Sagamore Vacation Packages

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Your Sagamore Vacation

Come and experience this interesting city for yourself with a Sagamore vacation package. Consider spending some time in the neighborhood of Mashpee Neck, which is great for walking and views, and your time here is bound to be unforgettable. Make your trip to Sagamore even more enjoyable by going sightseeing. Massachusetts Maritime Academy, Heritage Museums and Gardens and Sandwich Glass Museum are among the big attractions worth exploring. Don't put off your visit to this city any longer. The ultimate Sagamore vacation is only a few clicks away with Expedia.

Top Sagamore Vacation Deals

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

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,008, price is now CA $536 per person
CA $536
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,757, price is now CA $2,165 per person
CA $2,165
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was CA $2,417, price is now CA $1,572 per person
CA $1,572
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on Jul. 31, 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was CA $2,161, price is now CA $1,430 per person
CA $1,430
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!! She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.

Reviewed on Aug. 21, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,455, price is now CA $967 per person
CA $967
per person
Nov 2 - Nov 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Great Experience at a great location

Reviewed on Aug. 21, 2025

Ready to book your vacation to Sagamore?

 

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Sagamore 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 $210 per night from Sep 14 to Sep 15
CA $210
CA $320 total
Sep 14 - Sep 15
includes taxes & fees
8.6/10 Excellent! (283 reviews)
"Great location for families"

Reviewed on Aug. 22, 2025

Margaritaville Resort Cape Cod
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
180 Water St, Plymouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Sep 3 to Sep 4
CA $206
CA $272 total
Sep 3 - Sep 4
includes taxes & fees
8/10 Very Good! (1,012 reviews)
"The property is nicely decorated and seems to be maintained. Our room was on the older side but decent and clean."

Reviewed on Aug. 20, 2025

Hotel 1620 Plymouth Harbor
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street, Route 28, Falmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Sep 3 to Sep 4
CA $187
CA $235 total
Sep 3 - Sep 4
includes taxes & fees
7.8/10 Good! (1,012 reviews)
"The hotel is convoy to down town, clean and seemed updated since last visit. The price was right."

Reviewed on Aug. 21, 2025

Falmouth Inn
See all 3,864 properties in Sagamore
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
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Frequently asked questions

How much does a Sagamore vacation package cost?
You'll find cheap prices from CA $536 on Expedia for your Sagamore break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Sagamore costs.
What are the cheapest months to go to Sagamore?
If you're hoping to snag a cheap Sagamore vacation package, consider visiting in January, February and November. You'll usually find lower prices on hotels and flights during these months — perfect for a budget-friendly break.
How many days is enough for Sagamore?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like Ponds of Plymouth and Buttermilk Bay during your Sagamore vacation. Make sure to also add Historic Sandwich Village and Shawme-Crowell State Forest to your list of must-sees. Searching for more adventures? Consider exploring outside of Sagamore on day trips and tours.
How to find the best Sagamore package deals?
Begin your search for a Sagamore package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Sagamore package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Sagamore escape underway.
Is it cheaper to book a Sagamore vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Sagamore vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Sagamore?
Enjoy fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Sagamore getaway.
How to plan a trip to Sagamore?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Sagamore.
  2. Plan your budget wisely: Besides the cost of your hotel, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that could arise during your trip to Sagamore.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you want to experience in Sagamore. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your airfare and accommodations: After you've settled on your dates and duration, book the ideal Sagamore vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.