Chappaquiddick Island Vacation Packages 2026 from $1,398

Chappaquiddick Island flight + hotel vacation packages

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

Anchor In Distinctive Waterfront Lodging

$1,398

per person

Dec 24 - Dec 30

found 1 day ago

Roundtrip flight included

Columbus (CMH) to Hyannis (HYA)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.

Vineyard Harbor Motel - Private Beach

$1,561

per person

Dec 24 - Dec 30

found 1 day ago

Roundtrip flight included

Columbus (CMH) to Vineyard Haven (MVY)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and luggage storage are also on offer.

Inn on Main

$1,429

per person

Dec 4 - Dec 6

found 9 hours ago

Roundtrip non-stop flight included

New York (JFK) to Hyannis (HYA)

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free cooked-to-order breakfast each morning. A snack bar/deli and a library are also provided.

Margaritaville Resort Cape Cod

$1,969

per person

Dec 24 - Dec 30

found 1 day ago

Roundtrip flight included

Columbus (CMH) to Hyannis (HYA)

This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.

Harbor View Hotel

$1,925

per person

Dec 24 - Dec 30

found 1 day ago

Roundtrip flight included

Columbus (CMH) to Vineyard Haven (MVY)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and free valet parking. Enjoy the seasonal outdoor pool and perks like free self parking.

Top Chappaquiddick Island hotels deals

Sea Crest Beach Resort

350 Quaker Rd North Falmouth MA

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$193 total

Nov 17 - Nov 18

Total with taxes and fees

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

Inn on the Square

40 North Main Street Falmouth MA

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$174 total

Nov 25 - Nov 26

Total with taxes and fees

A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. A garden is provided and the front desk is staffed around-the-clock.

Pool

Free WiFi

Hyannis Travel Inn

18 North St Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$100 total

Nov 8 - Nov 9

Total with taxes and fees

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

Summercamp

70 Lake Avenue Oak Bluffs MA

Get rates

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

Admiralty Inn & Suites - a Red Collection Hotel

51 Teaticket Highway East Falmouth MA

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$141 total

Dec 1 - Dec 2

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA

$187 nightly

$208 total

Nov 16 - Nov 17

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and luggage storage are also on offer.

On private beach

Parking included

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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.

Frequently asked questions

How much are vacation packages to Chappaquiddick Island?

Travelocity has flight and hotel packages from an incredible $1,398. 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.