
Boston Vacations from $340
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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.

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Downtown Pittsburgh
Price was $429, price is now $340 per person
$340
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (1,058 reviews)
Perfect place to stay downtown !! Walking distance to everything! Wonderful staff! Highly recommend!
Reviewed on May 5, 2026

Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Save 100% on your flight
Price was $759, price is now $473 per person
$473
per person
Jun 12 - Jun 15
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
8.2/10 Very Good! (3,506 reviews)
Room was run down/old. Shower head was coming out of the wall and couldnt get the water hot. The phone in the room was making a loud buzzing noise so I just disconnected the cord. Rest of venue and area was super.l, staff was friendly. Room was clean. Easy access.to a late.checkout that was needed.
Reviewed on May 6, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
Downtown Pittsburgh
Price was $671, price is now $517 per person
$517
per person
Jul 14 - Jul 18
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
8.4/10 Very Good! (97 reviews)
Pros: cRoom was clean and nice size. Kitchen had everything we have it at home except for food. Bed was very comfortable. Staff and valet were very helpful. We arrived to town early and were checked in at 1pm which was nice, because we wanted to walk to the NFL draft.
Cons: one side of the hotel is next to train tracks, Friday night we counted four trains and could hear the trains loud and clear. We counted 4 trains pass by our room between 11 PM and 3:30 AM, so we didn’t sleep most of the night. The hotel has virtually no amenities, no restaurant, and no free breakfast.
Reviewed on Apr 26, 2026


Boston Hotel Deals

Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $184 total per night from Jun 7 to Jun 8
$184 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (3,532 reviews)
Room was run down/old. Shower head was coming out of the wall and couldnt get the water hot. The phone in the room was making a loud buzzing noise so I just disconnected the cord. Rest of venue and area was super.l, staff was friendly. Room was clean. Easy access.to a late.checkout that was ...
Reviewed on May 6, 2026

Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $250 total per night from May 10 to May 11
$250 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (2,003 reviews)
Staff were nice and the rooms are clean.
Reviewed on May 5, 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 May 10 to May 11
$154 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,683 reviews)
Not many breakfast options
Reviewed on May 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















