Summersea 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
Price found within the past 48 hours. Click for updated prices.
  • Breakfast meal
    Aug 2 - Aug 7

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    5 nights
    3.5 star property
    9.2/10 - Wonderful (185 reviews)
    "."
    Reviewed October 16, 2025
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,001
    CA $1,245
    per traveller
    found 1 day ago
    By the Sea Guests Bed & Breakfast & Suites
  • Standard Room, 1 Queen Bed
    Jul 25 - Jul 31

    Hotel Ivy Boston Common + Flight

    Bay Village
    6 nights
    2.5 star property
    8.4/10 - Very good (1,455 reviews)
    "For the money, can non go wrong with this choice"
    Reviewed May 23, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $2,580
    CA $1,535
    per traveller
    found 1 day ago
    Hotel Ivy Boston Common
  • Lobby
    Aug 2 - Aug 7

    Nantucket Inn + Flight

    Nantucket
    5 nights
    3.5 star property
    9.2/10 - Wonderful (690 reviews)
    "The shuttle goes downtown so often and the staff is amazing"
    Reviewed May 22, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $3,751
    CA $2,298
    per traveller
    found 1 day ago
    Nantucket Inn
  • Oceanfront Efficiency, 1 King Bed
    Aug 2 - Aug 7

    Chatham Tides + Flight

    South Chatham
    5 nights
    2.5 star property
    9.4/10 - Exceptional (694 reviews)
    "Beautiful place with a great view and a very peaceful atmosphere. The hotel is old and rustic, but that’s also part of its charm. If you’re looking for an authentic seaside style experience, it’s warm and cozy and fits the vibe perfectly. However, the beach right in front of the hotel is probably the dirtiest in the area. There were many dead marine animal and seaweeds remains along the shore and which made it unpleasant to walk on or fully enjoy. For nicer beaches, expect about a 20-minute..."
    Reviewed May 21, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $3,491
    CA $2,265
    per traveller
    found 1 day ago
    Chatham Tides
  • Miscellaneous
    Jul 8 - Jul 12

    Raffles Boston + Flight

    Back Bay
    4 nights
    5.0 star property
    9.6/10 - Exceptional (264 reviews)
    "didn't meet expectation"
    Reviewed May 18, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $4,357
    CA $2,892
    per traveller
    found 1 day ago
    Raffles Boston

Where to stay in Summersea

Find the best Summersea areas and neighborhoods for the activities you enjoy most. Learn more about Summersea
The Milky Way over Stage Harbor Lighthouse in Chatham, Massachusetts

New Seabury

1 out of top 10 points of interest in this area

Travelers like the museums in New Seabury, and South Cape Beach State Park is a top attraction you might want to visit.

Find hotels in New Seabury

Summersea Hotel Deals

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from May 31 to Jun 1
CA $234
CA $347 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (580 reviews)
"Gorgeous hotel, very clean and welcoming. We had a wonderful stay, staff was very kind."

Reviewed on May 13, 2026

Margaritaville Resort Cape Cod
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from May 26 to May 27
CA $180
CA $206 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (233 reviews)
"Girl at front desk was very nice. Also she was extremely attentive!!! Love to come back again"

Reviewed on May 22, 2026

Iris Hotel Cape Cod
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

3 out of 5
867 Iyannough Road Hyannis MA
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from May 31 to Jun 1
CA $234
CA $267 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (705 reviews)
"Nice"

Reviewed on May 22, 2026

Fairfield Inn & Suites by Marriott Cape Cod Hyannis
See all 5,352 properties in Summersea
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Summersea vacation package cost?
From as little as . Yes, you read that right. Our Summersea vacation packages are a simple way to make your dollar go further. Combine your flights, hotels and rental car and get out and explore this destination your way.
How do I get a cheap travel package to Summersea?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all covered. Select the combination that best fits you and see your savings stack up. We know a travel package is never one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 hotel options across the world, which lets you customize your Summersea getaway.
Where should I stay in Summersea?
With interesting attractions such as Popponesset Beach and Mashpee Commons in this neighborhood, look for a hotel located near them. South Cape Beach State Park is another Summersea sight that travelers flock to.
What are the top hotels in Summersea?
Book a room at Summer Home With Expansive Deck And Wonderful Location For Beachgoers. It's one of the area's most in-demand properties. Another top option in Summersea is Centrally - Located New Seabury Waterfront With Private Dock.
How far in advance should I book my Summersea vacation?
Browse Expedia to compare flights as early as possible. You can normally purchase a seat up to 12 months prior to departure. If you don't see your preferred carrier, or you've left things to the last minute, don't stress. The lowest prices to Summersea sometimes appear within weeks of departure.
What does an Expedia Summersea travel package include?
Hotels, flights and rental cars — we've got them well covered. With Expedia, you can create your Summersea travel package your way. All you have to do is determine just what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Summersea travel package?
Find deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we're a one-stop shop for all of them. You'll save loads just for combining your bookings. Whether you're going on a winter adventure or relaxing on a sunny beach, your perfect vacation is only a few clicks away.
Can I choose my airline with a Summersea Expedia vacation package?
The choice is all yours! We offer more than 550 airlines around the world, so you can tailor your Summersea trip according to your budget and style.
If I'm not able to travel, can I cancel my Summersea vacation package?
If your travel plans in Summersea have changed, it's a relief to know that it's possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Summersea

South Cape Beach State Park

South Cape Beach State Park

Explore the dunes or enjoy a warm swim in the Nantucket Sound at this expansive barrier beach in Mashpee.

South Cape Beach State Park

Things to do

Martha's Vineyard Self-Driving Audio Tour

Martha's Vineyard: Self-Guided Driving Audio Tour

CA $18
per traveller
Martha's Vineyard: Self-Guided Driving Audio Tour
Cape Cod and Provincetown Scenic Self-Guided Driving Audio Tour

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

CA $31
per traveller
Cape Cod & Provincetown: Self-Guided Drive & Walk Audio Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

CA $62
per traveller
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Mashpee
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.