Title: Brookline Vacation Packages 2026 from $358 | Expedia.com

[Hotels in Brookline](https://expedia.com/Brookline-Pittsburgh-Hotels.0-n553248635976481859-0.Travel-Guide-Filter-Hotels)[Flights to Pittsburgh](https://expedia.com/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.com/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Car Rentals in Brookline](https://expedia.com/Car-Rentals-In-Brookline.d553248635976481859.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium)

# Brookline Vacations from $358

## Book a Hotel + Flight or Car together to unlock savings

## Your Brookline Vacation

Your next big journey is calling with a vacation package to Brookline. Relaxation, entertainment and nothing but great times — you're bound to find it in this neighborhood. Some popular nearby attractions to see during your trip to Brookline include [Monongahela Incline](https://www.expedia.com/Monongahela-Incline-South-Shore.d6078693.Vacation-Attraction), [Duquesne Incline](https://www.expedia.com/Duquesne-Incline-Duquesne-Heights.d6078687.Vacation-Attraction) and [Station Square](https://www.expedia.com/Station-Square-South-Shore.d6078709.Vacation-Attraction). No matter your travel plans or budget, booking your ideal Brookline vacation is simple with Expedia.

## The Latest Brookline Vacation Packages

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

![Placemakr Downtown Pittsburgh at The Pennsylvanian](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/0729901f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

$358

per person

May 11 - May 13

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

8.2/10 Very Good! (71 reviews)

This place was the best!

Reviewed on Mar 28, 2026

![The Westin Pittsburgh, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

Save 100% on your flight

$388

per person

May 11 - May 13

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

8.6/10 Excellent! (1,001 reviews)

Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

![Etage Executive Living](https://images.trvl-media.com/lodging/23000000/22120000/22118100/22118076/3f15529c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Etage Executive Living

Downtown Pittsburgh

$622

per person

Jun 19 - Jun 21

found 7 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

9.2/10 Wonderful! (1,607 reviews)

The hotel is very spacious and clean. It has a gym attached to it which is very nice. The rooms are spacious and the views from the room and nice. They have nice open spaces on specific floors to watch sports games with pool tables, foosball tables, huge scrabble games on the wall. It’s huge lounge with tables and comfy couches. The staff is friendly and explain everything to you. Restaurants are walking distance.

Reviewed on Mar 28, 2026

![TownePlace Suites by Marriott Pittsburgh Cranberry Township](https://images.trvl-media.com/lodging/17000000/16420000/16417400/16417365/111351d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### TownePlace Suites by Marriott Pittsburgh Cranberry Township

$416

per person

Jun 19 - Jun 21

found 7 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

9.2/10 Wonderful! (429 reviews)

Nice hotel & room. Good breakfast. Great location, although a little difficult to find initially. Would recommend.

Reviewed on Mar 22, 2026

![DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/9f3454ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

Downtown Pittsburgh

$438

per person

Jun 19 - Jun 21

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

8.2/10 Very Good! (1,069 reviews)

We stayed while a event was going on at the ppg arena got back to the hotel around 11:30pm and dropped off my car. The next morning checking out the gentleman getting my car had no clue where it was. He eventually did find my car and all was well but I suggest maybe putting someone else on at nights. The gentleman picking up my car the next morning was very apologetic and kind.My room was nice except the bathtub had stuff all through it and on the floor. But other than that is was a wonderful place and staff was very nice.

Reviewed on Mar 29, 2026

## Where to stay in Brookline

Find the best Brookline areas and neighborhoods for the activities you enjoy most. [Learn more about Brookline](https://expedia.com/Pittsburgh-Brookline.dx553248635976481859)

![Downtown Pittsburgh](https://images.trvl-media.com/place/6057662/7df71e93-fe04-46c9-a8b8-caf07e34fbb5.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### 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 hotel + flight trips in Downtown Pittsburgh](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Pittsburgh&DestID=6057662&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![North Shore](https://images.trvl-media.com/place/553248633938969308/c1d2f3a4-eff8-47ed-b1af-f88f96028a9d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### North Shore

2 out of top 10 points of interest in this area

4.5/5(575 area reviews)

 Heinz Field, PNC Park, and The Andy Warhol Museum await in this vibrant area, connected to Downtown Pittsburgh by the iconic Roberto Clemente, Andy Warhol, and Rachel Carson Bridges. Enjoy easy access to two light rail stations. 

[Find hotel + flight trips in North Shore](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Shore&DestID=553248633938969308&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Oakland](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Oakland

1 out of top 10 points of interest in this area

4/5(587 area reviews)

 Academic and healthcare hub, Oakland boasts museums, shopping venues, and diverse dining options along Forbes and Fifth Avenue. Explore historic districts and easily navigate the area via the distinctive city steps and public transportation. 

