Popponesset Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Popponesset Island Vacation

Lock in a Popponesset Island vacation package and get ready to experience this exciting city the easy way. Consider spending some time in the neighborhood of Mashpee Neck, which is great for walking and views. Fill your schedule with visits to Mashpee Commons, Popponesset Beach and Cape Cod Childrens Museum, some of the things you really should see during your trip to Popponesset Island. Expedia can help you escape the everyday. Tailor your vacation to Popponesset Island to suit your travel style, whatever that may be!

Top Popponesset Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

Dorchester
CA $598
per person
Nov 20 - Nov 22
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $1,222
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,011 reviews)
The Whitney Hotel

The Whitney Hotel

Beacon Hill
CA $992
per person
Nov 6 - Nov 9
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (609 reviews)
Sands by the Sea Motel

Sands by the Sea Motel

CA $886
per person
Oct 9 - Oct 14
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.2/10 Very good! (346 reviews)
The Newbury Boston

The Newbury Boston

Back Bay
CA $4,671
per person
Oct 10 - Oct 17
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (713 reviews)

Ready to book your vacation to Popponesset Island?

Choose your dates

Popponesset Island Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
CA $234
CA $347 total
Sep 20 - Sep 21
includes taxes & fees
Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
CA $224
CA $273 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (1,590 reviews)
"Great time. Will be back!"

Reviewed on Sep 1, 2026

Bayside Resort Hotel
Sea Crest Beach Resort

Sea Crest Beach Resort

350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
CA $405
CA $543 total
Sep 20 - Sep 21
includes taxes & fees
7.6/10 Good! (475 reviews)
"everything was great. The beach is beautiful. The room was beautiful all the amenities and everybody was so friendly and nice. I had read some of the reviews that were a little negative, but I thought it was Fabulous"

Reviewed on Aug 31, 2026

Sea Crest Beach Resort
See all 5,530 properties in Popponesset 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.

What to do in Popponesset Island

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $21
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Ziplining and Climbing at The Adventure Park on Cape Cod

Ziplining and Climbing at The Adventure Park on Cape Cod

CA $87
per adult
Ziplining and Climbing at The Adventure Park on Cape Cod
Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour

CA $35
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
See all activities in Popponesset Island

Frequently asked questions

How much does a Popponesset Island vacation package cost?
You can pick up a vacation package to this top destination from CA $598 on Expedia. But how much your vacation to Popponesset Island costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Popponesset Island?
You can typically find lower rates and greater availability in January, February and March. Explore our cheap Popponesset Island vacation packages and you could get some great off-season deals.
How many days is enough for Popponesset Island?
Usually, a handful of days is enough to visit the top attractions during your Popponesset Island vacation. However, if you want to have some time to kick back or go on day trips, consider extending your trip.
How to find the best Popponesset Island package deals?
Begin your search for a Popponesset Island package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Popponesset Island package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Popponesset Island adventure off to a flying start.
Is it cheaper to book a Popponesset Island vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a customized Popponesset Island vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Popponesset Island?
If you have your Popponesset Island travel dates finalized, book as early as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Popponesset Island?
  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Popponesset Island.
  2. Set your budget: Factor in costs such as food, flights and transportation when working out how much to put aside for your trip to Popponesset Island. Then, select a hotel that suits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Popponesset Island. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Popponesset Island vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.