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.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was CA $1,255, price is now CA $1,050 per person
CA $1,050
per person
Aug 6 - Aug 10
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.4/10 Very Good! (100 reviews)
It was a little tricky finding the parking lot but once I was there the apartment was beautiful, well stocked, and very comfortable.
Reviewed on May 12, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was CA $1,662, price is now CA $1,338 per person
CA $1,338
per person
Aug 6 - Aug 10
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.
Reviewed on Apr 10, 2026
Omni William Penn Hotel
Downtown Pittsburgh
Price was CA $1,477, price is now CA $1,192 per person
CA $1,192
per person
Aug 6 - Aug 10
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
9.2/10 Wonderful! (2,011 reviews)
Perfectly located. The rooms are spacious. Beds and linens are comfortable. Appreciate the professionalism of the staff at all the Omni hotels.
Reviewed on May 10, 2026
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
Price was CA $1,379, price is now CA $1,150 per person
CA $1,150
per person
Aug 6 - Aug 10
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pittsburgh (PIT)
8.2/10 Very Good! (1,066 reviews)
Good central location and friendly staff…
Reviewed on May 12, 2026
Pittsburgh Marriott City Center
Downtown Pittsburgh
Price was CA $1,365, price is now CA $1,153 per person
CA $1,153
per person
Aug 6 - Aug 10
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) 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
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 May 31 to Jun 1
CA $261
CA $298 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (3,530 reviews)
Downtown location
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 $197 per night from May 25 to May 26
CA $197
CA $224 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,722 reviews)
Clean rooms, good service, easy access to the casino. One thing is that they should have microwave at the rooms and no coffee machine.
Reviewed on May 16, 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! (1,999 reviews)
Hotel was gorgeous. The front desk stack was so friendly and helpful, the gym was great
Reviewed on May 17, 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.
