Chappaquiddick Island Vacation Packages 2026 from $669

Chappaquiddick Island flight + hotel vacation packages

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

Courtyard Resort

$669

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Hyannis (HYA)

This hotel features an indoor pool and a hot tub. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a garden, and a picnic area are also offered.

Inn on Main

$1,024

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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 garden, a snack bar/deli, and a library are also on offer.

Hyannis Plaza Hotel

$715

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Hyannis (HYA)

An outdoor pool is featured at this hotel, along with free self parking. There's a garden and multilingual staff can provide around-the-clock assistance.

The Christopher, The Edgartown Collection

$1,509

per person

Oct 20 - Oct 23

found 23 hours ago

Roundtrip flight included

Denver (DEN) to Vineyard Haven (MVY)

Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Enjoy the free self-serve breakfast each morning. A communal living room and express check-out are also provided.

Harbor View Hotel

$1,519

per person

Oct 20 - Oct 23

found 23 hours ago

Roundtrip flight included

Denver (DEN) to Vineyard Haven (MVY)

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 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

$255 nightly

$292 total

Oct 4 - Oct 5

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

Falmouth Inn

824 Main Street Falmouth MA

Free Cancellation

Reserve now, pay when you stay

$158 nightly

$178 total

Sep 13 - Sep 14

Total with taxes and fees

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. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Iris Hotel Cape Cod

291 Jones Rd Falmouth MA

Free Cancellation

Reserve now, pay when you stay

$165 nightly

$188 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

Hyannis Harbor Hotel

213 Ocean St Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$250 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Pool

Hot Tub

Summercamp

70 Lake Avenue Oak Bluffs MA

$189 nightly

$211 total

Oct 7 - Oct 8

Total with taxes and fees

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

$319 nightly

$356 total

Oct 4 - Oct 5

Total with taxes and fees

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

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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 $669. 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.