Brookline Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

Your Brookline Holiday

Make travel planning easy by booking a holiday package to Brookline. We'll handle the details, so you can concentrate on enjoying everything this neighbourhood can offer. When it's time to take in the sights, you'll find plenty of awesome attractions nearby including Duquesne Incline, Monongahela Incline and Station Square. Visit one, two (or even all!) during your trip to Brookline. Stop dreaming and start doing. When it's time to book your ideal holiday to Brookline, Expedia is here to help.

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.

Find hotels in Downtown Pittsburgh
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.

Find hotels in North Shore
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.

Find hotels in Oakland
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.

Find hotels in North Side
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.

Find hotels in Shadyside

Top hotels in Brookline

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
£125
30 Aug - 31 Aug
includes taxes & fees
Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
£121
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very good! (1,322 reviews)
"Very good breakfast included !"

Reviewed on 29 Aug 2026

Pittsburgh Marriott City Center
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
£88
7 Sept - 8 Sept
includes taxes & fees
9.4/10 Exceptional! (2,249 reviews)
"I always enjoy my stays at the Landing. The staff is always friendly and helpful and the rooms and property are well kept. Great hotel."

Reviewed on 29 Aug 2026

The Landing Hotel at Rivers Casino
See all 2,008 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Frequently asked questions

How much does a Brookline travel package cost?
Get set to book, because a trip to Brookline starts from an enticing . When you bundle your flights, hotels and more into a travel package, you'll land the best prices.
If I'm not able to travel, can I cancel my Brookline travel package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel or amend your Brookline travel package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may charge additional fees. Looking for more information? Visit our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Brookline?
Bundle your flights and hotels with Expedia to save big on your next big adventure. With more than 550 air carriers and 1,000,000 hotel options worldwide, your Brookline travel package can be customized exactly to suit your travel style. With all those extra dollars, why not throw in some interesting tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Brookline is much closer than you thought!
Does Expedia offer Book Now, Pay Later Brookline holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a terrific getaway without using up all your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your break. Consider one of these flexible payment options:
  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient monthly instalment plans. If making bite-sized repayments each month sounds right for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you want to pay off your getaway in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this payment option. Simply put down a small deposit on your escape and then start packing your bags.
Where should I stay in Brookline?
Most travellers who visit Brookline include both Acrisure Stadium and University of Pittsburgh on their itineraries. Why not go for a hotel right near these great attractions?
What are the top hotels in Brookline?
If it's your first time in Brookline, make a reservation at Hyatt Regency Pittsburgh International Airport or Doubletree by Hilton Pittsburgh Greentree. Both hotels offer comfortable beds and are top options with many savvy travellers.
How far in advance should I book my Brookline holiday?
Savvy travellers always book early. Air carriers generally advertise flight tickets around a year prior to departure, and this is an ideal opportunity to pick up some of the cheapest prices. Boss just told you to use up all your holiday days next month? That's fine too — Expedia are never short of fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Brookline travel package include?
Much of that depends on you. You can pick from a variety of Brookline packages, such as a hotel, flight and rental car. You can also book a flight and a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your ideal Brookline trip looks like, get ready to save!
What should I know before booking a Brookline travel package?
You'll pick up amazing savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything together makes trip planning much easier. So why waste your time or money? Whether you're organising a luxury city stay with your love or a budget family adventure, have a look at our travel packages today.
Can I choose my airline with a Brookline Expedia travel package?
You can, and with over 550 airlines to select from globally, you have loads of choice. Browse the available options and see which airline fits your budget and needs.

Things to do

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

£35
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

£21
per adult
94% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
This tour is the best tour for sports fans! Big fun guaranteed!

Black & Gold Pittsburgh History Tour for Sports Fans

£24
per adult
Black & Gold Pittsburgh History Tour for Sports Fans
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. Flight-inclusive packages are ATOL protected.