Boston Vacation Packages
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Your Boston Vacation
With plenty of highlights as well as some hidden gems, this city is best experienced with a Boston vacation package. Check out places to stay in Squirrel Hill South, which is great for cycling, golfing and dining. A trip to Boston is a superb opportunity to do a bit of sightseeing. Make sure you visit well-known attractions like Kennywood, McKeesport Little Theater and Round Hill Park. Don't put off your visit to this destination any longer. The ultimate Boston vacation is a few quick clicks away with Expedia.
Top Boston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG
Price was CA $973, price is now CA $821 per person
CA $821
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
It was raining and i had to park far away is all that i disliked lol
Reviewed on May 15, 2026
Fairmont Pittsburgh
Downtown Pittsburgh
Price was CA $2,557, price is now CA $2,011 per person
CA $2,011
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.8/10 Excellent! (1,003 reviews)
The room and amenities were excellent but the mattress was worn out had a large depression on one side.
Reviewed on May 14, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was CA $1,827, price is now CA $1,484 per person
CA $1,484
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
8.2/10 Very Good! (1,222 reviews)
Love Pittsburgh, super busy weekend with graduation and the marathon. Walked everywhere, weather was cool but mostly dry. Peddle pusher was a blast! Highly recommend!
Reviewed on May 14, 2026
Homewood Suites by Hilton Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $2,154, price is now CA $1,787 per person
CA $1,787
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Pittsburgh (PIT)
9.2/10 Wonderful! (1,570 reviews)
Lobby and rooms were nice! We did not partake in the breakfast or reception.
Reviewed on May 12, 2026
Boston Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from Jun 3 to Jun 4
CA $261
CA $298 total
Jun 3 - Jun 4
includes taxes & fees
8.2/10 Very Good! (3,527 reviews)
Wyndam Grand always provides a great experience for a trip to Pittsburgh....great views no matter what side of the hotel you are on....food is good and convenience to all stadiums many restaurants and other venues are excellent from this location. My only complaint is while the room was very clean ...
Reviewed on May 16, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from May 20 to May 21
CA $191
CA $217 total
May 20 - May 21
includes taxes & fees
9.4/10 Exceptional! (1,720 reviews)
Breakfast and staff excellant
Reviewed on May 15, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $274 per night from May 24 to May 25
CA $274
CA $312 total
May 24 - May 25
includes taxes & fees
9.2/10 Wonderful! (1,998 reviews)
I enjoyed this facility but the toilet was way too low.
Reviewed on May 12, 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 Boston
Northeast Paddleboard Company
Take the family on an outing to Northeast Paddleboard Company during your trip to Boston. Amble around the area's riverfront or attend a sporting event.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
