Brookline Vacations from ￥278,942

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    Save up to ￥109,000 when you book a flight and hotel together*

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The Latest Brookline Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt House Pittsburgh/Bloomfield/Shadyside

Hyatt House Pittsburgh/Bloomfield/Shadyside

3 out of 5
Bloomfield
Price was ￥331,782, price is now ￥278,942 per person
￥278,942
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Pittsburgh (PIT)
9/10 Wonderful! (1,007 reviews)
Good place clean fruendly

Reviewed on Jul 10, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was ￥490,127, price is now ￥367,766 per person
￥367,766
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It was just ok. Maybe Pittsburgh needs to get a Ritz or Four Seasons.

Reviewed on Jun 24, 2026

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was ￥514,746, price is now ￥423,214 per person
￥423,214
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,008 reviews)
It was a beautiful experience

Reviewed on Jul 11, 2026

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was ￥369,266, price is now ￥314,704 per person
￥314,704
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.2/10 Very Good! (3,593 reviews)
Room was musty and damp smelling and there was a hole in the wall that was just partially covered up. We couldn’t tell if the sheets had been cleaned and there were dogs barking constantly. Would not stay again

Reviewed on Jul 11, 2026

The Atterbury Hotel, Autograph Collection

The Atterbury Hotel, Autograph Collection

4 out of 5
Downtown Pittsburgh
Price was ￥442,930, price is now ￥381,370 per person
￥381,370
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Pittsburgh (PIT)
9/10 Wonderful! (1,004 reviews)
Excellent customer service, beautiful room and the hotel was wonderful 😊

Reviewed on Jul 11, 2026

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
4.5/5(2,278 area reviews)

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

Find hotels in Downtown Pittsburgh

Brookline Hotel Deals

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 ￥21,681 per night from Jul 19 to Jul 20
￥21,681
￥24,717 total
Jul 19 - Jul 20
includes taxes & fees
8.2/10 Very Good! (3,626 reviews)
"Room was musty and damp smelling and there was a hole in the wall that was just partially covered up. We couldn’t tell if the sheets had been cleaned and there were dogs barking constantly. Would not stay again"

Reviewed on Jul 11, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ￥21,982 per night from Jul 13 to Jul 14
￥21,982
￥25,060 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (1,959 reviews)
"Had to walk through casino to get to parking garage big inconvenience so don’t forget anything from your car"

Reviewed on Jul 11, 2026

The Landing Hotel at Rivers Casino
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ￥20,566 per night from Jul 26 to Jul 27
￥20,566
￥23,444 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (796 reviews)
"Loved my stay at this hotel"

Reviewed on Jul 11, 2026

Courtyard by Marriott Pittsburgh University Center
See all 2,006 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 vacation package cost?
Our Brookline vacation packages, which begin at just ￥278,942, 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 vacation 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 vacation!
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 vacation?
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 vacation package lets you organize 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 vacation package?
Yes — that's the beauty of an Expedia vacation package. You're the boss! We have access to more than 550 partner airlines worldwide, so you have lots of choice when organizing your Brookline escape.
If I'm not able to travel, can I cancel my Brookline vacation package?
Don't worry if you're rethinking your Brookline vacation 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

￥9,185
per adult
Pittsburgh Pirates Baseball Game at PNC Park
Picture 4 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

￥4,639
per adult
80% 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

￥2,092
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.