Outpost 186 Tours and Activities
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Boston Harbor Hotel
North End
Save 100% on your flight
Price was CA $2,196, price is now CA $1,412 per person
CA $1,412
per person
Dec 23 - Dec 26
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
This hotel is one of, if not the, nicest hotels I have ever stayed at around the world. The level of service is second to none, and hotel itself, physically, is incredibly elegant. Being situated on Boston Harbor puts this hotel over the top and into a class of its own.
Reviewed on Oct 16, 2026
Four Seasons Hotel Boston
Bay Village
Save 100% on your flight
Price was CA $2,573, price is now CA $1,802 per person
CA $1,802
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in.
On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.
Reviewed on Oct 6, 2026
Tours & day trips
See all 293 activities
Boston Old Town Trolley Hop-on Hop-Off City Tour
Activity duration is 1 day
9.0 out of 10 with 799 reviews
Free cancellation available
Private & custom tours
See all 77 activities
Boston North End Food Tour with Authentic Local Flavours & Dishes
Activity duration is 3 hours
9.6 out of 10 with 600 reviews
Free cancellation available
Food, drink & nightlife
See all 52 activities
Boston to Martha's Vineyard with Optional Island Tour
Activity duration is 13 hours
9.0 out of 10 with 216 reviews
Free cancellation available
Classes & workshops
See all 13 activities
Italian Dinner with Tiramisu Finale in Boston
Activity duration is 3 hours
9.4 out of 10 with 60 reviews
Adventure & outdoor
See all 12 activities
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
Activity duration is 30 days
9.4 out of 10 with 21 reviews
Free cancellation available
Stay near popular Outpost 186 attractions
Best Lodging Options Near Outpost 186
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Le Méridien Boston Cambridge
20 Sidney Street Cambridge MA
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
The Charles Hotel
One Bennett Street Cambridge MA
Holiday Inn Express & Suites Boston - Cambridge by IHG
250 Monsignor O'Brien Hwy Cambridge MA
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.