Winthrop Shore Reservation Tours and Activities
Visit Winthrop Shore Reservation
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $65
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $118
per adult
92% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
CA $111
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
CA $65
per adult
92% of travellers recommend
Boston North End Food Tour with Authentic Local Flavors & Dishes
CA $121
per adult
Plan a trip to see Winthrop Shore Reservation
Price found within the past 48 hours. Click for updated prices.
Pier 7 Condominiums
Bass River
Price was CA $1,359, price is now CA $936 per person
CA $936
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (22 reviews)
The property was small and very intimate. Close to downtown Hyannis, Barnstable, and Dennis.........I, definitely, got a great experience with seeing alot in such a small community. Piers are a hop, skip, and a jump away!
The room was nice, upgraded, and super clean! The only thing missing from the kitchenette was a stove. Other than that, I would stay here again!
Reviewed on Aug 24, 2026
Chatham Bars Inn
Price was CA $6,485, price is now CA $4,357 per person
CA $4,357
per person
Oct 7 - Oct 12
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (857 reviews)
The food wasn’t great. It’s not like it looks in the pictures We stayed in the cottage. It really was not a difference to any room. The kids club was great.
I don’t feel I need to go back
Reviewed on Aug 21, 2026
Tours & day trips
See all 314 activities
Boston Old Town Trolley Hop-on Hop-Off City Tour
Activity duration is 1 day
9.0 out of 10 with 778 reviews
Free cancellation available
Private & custom tours
See all 76 activities
Boston North End Food Tour with Authentic Local Flavours & Dishes
Activity duration is 3 hours
9.6 out of 10 with 564 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 214 reviews
Free cancellation available
Classes & workshops
See all 17 activities
Boston: Sunset Tall Ship Harbour Cruise
Activity duration is 2 hours
9.4 out of 10 with 43 reviews
Free cancellation available
Holiday & seasonal tours
See all 12 activities
Boston: Sunday Pastry & Prosecco Sail on Boston Harbour
Activity duration is 2 hours
8.0 out of 10 with 1 review
Free cancellation available
Stay near popular Winthrop Shore Reservation attractions
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
Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches
Winthrop MA
Château sur Mer Bed & Breakfast
100 Sargent Street Winthrop MA
Seaport Hotel Boston
1 Seaport Lane Boston MA
Modern city & water view 1-bedroom apartment with AC. 4 blocks from T/ beach
Boston MA
Hilton Boston Logan Airport
One Hotel Drive Boston MA
Hampton Inn Boston - Logan Airport
230 Lee Burbank Hwy Revere MA
Hilton Garden Inn Boston Logan Airport
100 Boardman St 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.