Winthrop Shore Reservation Tours and Activities
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Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
Price was CA $3,092, price is now CA $1,745 per person
CA $1,745
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The room was 5 star and it’s in an ideal location in central Boston. View of Boston harbor is amazing, of course. Restaurant on the harbor was good and the service there was great.
Reviewed on Aug. 19, 2025
Raffles Boston
Back Bay
Price was CA $3,809, price is now CA $2,278 per person
CA $2,278
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.
Reviewed on Aug. 11, 2025
Tours & day trips
See all 243 activities
Boston Old Town Trolley Hop-on Hop-Off City Tour
Activity duration is 1 day
8.8 out of 10 with 723 reviews
Free cancellation available
Private & custom tours
See all 47 activities
North End Boston Mafia Exploration Game and Tour
Activity duration is 2 hours and 40 minutes
9.0 out of 10 with 2 reviews
Free cancellation available
Food, drink & nightlife
See all 38 activities
Boston to Martha's Vineyard with Optional Island Tour
Activity duration is 13 hours
9.0 out of 10 with 197 reviews
Free cancellation available
Attractions
See all 8 activities
Boston CityPASS®: Admission to Top 4 Attractions
Activity duration is 9 days
9.0 out of 10 with 140 reviews
Free cancellation available
Adventure & outdoor
See all 7 activities
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
Activity duration is 30 days
9.8 out of 10 with 17 reviews
Free cancellation available
Popular places to visit
Winthrop Beach
Why not spend a lazy afternoon at Winthrop Beach during your trip to Winthrop? Wander the beaches and seaside in this family-friendly area.
Deer Island HarborWalk
You can take time to visit Deer Island HarborWalk during your travels to Boston. Stroll along the waterfront or attend a sporting event in this vibrant area.
Revere Beach
If a restful vacation is part of your travel plans, Revere Beach might be the perfect place to seek out during your trip to Revere. Check out the shops and top-notch restaurants in this family-friendly area.
Revere Beach Reservation
Explore the great outdoors at Revere Beach Reservation, a lovely green space in Revere. Check out the shops and top-notch restaurants in this family-friendly area.
Castle Island
The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.
Point Shirley Beach
Why not spend a lazy afternoon at Point Shirley Beach during your trip to Boston?
Best Lodging Options Near Winthrop Shore Reservation
Check availability on hotels close to Winthrop Shore Reservation
The Winthrop Arms Hotel And Restaurant
130 Grovers Ave., Winthrop, MA
Spectacular Oceanfront 1 Bedroom Unit in Winthrop
Winthrop
Château sur Mer Bed & Breakfast
100 Sargent Street, Winthrop, MA
Hampton Inn Boston - Logan Airport
230 Lee Burbank Hwy, Revere, MA
Hilton Boston Logan Airport
One Hotel Drive, Boston, MA
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Hilton Garden Inn Boston Logan Airport
100 Boardman St, Boston, MA
Hyatt Regency Boston Harbor
101 Harborside Drive, Boston, MA
Holiday Inn Express Boston Logan Airport - Revere by IHG
245 REVERE BEACH PARKWAY BLDG, Revere, 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.
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