North Side Vacations from $646
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The Latest North Side Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Stay Pittsburgh
Dec 4 - Dec 7Stay Pittsburgh + Flight
Downtown Pittsburgh3 nights2.0 star property8.0/10 - Very good (345 reviews)Roundtrip • Boston (BOS) - Pittsburgh (PIT)BOS - PIT • Nonstop PIT - BOS • Nonstop$908$646found 10 hours agoper traveler - Hampton Inn & Suites Pittsburgh-Downtown
Dec 4 - Dec 7Hampton Inn & Suites Pittsburgh-Downtown + Flight
Downtown Pittsburgh3 nights2.5 star property9.4/10 - Exceptional (1,366 reviews)"The property was clean and updated in a great location. The price was great compared to other properties in the area and included free parking and breakfast. The front desk staff was so friendly! We had one small issue with housekeeping and the manager more than made up for it. I’d definitely stay here again"Reviewed November 3, 2026Roundtrip • Boston (BOS) - Pittsburgh (PIT)BOS - PIT • Nonstop PIT - BOS • Nonstop$967$764found 9 hours agoper traveler - Joinery Hotel Pittsburgh, Curio Collection by Hilton
Dec 4 - Dec 7Joinery Hotel Pittsburgh, Curio Collection by Hilton + Flight
Downtown Pittsburgh3 nights4.0 star property8.4/10 - Very good (1,704 reviews)Roundtrip • Boston (BOS) - Pittsburgh (PIT)BOS - PIT • Nonstop PIT - BOS • Nonstop$865$685found 9 hours agoper traveler - Homewood Suites by Hilton Pittsburgh Downtown
Dec 4 - Dec 7Homewood Suites by Hilton Pittsburgh Downtown + Flight
Downtown Pittsburgh3 nights3.0 star property9.2/10 - Wonderful (1,595 reviews)"Great location within walking distance from several museums. Parking garage was convenient and easy to walk in / out, drive in / out. The room had everything I needed including a full kitchen. The lights, the lamp switches, the shower were well placed. Breakfast was not luxurious but had the staples: 2 hot meats and 2 hot sides, hot oatmeal, apples and bananas and 2 kinds of fruit juice, and std selection of yogurt and breads. Not just a muffin and bad coffee like in too many motels in the..."Reviewed November 3, 2026Roundtrip • Boston (BOS) - Pittsburgh (PIT)BOS - PIT • Nonstop PIT - BOS • Nonstop$975$778found 9 hours agoper traveler - The Westin Pittsburgh, a Marriott Hotel
Dec 4 - Dec 7The Westin Pittsburgh, a Marriott Hotel + Flight
Downtown Pittsburgh3 nights4.0 star property8.6/10 - Excellent (1,000 reviews)"Clean"Reviewed November 1, 2026Roundtrip • Boston (BOS) - Pittsburgh (PIT)BOS - PIT • Nonstop PIT - BOS • Nonstop$1,108$899found 9 hours agoper traveler
Discover the most popular places to visit in North Side
What to do in North Side
Pittsburgh: Museum of Illusions Entrance Ticket
$29
per adult
86% of travelers recommend
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
$13
per adult
0% of travelers recommend
Pittsburgh: Pasta Making Class With Local Chef
$75
per adult
0% of travelers recommend
North Side Hotel Deals
Hyatt Place Pittsburgh-North Shore
Hyatt Place Pittsburgh-North Shore3.0 star property
North Shore, 1.1 mi from North Side
8.8 out of 10, Excellent, (1,332 reviews)
8.8/10
Excellent
(1,332 reviews)
$110 nightly
The price is $125
$125 total
Nov 17 - Nov 18
Total with taxes and fees
9.6 out of 10, Exceptional, (1,001 reviews)
9.6/10
Exceptional
(1,001 reviews)
$139 nightly
The price is $158
$158 total
Nov 10 - Nov 11
Total with taxes and fees
Comfort Inn & Suites Pittsburgh-Northshore
Comfort Inn & Suites Pittsburgh-Northshore4.0 star property
0.8 mi from North Side
7.8 out of 10, Good, (661 reviews)
7.8/10
Good
(661 reviews)
"Location is everything for me didn't like the cable channel selections only negative for my trip"
$80 nightly
The price is $91
$91 total
Nov 16 - Nov 17
Total with taxes and fees
The Landing Hotel at Rivers Casino
The Landing Hotel at Rivers Casino2.0 star property
1.3 mi from North Side
9.4 out of 10, Exceptional, (2,520 reviews)
9.4/10
Exceptional
(2,520 reviews)
"Definitely would stay here again"
$113 nightly
The price is $129
$129 total
Nov 5 - Nov 6
Total with taxes and fees
9.4 out of 10, Exceptional, (179 reviews)
9.4/10
Exceptional
(179 reviews)
$121 nightly
The price is $138
$138 total
Dec 3 - Dec 4
Total with taxes and fees
Springhill Suites by Marriott Pittsburgh North Shore
Springhill Suites by Marriott Pittsburgh North Shore3.0 star property
North Shore, 0.9 mi from North Side
8.4 out of 10, Very good, (1,033 reviews)
8.4/10
Very good
(1,033 reviews)
"Rooms"
$102 nightly
The price is $117
$117 total
Nov 15 - Nov 16
Total with taxes and fees
Holiday Inn Express & Suites Pittsburgh North Shore by IHG
Holiday Inn Express & Suites Pittsburgh North Shore by IHG2.5 star property
North Shore, 0.9 mi from North Side
8.6 out of 10, Excellent, (1,596 reviews)
8.6/10
Excellent
(1,596 reviews)
"The star of this property is the location. You can walk everywhere from there and parking was easy. The staff was really friendly and the hotel was for the most part clean. (Our shower wasn’t the cleanest but everything else was fine) The bed was comfortable. Our AC kept going out and it got really warm at night. There is a weird light that was w rapped in plastic and just by the ceiling. It flashed all night long every so often and was really bright. Almost like photography flash. No clue...
$134 nightly
The price is $153
$153 total
Nov 5 - Nov 6
Total with taxes and fees
Residence Inn by Marriott Pittsburgh North Shore
Residence Inn by Marriott Pittsburgh North Shore3.0 star property
North Shore, 1 mi from North Side
8.2 out of 10, Very good, (1,005 reviews)
8.2/10
Very good
(1,005 reviews)
$121 nightly
The price is $138
$138 total
Nov 30 - Dec 1
Total with taxes and fees
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.
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.
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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.