Sandwich Vacations

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Sandwich Flight + Hotel packages

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Holiday Inn Express & Suites Boston - Cambridge by IHG

Holiday Inn Express & Suites Boston - Cambridge by IHG

East Cambridge
$1,216
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

North End
Save 100% on your flight
$2,523
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Hotel and staff were excellent. The SeaGrill waitstaff was especially friendly and accommodating

Reviewed on Sep 15, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
Save 100% on your flight
$1,878
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Newbury Boston

The Newbury Boston

Back Bay
Save 100% on your flight
$2,691
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Eurostars The Boxer

Eurostars The Boxer

West End
Save 100% on your flight
$1,899
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The location of this hotel is its biggest asset. The North End, the Garden, and Downtown are within an easy walk. Surprisingly they have no parking lot or contract with any of the nearby garages. I parked out in front of the hotel every night, didn't pay the meter, and only received one $40 tickets during my stay. It is cheaper to pay for a parking ticket there than it is to park somewhere. I would recommend not paying for parking, just park out front and wing it. The rooms are small yet clean and there aren't any real amenities in the hotel like a pool or a gym. If you need a place to lay your head for a few nights but don't require a fancy, overly expensive hotel, this place will do the trick.

Reviewed on Sep 17, 2026

Arcadian Hotel

Arcadian Hotel

Coolidge Corner
$1,232
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
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Sandwich Vacation Packages

Trying to save some money and some time on your next vacation to Sandwich? The AARP Travel Center Powered by Expedia® can help you do both. We're here to book everything you'll need to make your Sandwich trip one to remember. In just a few clicks, you can pick the best vacation package for you and your family. We have a huge choice of flights and hotels, as well as Sandwich endeavors to pull from.

Sandwich Hotels

Our listings include hotels that are close to all the Sandwich points of interest, and others that are just outside the city center for a peaceful retreat.

We have fantastic rates on everything from all-inclusive resorts that check off all the vacation must-haves to inexpensive accommodations perfect for those on wanting to save a little money. You can look through our vast catalog of possibilities and choose the lodging that is best for you. With AARP Travel Center's Sandwich hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.

Things to do in Sandwich

Sandwich has around 20,445 people that make this city their home. If you needed a break from the bustle of a big city, then you are in the right spot. Guests come to take advantage of Sandwich's pleasant summers and the nearby coastline.

If you are looking for more, then head over to our "Things to Do" page for more inspiration or to book an activity in Sandwich.

Book Together and Save

As an AARP Member, you can benefit from all the great deals. You'll save on select hotels worldwide, flights, and also car rentals. No matter what vacation package you pick, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Bundle now and get ready for your Sandwich vacation.

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.

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