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.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,254, price is now CA $761 per person
CA $761
per person
Aug 20 - Aug 23
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (177 reviews)
Great hotel staff, great location, great room :)

Reviewed on Jul 8, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $3,473, price is now CA $2,184 per person
CA $2,184
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (474 reviews)
perfecto

Reviewed on Jun 8, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $1,956, price is now CA $1,320 per person
CA $1,320
per person
Aug 21 - Aug 25
found 5 hours ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (258 reviews)
Staff was super friendly and accommodating, and we very much enjoyed our stay. Room was good, location is great right on the edge of town and easily accessible.

Reviewed on Jul 8, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,611, price is now CA $1,792 per person
CA $1,792
per person
Oct 4 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,772, price is now CA $1,957 per person
CA $1,957
per person
Sep 24 - Sep 27
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

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Sagamore Hotel Deals

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 $343 per night from Jul 19 to Jul 20
CA $343
CA $392 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (280 reviews)
"I believe they were understaffed. Person handling breakfast shift could not keep up. Ran out of dishes constantly and new plates/silverware put out were dirty. Staff at front desk left shift late at night and were already back mid morning the next day. It appeared they may be remodeling as I could ..."

Reviewed on Jul 7, 2026

Iris Hotel Cape Cod
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 $364 per night from Jul 14 to Jul 15
CA $364
CA $498 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (618 reviews)
"Indoor water pools should open earlier than 3pm. Closes at 8"

Reviewed on Jul 8, 2026

Margaritaville Resort Cape Cod
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $594 per night from Jul 26 to Jul 27
CA $594
CA $761 total
Jul 26 - Jul 27
includes taxes & fees
7.8/10 Good! (349 reviews)
"The fact that everything is overpriced , and the one amenity missing from the rooms that should be available is a microwave ! The KCups never got replaced after the 1st day of a 3day stay. My refrigerator wasn't working upon arrival and someone didn't even look at it until almost 4 hrs after ..."

Reviewed on Jul 8, 2026

Sea Crest Beach Resort
See all 3,923 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.
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Frequently asked questions

How much does a Sagamore vacation package cost?
You'll find cheap prices from CA $761 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.

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