Brookline Holidays from £799

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    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.

Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was £977, price is now £799 per person
£799
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
7.8/10 Good! (169 reviews)
Very nice building: apartment needed TLC but all & all nice stay!

Reviewed on 10 Aug 2025

Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was £1,398, price is now £1,055 per person
£1,055
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
7.6/10 Good! (16 reviews)
Unique, incredible preservation of the historical aspects of the property fused with modern design in the condos .

Reviewed on 25 Aug 2025

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was £1,560, price is now £1,215 per person
£1,215
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
8.8/10 Excellent! (1,000 reviews)
Everything was great

Reviewed on 12 Aug 2025

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was £1,108, price is now £889 per person
£889
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
8.6/10 Excellent! (1,001 reviews)
The property was great the and the sfaff were awesome.

Reviewed on 17 Aug 2025

Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was £1,411, price is now £1,161 per person
£1,161
per person
10 Oct - 13 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
9.4/10 Exceptional! (1,212 reviews)
One of my favorites! Always clean and comfortable Great bar/restaurant.

Reviewed on 24 Aug 2025

Where to stay in Brookline

Find the best Brookline areas and neighborhoods for the activities you enjoy most. Learn more about Brookline
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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 £128 per night from 27 Aug to 28 Aug
£128
27 Aug - 28 Aug
includes taxes & fees
8/10 Very Good! (2,995 reviews)
"."

Reviewed on 25 Aug 2025

Wyndham Grand Pittsburgh Downtown
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 £134 per night from 10 Sept to 11 Sept
£134
10 Sept - 11 Sept
includes taxes & fees
9/10 Wonderful! (1,625 reviews)
"The windows were in dire need of cleaning. The AC made noises with the vents opening and closing. The staff, Charley, in particular was kind and helpful, and offered very good follow up with issues. The bath and one half in our room was a pleasant surprise. There was a dark corner of the room that ..."

Reviewed on 25 Aug 2025

Omni William Penn Hotel
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 £102 per night from 21 Sept to 22 Sept
£102
21 Sept - 22 Sept
includes taxes & fees
8.2/10 Very Good! (1,342 reviews)
"It was decent"

Reviewed on 25 Aug 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,751 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 £799. 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

University of Pittsburgh

5/5(1 review)

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

University of Pittsburgh
PPG Paints Arena

PPG Paints Arena

5/5(2 reviews)

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 featuring rides

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, PA: Sandcastle Waterpark Entry Ticket

Pittsburgh, PA: Sandcastle Waterpark Entry Ticket

£23
per adult
Pittsburgh, PA: Sandcastle Waterpark Entry Ticket
Visit beautiful shopping and dining complex in your private tour

Private City Kickstart Tour: Tokyo

£100
per adult
100% of travellers recommend
Private City Kickstart Tour: Tokyo
Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

£41
per adult
Pittsburgh Pirates Baseball Game at PNC Park
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.