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.
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
South End
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
8.8/10 Excellent! (968 reviews)
nice place to stay but the bedding was odd

Reviewed on Aug. 4, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug. 2, 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (2,696 reviews)
The staff really go above and beyond in customer service no questions were left unanswered, and assistance with finding our way around Boston. Special shout out to Maya, she really was helpful and considerate of our needs. Loved the property location which made our first time in Boston so much more special. If we are ever back in the area we would not hesitate to stay here again. Thanks again

Reviewed on Aug. 4, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Ready to book your vacation to Sagamore?

 

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Sagamore Hotel Deals

Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Sep 4 to Sep 5
CA $122
CA $154 total
Sep 4 - Sep 5
includes taxes & fees
6.8/10 (822 reviews)
"Parking was not an issue. Room's were spacious and clean and beds comfortable. There was minimal towels in bathroom and the TV kept freezing up for a second or two at times. The pool towels, when available were very small. The handle on the pool stairs was very wobbly, and pool needs renovating. ..."

Reviewed on Jul. 31, 2025

Hyannis Plaza Hotel
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 $144 per night from Aug 6 to Aug 7
CA $144
CA $202 total
Aug 6 - Aug 7
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Nice
"Nice hotel for a stay in Plymouth. Walking distance to the water, shops, Main Street and more. Only issue was the rooms that have a balcony facing the indoor pool area open can be noisy and have chlorine smell of you open the balcony."

Reviewed on Aug. 2, 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 $189 per night from Sep 1 to Sep 2
CA $189
CA $238 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Restaurant new looks good!"

Reviewed on Aug. 3, 2025

Falmouth Inn
See all 3,851 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 $1,840 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.