Sagamore Vacations from $525

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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 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.

The Latest Sagamore vacation packages

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 $1,141, price is now $525 per person
$525
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Iris Hotel Boston

Iris Hotel Boston

4 out of 5
Coolidge Corner
Save 100% on your flight
Price was $2,248, price is now $1,262 per person
$1,262
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (605 reviews)
Great place to stay, very clean and the staff was great. Nice restaurant too

Reviewed on Aug 4, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,085, price is now $1,316 per person
$1,316
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
The location is great and amenities are great

Reviewed on Aug 3, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was $2,013, price is now $1,288 per person
$1,288
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
Coolidge Corner
Save 100% on your flight
Price was $2,724, price is now $1,760 per person
$1,760
per person
Sep 23 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Boston (BOS)
6.8/10 (5 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells. Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.

Reviewed on Jul 6, 2026

Don't see what you're looking for?
See all available trips from Columbus to Sagamore
View all trips

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
$272 nightly
The price is $312 total per night from Sep 2 to Sep 3
$312 total
Sep 2 - Sep 3
Total with taxes and fees
8.6/10 Excellent! (664 reviews)
"great spot for the family"

Reviewed on Aug 4, 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
$153 nightly
The price is $175 total per night from Sep 2 to Sep 3
$175 total
Sep 2 - Sep 3
Total with taxes and fees
Iris Hotel Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
$298 nightly
The price is $339 total per night from Aug 30 to Aug 31
$339 total
Aug 30 - Aug 31
Total with taxes and fees
9.2/10 Wonderful! (244 reviews)
"Very impressed with the grounds and vibe of the hotel."

Reviewed on Aug 4, 2026

Uncommoner Hotel by Reverie Boutique Collection
See all 3,955 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.

Find the Best Sagamore Vacation Packages

Sagamore Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Martha's Vineyard Airport (MVY)
Population
3,600
Max Temp Winter
40ºF
Max Temp Summer
70ºF
Top Sights
Old Silver Beach, Sandy Neck Beach and Water Wizz

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Sagamore vacation package cost?
You can pick up a vacation package to this popular destination from $525 on Expedia. But how much your vacation to Sagamore costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Sagamore?
November, December and January are the best times to look for cheap Sagamore vacation packages. Traveling in less busy months means you can generally find lower prices on flights and hotels.
How many days is enough for Sagamore?
With a well-organized travel plan, you can easily visit the top Sagamore attractions in a few days. But if you want to discover hidden spots or take day trips, think about booking your Sagamore vacation for longer.
How to find the best Sagamore package deals?
Bagging a cheap Sagamore package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Sagamore package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Sagamore vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations individually. Better still, you can customize your Sagamore getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Sagamore?
Score fantastic discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Sagamore trip.
Does Expedia offer Book Now, Pay Later Sagamore vacation packages?
If you're like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Sagamore trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

Explore a world of travel with Expedia

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