Deals on vacations and trips to Dukes County
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Edgartown
Vacations
Oak Bluffs
Vacations
Dukes County flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Wayfinder Newport
per person
Aug 5 - Aug 8
found 22 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Providence (PVD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A coffee shop, a lobby fireplace, and express check-out are also on offer.
Inn on Main
Save 100% on your flight
per person
Sep 7 - Sep 14
found 5 hours ago
Roundtrip flight included
Washington (IAD) to Hyannis (HYA)
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden, a snack bar/deli, and a library are also on offer.
Chapter House
Save 100% on your flight
per person
Sep 7 - Sep 14
found 5 hours ago
Roundtrip flight included
Washington (IAD) to Hyannis (HYA)
A bar/lounge and a terrace are featured at this inn, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.
Anchor In Distinctive Waterfront Lodging
Save 100% on your flight
per person
Sep 7 - Sep 14
found 5 hours ago
Roundtrip flight included
Washington (IAD) to Hyannis (HYA)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a snack bar/deli are also on offer.
Top Dukes County hotels deals
Vineyard Harbor Motel - Private Beach
60 Beach Road, Vineyard Haven, MA
This motel features a terrace, barbecue grills, and free self parking. A picnic area and luggage storage are also provided.
On private beach
Parking included
Summercamp
70 Lake Avenue, Oak Bluffs, MA
This hotel features free WiFi in public areas, concierge services, and self parking. A snack bar/deli and luggage storage are also provided.
Free WiFi
Air conditioning
Harbor View Hotel
131 N Water Street Marthas Vineyard, Edgartown, MA
This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Parking included
Faraway Martha's Vineyard
23 Kelly Street, Martha's Vineyard, Edgartown, MA
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Pool
Pet friendly
Mansion House Inn And Spa
9 Main Street, Vineyard Haven, MA
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Business travelers can take advantage of the business center. There's an indoor pool on site, and a rooftop terrace and a fireplace in the lobby are also provided.
Pool
Hot Tub
Edgar Hotel Martha's Vineyard, Ascend Hotel Collection
227 Upper Main St, Edgartown, MA
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Express check-out, luggage storage, and laundry facilities are also on offer.
Parking included
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions
Where to stay in Dukes County: Best areas for travelers
- Edgartown: Don't forget your camera — this destination is full of popular sights to check out, like Edgartown Lighthouse, Lighthouse Beach and South Beach. Why not stay a little longer and visit them all? Martha's Vineyard Museum, Manuel F Correlus State Forest and Edgartown Public Library are also a must for your itinerary. When you're tired from all that sightseeing, head for the Week Rental in Martha\'s Vineyard for Memorial day Week!, The Harborside Inn or the Martha\'s Vineyard Oceanside Resort! Dates July 15 - 22, Saturday - Saturday.
- Vineyard Haven: It'll be tough working out which of the many attractions to visit here first. Begin at Martha's Vineyard Museum, Martha's Vineyard Film Center and Long Point Beach. If you've still got time on your hands, head to Long Point Wildlife Refuge and Lambert's Cove Beach. Want to know where to get a superb night's sleep? The Mansion House Inn And Spa, the Guest House in Converted Barn and the Not Your Great Aunt\'s Island Cottage are our favorites.
- Oak Bluffs: With things to do galore, this is one place you shouldn't miss during your Dukes County trip. Make a beeline for top attractions like Oak Bluffs Harbor, Inkwell Beach and Cottage Museum. After a long day of exploring, stay someplace comfortable like the Newly Furnished, 1 Bedroom, Sleeps Four, 2.5 Baths, Walk 2 Town, Quiet, the Private Waterfront, Private Beach, Private 90\' Dock, Views Views Views or the Oak Bluffs - Great Family Rental - Walk to Beach, Town, Parks. Be sure to get a good night's rest — Oak Bluffs Town Beach, Flying Horses Carousel and Oak Bluffs Public Library are next up on your itinerary!
- Chilmark: This destination is a traveler's dream, with many things to do. Start your sightseeing at Aquinnah Cliffs. While you're in the mood to explore, visit Chilmark Chocolates and Lucy Vincent Beach too. When it's time to call it a day, you won't find anywhere more comfortable than the Spacious Chilmark Home With Lucy Vincent Beach Access, the Vintage 1920s House W/beach Path & Glorious Sunset Water Views or the Menemsha Harborside Cottage.
- Aquinnah: If you're trying to work out which hotel to add to your package, the Aquinnah at its Finest: 6 Bedroom Home in Beautiful Setting and the Sweeping Water Views of the Vineyard Sound and Shores of Menemsha are both great choices. Spend your nights at one of these and your days visiting exciting attractions, like Aquinnah Cliffs.
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