Chappaquiddick Island Vacation Packages 2026 from $534

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The Latest Chappaquiddick Island vacation packages

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

The Franklin Hotel Martha's Vineyard

$534

per person

Oct 29 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Vineyard Haven (MVY)

9/10 Wonderful! (203 reviews)

Great place to stay. Very nice and private room. We stayed in room 19 and it had a private patio with a kitchenette in our room. Place was easy to find and had plenty of parking. Would recommend again

Reviewed on Aug 25, 2026

Wequassett Resort and Golf Club

Save 100% on your flight

$3,878

per person

Oct 4 - Oct 10

found 24 hours ago

Roundtrip flight included

New York (NYC) to Hyannis (HYA)

9.4/10 Exceptional! (267 reviews)

Faraway Martha's Vineyard

$584

per person

Oct 29 - Oct 31

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Vineyard Haven (MVY)

9/10 Wonderful! (1,001 reviews)

I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂

Reviewed on Aug 20, 2026

Inn on Main

$636

per person

Nov 6 - Nov 8

found 3 hours ago

Roundtrip flight included

New York (NYC) to Hyannis (HYA)

10/10 Exceptional! (79 reviews)

Very accommodating hosts , Dave & Ruta. Delicious 2 course breakfast.Room was clean, very comfortable and great amenities. Hosts were very helpful regarding dining and touring ideas. Highly recommend

Reviewed on Aug 8, 2026

The Villa Callo Inn

$1,025

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Hyannis (HYA)

9.8/10 Exceptional! (6 reviews)

Really enjoyed our stay. Staff went above and beyond, breakfast was top notch and the Location was great.

Reviewed on Aug 11, 2026

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What to do in Chappaquiddick Island

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

$50

per adult

All New Shared Jaws tour Budget Friendly

$130

per adult

Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

$50

per traveler

See all activities in Chappaquiddick Island

Chappaquiddick Island Hotel Deals

Iris Hotel Cape Cod

291 Jones Rd Falmouth MA

Fully refundableReserve now, pay when you stay

$136 nightly

$156 total

Sep 7 - Sep 8

Total with taxes and fees

8.4/10 Very Good! (355 reviews)

"Pool was closed, which wasn't communicated to us before we arrived. This was disapointing given that our stay was during the peak summer period. Rooms were well decorated but extremely humid and sticky, even with the cooling on."

Reviewed on Aug 24, 2026

Sea Crest Beach Resort

350 Quaker Rd North Falmouth MA

$326 nightly

$373 total

Sep 20 - Sep 21

Total with taxes and fees

7.8/10 Good! (457 reviews)

"Happy to stay there and I will be back again"

Reviewed on Aug 25, 2026

Falmouth Inn

824 Main Street Falmouth MA

Fully refundableReserve now, pay when you stay

$143 nightly

$161 total

Sep 10 - Sep 11

Total with taxes and fees

See all 3,401 properties in Chappaquiddick Island

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.