Brookline Vacations from ￥280,641

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  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

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

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The Latest Brookline Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Davis Motel

Davis Motel

2 out of 5
Price was ￥293,407, price is now ￥280,641 per person
￥280,641
per person
Dec 29 - Jan 5
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
17.2/10 Exceptional! (815 reviews)
The room & bathroom was spotless!!!! It's was a very nice stay. The people that work there were very nice and welcoming. The morning lady was super nice and helped with directions.

Reviewed on Oct 31, 2025

Holiday Inn Youngstown South by IHG

Holiday Inn Youngstown South by IHG

3 out of 5
Price was ￥317,024, price is now ￥295,316 per person
￥295,316
per person
Dec 29 - Jan 5
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
17.2/10 Exceptional! (635 reviews)
All was good. No complaints.

Reviewed on Nov 9, 2025

Holiday Inn Express & Suites New Castle by IHG

Holiday Inn Express & Suites New Castle by IHG

2.5 out of 5
Price was ￥325,330, price is now ￥310,986 per person
￥310,986
per person
Dec 29 - Jan 5
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
17.6/10 Exceptional! (611 reviews)
Room bathroom was dirty upon arrival

Reviewed on Nov 14, 2025

Holiday Inn Express & Suites Sharon-Hermitage by IHG

Holiday Inn Express & Suites Sharon-Hermitage by IHG

2.5 out of 5
Price was ￥327,200, price is now ￥314,114 per person
￥314,114
per person
Dec 29 - Jan 5
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
19.2/10 Exceptional! (667 reviews)
Excellent property, nice rooms, nice pool area. Ice cream and cookies were a bonus

Reviewed on Nov 11, 2025

Holiday Inn Express & Suites North Lima by IHG

Holiday Inn Express & Suites North Lima by IHG

2.5 out of 5
Price was ￥308,446, price is now ￥298,038 per person
￥298,038
per person
Dec 29 - Jan 5
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
15.6/10 Exceptional! (606 reviews)
If you’d like someone to check out before checkout time please change your check out time. Having staff knock to ask twice an hour before checking out is frustrating.

Reviewed on Nov 9, 2025

Where to stay in Brookline

Find the best Brookline areas and neighborhoods for the activities you enjoy most. Learn more about Brookline
Downtown Pittsburgh which includes a bridge and a river or creek

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(2,251 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 ￥16,090 per night from Dec 4 to Dec 5
￥16,090
per night
Dec 4 - Dec 5
8/10 Very Good! (3,126 reviews)
Great.

Reviewed on Nov 11, 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 ￥25,079 per night from Nov 16 to Nov 17
￥25,079
per night
Nov 16 - Nov 17
9/10 Wonderful! (1,760 reviews)
Rooms were clean and comfortable, availability of hotel restaurants/ tap room great, location to PPG and T perfect.

Reviewed on Nov 12, 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 ￥17,625 per night from Nov 23 to Nov 24
￥17,625
per night
Nov 23 - Nov 24
8.4/10 Very Good! (1,383 reviews)
Good stay

Reviewed on Nov 10, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
See all 1,805 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 ￥280,641, 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.

Discover the most popular places to visit in Brookline

Heinz Field which includes a lake or waterhole

Acrisure Stadium

4.5/5(998 reviews)

Giant ketchup bottles tilt onto the scoreboard to celebrate touchdowns in this innovative riverside football arena at the heart of Pittsburgh sports.

Acrisure Stadium
PNC Park showing a city

PNC Park

4.5/5(780 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

PNC Park
Oakland featuring a garden

University of Pittsburgh

4.5/5(843 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh

Things to do

Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

￥5,288
per adult
Pittsburgh Pirates Baseball Game at PNC Park
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

￥1,997
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories

Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories

￥4,198
per traveler
Smartphone-Guided Tour of Downtown Pittsburgh Sights & Stories
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.