Sagamore Vacations from $759

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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.

The Latest Sagamore vacation packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Boston/Waltham

HYATT house Boston/Waltham

3 out of 5
Save 100% on your flight
Price was $1,262, price is now $759 per person
$759
per person
Jun 2 - Jun 9
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,086 reviews)
Nice clean place, loud neighbors

Reviewed on Apr 23, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was $2,235, price is now $1,435 per person
$1,435
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (658 reviews)
We stayed in the end of off-season, but it was a great experience for a family with kids. Inn grounds, public areas and rooms were all very well maintained. Staff was very welcoming and engaging. Located right on one of the public bus routes, a short walk from another, and across the street from a hidden little breakfast spot.

Reviewed on Apr 20, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $3,852, price is now $2,482 per person
$2,482
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $2,924, price is now $1,913 per person
$1,913
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (544 reviews)
Well maintained and clean place, friendly and professional staff.

Reviewed on Apr 17, 2026

Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Nantucket Town
Price was $2,946, price is now $1,930 per person
$1,930
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.

Reviewed on Sep 26, 2025

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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
$177 nightly
The price is $202 total per night from May 3 to May 4
$202 total
May 3 - May 4
Total with taxes and fees
8.6/10 Excellent! (542 reviews)
Clean room great staff!

Reviewed on Apr 22, 2026

Margaritaville Resort 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
$120 nightly
The price is $137 total per night from Apr 30 to May 1
$137 total
Apr 30 - May 1
Total with taxes and fees
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $138 total per night from Apr 26 to Apr 27
$138 total
Apr 26 - Apr 27
Total with taxes and fees
8.8/10 Excellent! (1,551 reviews)
Great small place for family vacation. We love the mad scientist and reptile shows they put on during school vacation weeks!

Reviewed on Apr 23, 2026

Bayside Resort Hotel
See all 3,783 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

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Frequently asked questions

How much does a Sagamore vacation package cost?
You can pick up a vacation package to this popular destination from $759 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.

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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.