
Boston Vacations from $438
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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.
The Latest Boston vacation packages
Price found within the past 48 hours. Click for updated prices.

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $573, price is now $438 per person
$438
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,518 reviews)
I havnt slept that good in a while , right when I woke up I lifted the sheets to see what brand mattress and pillows they were. 100 out of 10
Reviewed on Jun 5, 2026

Stay Pittsburgh
Downtown Pittsburgh
Price was $711, price is now $495 per person
$495
per person
Aug 14 - Aug 16
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8/10 Very Good! (287 reviews)
I loved my stay if I’m ever back in Pittsburgh with another person I’ll definitely book here again
Reviewed on Jun 6, 2026

Hilton Garden Inn Pittsburgh University Place
Central Oakland
Price was $866, price is now $670 per person
$670
per person
Aug 13 - Aug 16
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.8/10 Excellent! (1,015 reviews)
Overall, this was a fine stay. The front desk and restaurant staff were standouts with their service and cheerfulness. I found the timing of housekeeping to be strange. I checked in very, very late on my check-in date and was out the entirety of the next day. When I returned, the room had not been made up. I then went out the next morning, returning midday. The room had still not been touched, and then housekeeping came around 4 p.m. when I was relaxing, so that didn't work for me. I checked out the next morning, so suffice it to say, I had a lackluster experience specifically when it came to housekeeping. Otherwise, the room was clean when I checked in, and I enjoyed my stay and time in Pittsburgh. Oh, and I wish room service were available. I called down for it one morning and was told it was unavailable. Because there are so many restaurants in the area, I grabbed something on my way to my appointments.
Reviewed on Jun 6, 2026

461 Melwood Suites Unit 102 Studio
Oakland
Price was $949, price is now $742 per person
$742
per person
Jul 28 - Aug 3
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
10/10 Exceptional! (2 reviews)
Property manage me were very responsive. We added one more night close to our stay because we realize our flight was arriving super early, so we reached out, problem solved. Also, we got good recommendations on what’s around the area to eat and local sight seeing places not promoted on the internet. Overall, best customer services all around
Reviewed on Jun 5, 2025

The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $750, price is now $590 per person
$590
per person
Aug 14 - Aug 16
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 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
Boston Hotel Deals

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $142 total per night from Jun 21 to Jun 22
$142 total
Jun 21 - Jun 22
Total with taxes and fees
8.2/10 Very Good! (3,588 reviews)
"Room was small, thermostat wasn’t working right, no valet parking available, over priced"
Reviewed on Jun 7, 2026

The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Jun 14 to Jun 15
$154 total
Jun 14 - Jun 15
Total with taxes and fees
9.4/10 Exceptional! (1,797 reviews)
"Very clean and nice hotel. We made a mistake and booked the wrong nights so when we showed up a day late they said they cancelled both nights we had paid for and hotel staff were unwilling to help us or give any sort of refund because we had booked with hotels.com, said hotels.com could do it but ..."
Reviewed on Jun 6, 2026

Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $203 total per night from Jun 14 to Jun 15
$203 total
Jun 14 - Jun 15
Total with taxes and fees
9.2/10 Wonderful! (2,018 reviews)
"This gorgeous classic hotel in the heart of Pittsburgh is an easy walk to anywhere in the downtown area, the North Shore including PNC park and the Warhol Museum, and to the South Shore's Station Square area and the lower Monongahela incline. Our room was clean and comfortable and the staff was helpful. ..."
Reviewed on Jun 6, 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.
Find the Best Boston Vacation Packages
Boston Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Pittsburgh Intl. Airport (PIT) |
Population | 550 |
Top Sights | Kennywood, Sandcastle Water Park and Carnegie Museum of Natural History |
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