Sagamore Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Sagamore Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Arcadian Hotel
Coolidge Corner
$634
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
I tried for weeks to change the date of my reservation due to the event I was going to was postponed. There was availability for the new date and the prices were cheaper. I offered to keep the more expensive rate, but please let me change the date. I still wanted to give the hotel my business. After zillions of calls and emails between myself and the hotel and Expedia and the hotel, it was not until THE DAY of the original check-in that the hotel responded and basically said nope, and no refund. Weeks of stress for nothing!
Reviewed on Sep 13, 2026
Boston Harbor Hotel
North End
$1,170
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
What a great hotel
Reviewed on Sep 13, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$845
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Great location, beautiful facility…. Great amenities… very friendly and helpful staff!
Reviewed on Sep 13, 2026
The Ritz-Carlton, Boston
Downtown Boston
$1,173
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Incredible stay and beautiful room.
Reviewed on Sep 10, 2026
The Langham, Boston
Downtown Boston
$1,250
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Beautiful hotel in a great location. The staff were lovely. My stepson loved the paddington bear bowl of cookies and sprinkles. Nice touch.
Reviewed on Sep 13, 2026
Bricco Suites
North End
$784
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Popular attractions Faneuil Hall Marketplace and Boston Harbor are located nearby.
Bricco Suites was a wonderful place to stay! The location is centrally located and about 2 blocks from the subway making it very easy to explore. We loved the nearby authentic Italian food and found that Quattro had the best pizza - similar to pizza we have had in Florence and Rome!! YUM!
The bed was comfortable and we slept well the five days we were there. AC worked great and was appreciated after long, hot days of exploring! The room was clean and well appointed with 2 night stands, a fridge, dresser, bench, chair, sink, coffee pot, utensils, ice bucket, and a desk. We had room 304 which was up one flight of stairs. The stairs are narrow and winding, so keep that in mind if you have physical limitations.
We enjoyed our stay and would absolutely stay there again!
I have two recommendations:
1) A small shelf in the bathroom by the sink since the counter space was limited. Definitely not a deal breaker though as I had a hanging toiletry bag.
2) A TV with the ability to stream. Winding down at night it would be nice to have streaming as an option, we made do and enjoyed some SVU and Friends reruns.
Reviewed on Sep 13, 2026
Sagamore Vacation Packages
Trying to figure out a way to package your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Sagamore vacation packages can help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Sagamore incredible. Our Travel Center is a one-stop shop where you can put together the best Sagamore vacation package for you. AARP Travel Center has an incredible list of flights and lodgings, and local things to do to choose from.
Hotel Deals in Sagamore
With 3909 hotels and resorts in Sagamore to choose from, you are bound to find one that meets your needs.
From Sagamore hotels with swimming pools and on-site restaurants, to boutique accommodations that add all the thoughtful amenities, you'll find a hotel here that will make your trip amazing. With AARP Travel Center's Sagamore hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Sagamore
Sagamore is the perfect spot when you want to a break from it all. With only around 3,589 people in the area, this quaint town is just right for a quite vacation. Guests come to enjoy the city's pleasant summers and the coastal areas.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Package Your Sagamore Vacation and Save
As an AARP Member, you can benefit from all the great savings. You can save on select hotels worldwide, flights, and also rental cars. No matter what Sagamore vacation package you select, your membership savings helps you get a great deal. The hardest packing you'll have to do is for your suitcase. Book now and get ready for your Sagamore vacation.
Top Hotel Deals
Margaritaville Resort Cape Cod
1225 Iyannough Rd Hyannis MA
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
Sea Crest Beach Resort
350 Quaker Rd North Falmouth MA
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Iris Hotel Cape Cod
291 Jones Rd Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Uncommoner Hotel by Reverie Boutique Collection
135 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
Holiday Inn Express Hyannis Cape Cod by IHG
1470 Iyannough Road Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
The Mariner Resort Cape Cod by The Red Collection
573 Main Street (Route 28) West Yarmouth MA
Book a stay at this family-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hotel 1620 Plymouth Harbor
180 Water St Plymouth MA
Book a stay at this business-friendly hotel in Plymouth. Enjoy free parking, free water park access, and a 24-hour fitness center. Our guests praise the pool ...
Hyannis Harbor Hotel
213 Ocean St Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Cape Sands Inn
149 Main St - RT 28 West Yarmouth MA
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
Sunbird Cape Cod Resort
216 Main St West Yarmouth MA
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Pilgrim Sands on Long Beach
150 Warren Ave Plymouth MA
Book a stay at this beach hotel in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Falmouth Inn
824 Main Street Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Inn on the Square
40 North Main Street Falmouth MA
Stay at this hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular ...
Freebird Motor Lodge by Reverie Boutique Collection
553 Main Street West Yarmouth MA
Book a stay at this business-friendly motel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$284
Roundtrip
found 3 hours ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$323
Roundtrip
found 3 hours ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$343
Roundtrip
found 3 hours ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$357
Roundtrip
found 3 hours ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$357
Roundtrip
found 3 hours ago
Best points of interest in Sagamore
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations