Brookline Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Where to stay in Brookline

Find the best Brookline areas and neighborhoods for the activities you enjoy most. Learn more about Brookline
A yellow bridge over a river with a cityscape in the background.

Downtown Pittsburgh

2 out of top 10 points of interest in this area

Abundant dining options, interesting museums and live music are just a few top things to explore in Downtown Pittsburgh. A visit to PPG Paints Arena or Benedum Center might round out your trip, and you can jump aboard the metro at Wood Street Station or Steel Plaza Station to get around town.

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A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

North Shore

2 out of top 10 points of interest in this area

Visitors often come to North Shore for its stunning river views, but many stay to explore sights like PNC Park and Acrisure Stadium. Getting around the area on the metro is easy if you take a ride at North Side Station.

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The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

Oakland

1 out of top 10 points of interest in this area

Oakland is known for its ample dining options, and you can make a stop by Petersen Events Center and Carnegie Museum of Natural History while in the area.

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A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

North Side

1 out of top 10 points of interest in this area

While you're in North Side, take in top sights like PNC Park or Acrisure Stadium, and hop on the metro to see more of the city at North Side Station or Allegheny Station.

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A courtyard with a fountain, brick walls, and trees.

Shadyside

Unique features of Shadyside include the restaurants and shopping. Make a stop by Walnut Street or Gallerie CHIZ while you're exploring the area.

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Top hotels in Brookline

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$234
21 Sept - 22 Sept
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
S$154
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (1,183 reviews)
"Great place to stay for a few nights, everything was great. The only issue is that it is a bit far away from the city and you have to arrange a way to get to city for other activities but overall it was an awesome stay."

Reviewed on 4 Sept, 2026

DoubleTree by Hilton Pittsburgh - Green Tree
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
S$151
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (2,281 reviews)
"great place to stay"

Reviewed on 5 Sept, 2026

The Landing Hotel at Rivers Casino
See all 2,009 properties in Brookline
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 holiday package cost?
Our Brookline holiday packages, which begin at just , 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 holiday 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 holiday!
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 holiday?
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 holiday package lets you organise 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 holiday package?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have access to more than 550 partner airlines worldwide, so you have lots of choice when organising your Brookline escape.
If I'm not able to travel, can I cancel my Brookline holiday package?
Don't worry if you're rethinking your Brookline holiday 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

Pittsburgh Pirates Baseball Game at PNC Park

S$60
per adult
100% of travellers recommend
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

S$37
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

S$17
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
See all activities in Pittsburgh

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.