Weston Vacation Packages
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Your Weston Vacation
Say bye-bye to planning hassles and hello to a Weston vacation package. With everything organized before you take off, you can focus on discovering this city, starting with East Cambridge, which is great for shopping, markets and bars and pubs. Fill your days with tours of Walden Pond, Bentley College and Wellesley College, some of the top attractions you really should see during your trip to Weston. A few clicks is all it takes to craft your ideal Weston vacation on Expedia.
Top Weston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Ivy Boston Common
Bay Village
Price was CA $1,483, price is now CA $966 per person
CA $966
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very Good! (1,451 reviews)
Very helpful and accommodating staff, free luggage storage is very convenient, hotel is located centrally among lots of restaurants/bars and just minutes walking to China Town. The room was exactly what we needed. Would definitely stay again!
Reviewed on May 27, 2026
Boston Harbor Hotel
North End
Price was CA $2,406, price is now CA $1,351 per person
CA $1,351
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful classic harbor front hotel. Very nice front desk. Would stay again
Reviewed on May 25, 2026
Meco Hotel - Hostel
West End
Price was CA $1,991, price is now CA $1,132 per person
CA $1,132
per person
Jul 30 - Aug 2
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (422 reviews)
I liked the concept of the hostel format that was more economical than a full service hotel. The continental breakfast varied somewhat from day to day, and was not stocked the same each day. The experience would have been better with the larger variety of items provided on the best Saya every day.
Reviewed on May 28, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was CA $9,344, price is now CA $5,832 per person
CA $5,832
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon
Reviewed on May 8, 2025
Mandarin Oriental, Boston
Back Bay
Price was CA $2,602, price is now CA $1,712 per person
CA $1,712
per person
Aug 6 - Aug 9
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (422 reviews)
The valet was fast and professional, the room was clean, the staff are very helpful. I would definitely stay again!
Reviewed on May 25, 2026
Weston Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $297 per night from May 31 to Jun 1
CA $297
CA $393 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (4,382 reviews)
"Great place to stay!!"
Reviewed on May 27, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $218 per night from Jun 7 to Jun 8
CA $218
CA $254 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (2,623 reviews)
"The room is clean and the bed is so comfortable. We booked the room without bathroom, but even shared bathroom , it was maintained so well."
Reviewed on May 27, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $298 per night from May 30 to May 31
CA $298
CA $404 total
May 30 - May 31
includes taxes & fees
9.2/10 Wonderful! (4,666 reviews)
"The pool was not open and we did not find out until after we arrived"
Reviewed on May 27, 2026
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.
Discover the most popular places to visit in Weston
Fenway Park
4.5/5(310 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Gillette Stadium
4.5/5(28 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.
Harvard University
4.5/5(284 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
What to do in Weston
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $79
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $47
per adult
88% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $115
per adult
92% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
