Chappaquiddick Island Vacation Packages 2025/2026 from $824

Chappaquiddick Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Chapter House

Save 100% on your flight

per person

Aug 29 - Sep 2

found 4 hours ago

Roundtrip flight included

Dallas (DFW) 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

Aug 29 - Sep 2

found 4 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Inn on Main

Save 100% on your flight

per person

Aug 29 - Sep 2

found 4 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Morgan Hotel

Save 100% on your flight

per person

Jul 26 - Jul 29

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Vineyard Haven (MVY)

This hotel features free WiFi in public areas, luggage storage, and concierge services.

Doubletree by Hilton Cape Cod - Hyannis

Save 100% on your flight

per person

Aug 3 - Aug 9

found 1 day ago

Roundtrip flight included

New York (JFK) to Hyannis (HYA)

This hotel features 2 restaurants, an indoor pool, and a gym. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. You'll appreciate the sauna, bar/lounge, and laundry facilities.

Top Chappaquiddick Island hotels deals

Sea Crest Beach Resort

350 Quaker Rd, North Falmouth, MA

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A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the picnic area.

On private beach

Pool

Summercamp

70 Lake Avenue, Oak Bluffs, MA

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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

The Beachside

30 North Beach Street, Nantucket, MA

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This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a picnic area are also on offer.

Pool

Pet friendly

Hyannis Harbor Hotel

213 Ocean St, Hyannis, MA

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This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.

Pool

Free WiFi

Hyannis Travel Inn

18 North St, Hyannis, MA

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This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public areas, a terrace, and express check-out are also on offer.

Pool

Hot Tub

Inn on the Square

40 North Main Street, Falmouth, MA

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A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. A garden and a safe deposit box are also provided.

Pool

Free WiFi

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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.

Popular places to visit

Cape Poge Lighthouse

Find out about the history of Edgartown when you spend time at Cape Poge Lighthouse. Wander the beautiful beaches and waterfront in the area.

Chappaquidick Dike Bridge

Find out about the history of Edgartown when you spend time at Chappaquidick Dike Bridge. Check out the wineries or charming coffeehouses in this walkable area.

Mytoi Garden

Explore the great outdoors at Mytoi Garden, a lovely green space in Edgartown. Check out the wineries or charming coffeehouses in this walkable area.

Frequently asked questions

How much are vacation packages to Chappaquiddick Island?

Travelocity has flight and hotel packages from an incredible $824. With such huge savings, you'll be exploring all of Chappaquiddick Island in a flash.

Where can I get the best vacation package deals for Chappaquiddick Island?

Travelocity has all you need to score an awesome Chappaquiddick Island package deal. Take your pick of 400 partner airlines and 1,000,000 properties all over the globe and craft a vacation package that suits your style. With so many options at hand, you have inspiration galore for your next big adventure.

Why should I purchase my Chappaquiddick Island vacation bundle with Travelocity?

Whether you're in search of the ultimate unplugged getaway or after the fun and excitement of the big city, booking everything with Travelocity saves you time, hassle and money. No need to comb through hundreds of different websites to find the best deal --- our Price Match Guarantee ensures you'll always score the lowest possible price, and our professional customer service experts are available 24/7.

Can I save money on my Chappaquiddick Island car rental if I combine it with hotels and flights?

You sure can with our Chappaquiddick Island vacation packages. With one of these, there are loads of ways to make your hard-earned cash go further. Combine any two or more car, hotel, flight and tour bookings and see the savings start to pile up. With your own set of wheels, all the landmarks around Chappaquiddick Island are within reach.