyond numbers, and we’re most impressed with boutique Hob Knob not only for its rooms and amenities but also for its service, too.
Hob Knob has 17 rooms set in a 19th-century Gothic Revival house on Edgartown’s Main Street, though it’s a short way down the road from the action. Each accommodation has a king bed (one room can be converted into two twins) with plush linens, an elegant bathroom with a soaking tub, and a classic New England decor scheme with works by local artists and antiques.
Some of the rooms are even pet-friendly! Unlike many of the other small hotels in Edgartown, Hob Knob has a surprising number of amenities, like a spa, a fitness room, a business center, and a full-service concierge who can organize off-site activities. Breakfast and afternoon tea are complimentary for guests and shouldn’t be missed.
Best for Families: Winnetu Oceanside Resort
For a resort experience that’s ideal for families, book a stay at the Winnetu Oceanside Resort, set on 11 waterfront acres adjacent to Edgartown’s South Beach. It’s not within walking distance of the main drag, though — to get into town, you can bike the three miles, take the hotel’s free shuttle, or take a water taxi.
But that’s perfectly all right, given that there’s plenty to entertain you and the kids right at the resort. There are more than 100 different accommodations at Winnetu, from standard hotel rooms with kitchenettes to quaint two-bedroom cottages to three-bedroom townhomes to massive private homes with modern architecture.
There’s no resort fee here, so guests have unfettered access to amenities like a wellness center with a spa, gym, and yoga classes; a tennis club; two heated outdoor pools; classic resort games like cornhole, life-size chess, and ping pong.
Best of all for families, there are complimentary day and night programs for kids, plus a kids’ corner at the Dunes restaurant, which is supervised by staff so adults can enjoy dinner alone.
Find more information about Winnetu Oceanside Resort here in our write-up on the hotel.
Best for Romance: Lambert’s Cove Inn
For couples who are really looking for a getaway, they’ll find that at the Lambert’s Cove Inn, an off-the-beaten-track lodging in West Tisbury, a rural community some five miles from Vineyard Haven. It’s set in a farmhouse that dates back to 1790 and though its 15 rooms are quite minimalist and luxe, you can expect all-white palettes, Frette linens, and Jonathan Adler bath products.
The inn sits on nearly eight acres and is home to a stellar farm-to-table restaurant, tennis courts, a small general store stelling gifts and snacks, a swimming pool and hot tub, and a herd of alpacas and a flock of hens (it is a farm, after all!).
There’s also a lounge with board games and a shuffleboard table, a fire pit with Adirondack chairs, a flower garden, and a lawn with yard games. A private beach is just a mile away, and staff can drive you there in a golf cart.
Best for Nightlife: Kelley House
You probably aren’t going to go to any raves in Martha’s Vineyard, as it has a more laid-back kind of nightlife scene. That said, you’ll definitely find a proliferation of bars in Edgartown, which is where the Kelley House is located. But that’s not actually why we’ve picked it for nightlife-seeking vacationers — the inn is home to Newes from America Pub, a watering hole that has been serving drinks and grub since 1742.
While the tavern might steal the majority of the thunder, don’t overlook the inn’s 42 spacious rooms and multi-bedroom suites outfitted with modern New England–style furnishings. Kelley House also has a pool, a second on-site bar, and a small market, plus a free fleet of bikes for guests to use around town. Had a long night?
Start your morning with free coffee and freshly baked muffins in the lobby, and continue with free iced tea and snacks in the afternoon, then milk and cookies before bed.
Best Beachfront Inn: Isabelle's Beach House
Despite being an island, Martha’s Vineyard isn’t home to many beachfront lodgings. The Winnetu is the closest thing you’ll get to a true beach hotel, but it’s a loud, busy resort, and many travelers to Martha’s Vineyard seek something a little quieter.
Enter Isabelle’s Beach House, a quaint inn that’s as close as you can get to the beach without being on it — it’s right across the street from Inkwell Beach in Oak Bluffs. As such, the property’s 12 guestrooms all feature touches of beach-inspired decor, like quilts with images of sea life or nautical-inspired wall hangings.
Isabelle’s is a true B&B, so guests are treated to breakfast each morning, which comprises muffins, hard-boiled eggs, homemade waffles, and fresh fruit, among other dishes. There are also freshly baked cookies handed out each afternoon with coffee or tea. Though there’s no restaurant here, guests can stroll into town to dine out each evening—the hosts are more than happy to offer recommendations and make reservations.
Best for Wellness: Mansion House
For the ultimate wellness getaway in Martha’s Vineyard, head to Mansion House, a hotel, spa, and health club in a Victorian building on Main Street in Vineyard Haven that’s been open since the 1700s.
There are 48 guestrooms, some of which feature working fireplaces, soaking tubs, and private balconies with water views — if you book a stay in one of these, you’ll have free access to the fitness center and the pool. But the facilities are available to the public with the purchase of a membership or day pass, so there might be a crowd.
It’s not hard to see why, as the health club facilities are extensive, including a cardio and circuit room; studios for fitness, yoga, and spin classes; a weight room; a heated indoor mineral-water lap pool; and a sauna, steam room, and whirlpool. Private trainers are on hand for personal sessions, too.
Then, of course, there’s the spa, which offers massages, facials, body treatments, and salon services like blowouts, waxing, and manicures. Though not formally part of the hotel, there’s a Chinese restaurant off the lobby, with plenty of other dining options nearby.