Brookline Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 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
Downtown Pittsburgh

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(15 area reviews)

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

Top hotels in Brookline

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is £127 per night from 21 Apr to 22 Apr
£127
21 Apr - 22 Apr
includes taxes & fees
8.2/10 Very Good! (3,467 reviews)
The walls were paper thin and the valet workers got in a physical altercation moments after taking my car

Reviewed on 15 Apr 2026

Wyndham Grand Pittsburgh Downtown
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is £116 per night from 27 Apr to 28 Apr
£116
27 Apr - 28 Apr
includes taxes & fees
8.4/10 Very Good! (1,478 reviews)
A beautiful hotel with great views. The staff was attentive and everything was very clean. Great stay and convenient location.

Reviewed on 15 Apr 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is £151 per night from 30 Apr to 1 May
£151
30 Apr - 1 May
includes taxes & fees
9.2/10 Wonderful! (1,987 reviews)
People were great

Reviewed on 14 Apr 2026

Omni William Penn Hotel
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

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.

Popular places to visit

University of Pittsburgh in Pittsburgh, PA

University of Pittsburgh

Explore the campus of University of Pittsburgh, a top university in Pittsburgh. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

University of Pittsburgh
PPG Paints Arena

PPG Paints Arena

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theatre scene or attend a sporting event in this vibrant area.

PPG Paints Arena
Kennywood

Kennywood

Spend a fun-filled day making your way between over 30 rides and attractions in one of the oldest continually running amusement parks in the United States.

Kennywood

Things to do

Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

£22
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

£44
per adult
94% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

£37
per adult
Whiskey Rebellion & Prohibition Tour
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.