Sagamore Vacations
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Sagamore Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Arcadian Hotel
Coolidge Corner
$853
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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.
It would be even better if a wider variety of breakfast options were available.
Reviewed on Sep 22, 2026
Boston Harbor Hotel
North End
$1,620
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) 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.
Great hotel at a terrific site. The North End restaurants and Faneuil Hall are both at walkable distances. Everywhere we were in the Hotel there was always a staff member asking if we needed help. We loved out stay at the Boston Harbor Hotel.
Reviewed on Sep 22, 2026
Raffles Boston
Back Bay
$1,571
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The room is beautiful, minimalist, luxurious, and extremely comfortable. In my opinion, it’s perfect for a solo traveler or, especially, for a couple. Since the room is on the smaller side, I personally wouldn’t consider it ideal for families traveling with children.
For a romantic getaway, however, it was absolutely perfect. One of the highlights is having an incredible and highly sought-after restaurant right inside the building. The dining experience was exceptional — the food was impeccable, the atmosphere was beautiful, and it truly added another level to our stay. I highly recommend making the restaurant part of the experience.
To make our stay even more special, I hired a local company, Our Love Box (@ourlovebox on Instagram), to create a romantic surprise in the room. I ordered a gorgeous bouquet of 100 roses along with a full romantic room setup, and the result was absolutely stunning.
What impressed me even more was how seamless everything was. They handled the entire setup and came back the following day to remove all of the decorations. Once they were finished, you couldn’t even tell there had been a setup in the room — everything was left exactly as it was before.
Overall, the entire experience was incredible. Between the luxurious and comfortable room, the exceptional dining experience, and the romantic setup, it was truly memorable. I highly recommend this experience for couples celebrating an anniversary, birthday, proposal, or simply looking for a special
Reviewed on Sep 21, 2026
The Colonnade Hotel Back Bay
Back Bay
$1,429
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Encore Boston Harbor
$1,195
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Great
Reviewed on Sep 23, 2026
YOTEL Boston
Seaport District
$1,435
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
If you stay with them you cannot bring beer to your room. You will have to drink it in the street or save it until you check in.
If they find out you bring outside alcoholic drink they will search your belongings.
Besides that property is clean.
Room are extremely small.
Reviewed on Sep 23, 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 3899 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. ...
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 ...
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 ...
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 ...
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 ...
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. ...
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 ...
Hyannis Travel Inn
18 North St Hyannis MA
Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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 ...
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 ...
Riviera Beach Resort
327 South Shore Drive South Yarmouth MA
Book a stay at this beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and a private beach. Our guests praise the helpful staff and the clean rooms ...
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.
Tue, Nov 3 - Tue, Nov 10
LAX
Los Angeles Intl.
BOS
Logan Intl.
$258
Roundtrip
found 6 days ago
Tue, Oct 20 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$288
Roundtrip
found 2 days ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$333
Roundtrip
found 2 days ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$343
Roundtrip
found 2 days ago
Mon, Oct 26 - Sat, Oct 31
LAX
Los Angeles Intl.
BOS
Logan Intl.
$353
Roundtrip
found 2 days ago
Best points of interest in Sagamore
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