Brookline Holidays & Package Deals

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Your Brookline Holiday

Your next big journey is calling with a holiday package to Brookline. Relaxation, entertainment and nothing but great times — you're bound to find it in this neighbourhood. Some popular nearby attractions to see during your trip to Brookline include Monongahela Incline, Duquesne Incline and Station Square. No matter your travel plans or budget, booking your ideal Brookline holiday is simple with Expedia.

Our guide on 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.

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.

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.

A street with a Starbucks and a plaza with colorful steps.

Strip District

Strip District is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to The Terminal or Senator John Heinz Regional History Centre.

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.

Our pick of the best Brookline Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

AU$198

12 Oct - 13 Oct

includes taxes & fees

8.4/10 Very good! (3,785 reviews)

"The room we stayed in was older and not very bright. It was clean but which we would have had a renovated room. Housekeeping was amazing and very nice."

Reviewed on 24 Sept 2026

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

AU$246

16 Oct - 17 Oct

includes taxes & fees

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

Fully refundableReserve now, pay when you stay

AU$217

18 Oct - 19 Oct

includes taxes & fees

See all 2,012 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.

Activities

Pittsburgh Pirates Baseball Game at PNC Park

AU$66

per adult

100% of travellers recommend

This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

AU$45

per adult

Pittsburgh: Museum of Illusions Entrance Ticket

AU$40

per adult

94% of travellers recommend

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.

Brookline Holidays

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Brookline Holiday

Our guide on where to stay in Brookline

Downtown Pittsburgh

North Shore

Oakland

Strip District

Shadyside

Our pick of the best Brookline Hotel Deals

Wyndham Grand Pittsburgh Downtown

Pittsburgh Marriott City Center

The Landing Hotel at Rivers Casino

Frequently asked questions

Activities

Pittsburgh Pirates Baseball Game at PNC Park

Black & Gold Pittsburgh History Tour for Sports Fans

Pittsburgh: Museum of Illusions Entrance Ticket