Boston Vacations from $419
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Price was $515, price is now $419 per person
$419
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.2/10 Very Good! (3,564 reviews)
Our room was very clean and we had a nice view of the river. The shower was extremely small though and the bed was not very comfortable. The walls are quite thin so you could hear your neighbors quite well unfortunately. The pool area was quite small for a hotel that size. The hotel itself was in a great location making it easy to walk to where we wanted to go. Hotel itself is a bit on the older outdated side. Not sure if we’d stay here again.
Reviewed on Jun 2, 2026
Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
Price was $596, price is now $458 per person
$458
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.4/10 Very Good! (1,518 reviews)
Clean and comfortable room. Staff was friendly and knowledgeable. Nice location too:)
Reviewed on Jun 1, 2026
SpringHill Suites by Marriott Pittsburgh Bakery Square
Larimer
Price was $906, price is now $731 per person
$731
per person
Jul 16 - Jul 19
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Room was clean. Staff were very courteous and helpful. Breakfast was basic. Parking was in the city garage with first 3 hours free but overnight $16. Overall good place with some shopping and restaurants, and ice cream places nearby.
Reviewed on May 6, 2026
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
Price was $949, price is now $782 per person
$782
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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
Stay Pittsburgh
Downtown Pittsburgh
Price was $898, price is now $749 per person
$749
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8/10 Very Good! (287 reviews)
The accomodations were perfect for what I needed! Getting a bed with a kitchenette too for the price is a steal.
One note: the amount of messages from the property managers was kind of intense. I had multiple threads with multiple staff members on email, text, and Expedia, all sharing the same information. I definitely got what I needed, but I don't think I needed dozens of texts to tell me how to check in.
Reviewed on May 28, 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 30 to Jul 1
$142 total
Jun 30 - Jul 1
Total with taxes and fees
8.2/10 Very Good! (3,575 reviews)
"very nice hotel. there are extra fees for parking."
Reviewed on Jun 3, 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! (1,783 reviews)
"Wonderful stay can’t wait to do it again!"
Reviewed on Jun 3, 2026
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $215 total per night from Jun 7 to Jun 8
$215 total
Jun 7 - Jun 8
Total with taxes and fees
9.2/10 Wonderful! (2,010 reviews)
"Elegant hotel, early 20th century, well maintained, comfortable, clean, great amenities, great location. I have only good things to say. It is a great hotel."
Reviewed on Jun 1, 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 |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
