Brookline Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Top Holiday Package Deals in Brookline
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
CA $863
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8.2/10 Very good! (3,678 reviews)
We only stayed one night. Staff at check in and check out were helpful.
Had a guy ask for money the morning of our early am check out. That wasn’t great. Not a great look, but hard to fault hotel staff.
Reviewed on Aug 11, 2026
Stay Pittsburgh
Downtown Pittsburgh
CA $937
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
8/10 Very good! (314 reviews)
Some confusion on my end with paying the deposit, as I thought I was paying for my room a second time, but the host was quick to clear it up. Another pleasant stay at this clean and quiet property.
Reviewed on Aug 9, 2026
Hyatt House Pittsburgh/Bloomfield/Shadyside
Bloomfield
CA $1,073
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
9/10 Wonderful! (1,012 reviews)
While the location is prime, the property itself is showing its age and the front desk staff are not fully engaged with the guest experience. For the price we paid, we expected cleaner common areas, more thoughtful communication, and daily housekeeping.
Reviewed on Aug 11, 2026
Where to stay in Brookline
Find the best Brookline areas and neighborhoods for the activities you enjoy most. Learn more about Brookline
Downtown Pittsburgh
2 out of top 10 points of interest in this area
Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.
North Shore
2 out of top 10 points of interest in this area
Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations.
Oakland
1 out of top 10 points of interest in this area
Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation.
North Side
1 out of top 10 points of interest in this area
If you're spending time in North Side, check out sights like PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station.
Mount Washington
Consider a visit to Ohio River Valley and take some time to enjoy the abundant dining options during your time in Mount Washington. If you want to see more of the city, jump on the metro at South Hills Junction Station or Palm Garden Station.
Brookline Hotel Deals
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
CA $172
CA $197 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very good! (3,753 reviews)
"We only stayed one night. Staff at check in and check out were helpful. Had a guy ask for money the morning of our early am check out. That wasn’t great. Not a great look, but hard to fault hotel staff."
Reviewed on Aug 11, 2026
The Landing Hotel at Rivers Casino
757 Casino Dr Pittsburgh PA
CA $166
CA $189 total
Aug 23 - Aug 24
includes taxes & fees
Omni William Penn Hotel
530 William Penn Place Pittsburgh PA
CA $298
CA $340 total
Aug 30 - Aug 31
includes taxes & fees
9.2/10 Wonderful! (2,069 reviews)
"."
Reviewed on Aug 10, 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.
Frequently asked questions
How much does a Brookline vacation package cost?
Our Brookline vacation packages, which begin at just CA $735, are the easiest way to save big bucks. All you have to do is choose your preferred hotels, flights and rental car to create your dream itinerary.
How do I get a cheap travel package to Brookline?
If you love bargains, bundle your bookings into a Brookline vacation package. Whether you're chasing hotels, flights, rental cars or day tours, you can book everything in one place. You'll have lots of choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 hotel options worldwide to pick from. Fly with who you prefer, stay wherever you like and save a packet — now that's the perfect vacation!
Where should I stay in Brookline?
Take the hassle out of sightseeing by staying within walking distance of Brookline's big attractions. Acrisure Stadium and PNC Park are two which top many visitors' bucket lists.
What are the top hotels in Brookline?
Pittsburgh Home With Deck And Grill is one of Brookline's most popular properties. Lock in a room here and you'll be able to slumber peacefully knowing you're in capable hands.
How far in advance should I book my Brookline vacation?
While not all airlines advertise ticket prices early, you can normally look up international airfares on Expedia up to a year in advance. This is the time you'll bag some fantastic deals. If you're purchasing tickets last minute, you may still be in luck. Sometimes the lowest prices appear a few weeks prior to departure.
What does an Expedia Brookline travel package include?
Travel packages include rental cars, flights and hotels, but you can combine any of them to create your ideal Brookline escape. You can also add on activities and experiences once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll get access to deals you won't find anywhere else.
What should I know before booking a Brookline travel package?
Whether it's adventure or relaxation you're craving, a Brookline vacation package lets you organize your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Brookline Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You're the boss! We have access to more than 550 partner airlines worldwide, so you have lots of choice when organizing your Brookline escape.
If I'm not able to travel, can I cancel my Brookline vacation package?
Don't worry if you're rethinking your Brookline vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We get that life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
Things to do
Pittsburgh Pirates Baseball Game at PNC Park
CA $73
per adult
100% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
CA $41
per adult
90% of travellers recommend
Black & Gold Pittsburgh History Tour for Sports Fans
CA $46
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.