[Find hotel + flight trips in Oakland](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Oakland&DestID=183908&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![View of the Strip District, from Frank Curto Park in Pittsburgh, Pennsylvania](https://images.trvl-media.com/place/6343592/dc99580f-c44b-45af-9529-30dbfbc703a3.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Strip District

4/5(17 area reviews)

 Brimming with specialty shops, unique boutiques, and ethnic food purveyors, the Strip District offers a lively atmosphere with art studios, antique dealers, and the historic St. Stanislaus Kostka Church. Enjoy open-air markets and vibrant nightlife during summer months. 

[Find hotel + flight trips in Strip District](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Strip%20District&DestID=6343592&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![PITTSBURGH, PENNSYLVANIA, USA 4-30-2018 Mellon Park. Designed in 1929 and later donated to the city by Richard Mellon as part of his estate in the Shadyside neighborhood of the the City](https://images.trvl-media.com/place/6156339/b2f1141a-234f-4e0d-9662-7e5f7d7d28a0.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Shadyside

4.5/5(39 area reviews)

 Victorian mansions and modern apartments create a diverse residential atmosphere. Explore upscale stores on Walnut Street, dine at local eateries like Pamela's Diner, and easily walk between the three business corridors. Public transportation is accessible. 

[Find hotel + flight trips in Shadyside](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Shadyside&DestID=6156339&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Brookline Hotel Deals

![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$129 nightly

$147 total

Apr 19 - Apr 20

Total with taxes and fees

8.2/10 Very Good! (3,458 reviews)

The room was very clean and the staff was courteous. I enjoyed the breakfast in the morning and I love the location. I would book again.

Reviewed on Mar 28, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F19%2F2026&endDate=4%2F20%2F2026&selected=25509&PinnedHotelID=25509&HadPinnedHotel=true&regionId=553248635976481859)

![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

$183 nightly

$209 total

Apr 5 - Apr 6

Total with taxes and fees

9.2/10 Wonderful! (1,979 reviews)

Beautiful historic property with impeccable service. Several good options for sipping and relaxing onsite. The coffee at the coffee shop is good but breakfast was just okay for the price. Would absolutely stay here again.

Reviewed on Mar 28, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=2998&PinnedHotelID=2998&HadPinnedHotel=true&regionId=553248635976481859)

![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies Pittsburgh PA

Fully refundableReserve now, pay when you stay

$138 nightly

$157 total

Apr 5 - Apr 6

Total with taxes and fees

8.4/10 Very Good! (1,476 reviews)

Very cool place, in a great spot

Reviewed on Mar 28, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=17900777&PinnedHotelID=17900777&HadPinnedHotel=true&regionId=553248635976481859)

[See all 1,944 properties in Brookline](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&regionId=553248635976481859)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Brookline

![PNC Park](https://images.trvl-media.com/place/6034814/2a1c2913-9c06-4fae-9abc-1cb74729e1af.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### PNC Park

4.5/5(789 reviews)

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

[](https://expedia.com/PNC-Park-North-Shore.d6034814.Vacation-Attraction)

![PPG Paints Arena](https://images.trvl-media.com/place/2800/a1d63919-12b6-4170-9f84-3ebbdf3ed244.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### PPG Paints Arena

4.5/5(607 reviews)

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

[](https://expedia.com/PPG-Paints-Arena-Downtown-Pittsburgh.d6140367.Vacation-Attraction)

![University of Pittsburgh in Pittsburgh, PA ](https://images.trvl-media.com/place/6090505/783a779d-9b7b-411b-8978-ebc0679a7952.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### University of Pittsburgh

4.5/5(856 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. 

[](https://expedia.com/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction)

### Things to do

![Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena](https://mediaim.expedia.com/localexpert/47588438/9191c759-53fb-49fa-8583-0093ee671ca3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh Penguins Ice Hockey Game at PPG Paints Arena

$84

per adult

[](https://expedia.com/things-to-do/pittsburgh-penguins-ice-hockey-game-at-ppg-paints-arena.a47588438.activity-details)

![Pittsburgh: Museum of Illusions Entrance Ticket](https://mediaim.expedia.com/localexpert/50578729/7320642b-dd30-4e80-8314-21019365b5d8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh: Museum of Illusions Entrance Ticket

$29

per adult

**80%** of travellers recommend

[](https://expedia.com/things-to-do/pittsburgh-museum-of-illusions-entrance-ticket.a50578729.activity-details)

![Pittsburgh: Beauty of the Burgh Bike Tour](https://mediaim.expedia.com/localexpert/4572811/f96e6be9-59d9-405e-9cf4-20718d608bf0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pittsburgh: Beauty of the Burgh Bike Tour

$59

per adult

**94%** of travellers recommend

[](https://expedia.com/things-to-do/pittsburgh-beauty-of-the-burgh-bike-tour.a4572811.activity-details)

[See all activities in Pittsburgh](https://expedia.com/things-to-do/search?rid=553248635976481859)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.