Brookline Vacation Packages 2026 from $440

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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, Duquesne Incline and Station Square. 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.

Americas Best Value Inn Pittsburgh Airport

$440

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Pittsburgh (PIT)

6.6/10 (1,006 reviews)

Stay Pittsburgh

Downtown Pittsburgh

Save 100% on your flight

$563

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Pittsburgh (PIT)

8/10 Very Good! (321 reviews)

Reviewed on Aug 31, 2026

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

Save 100% on your flight

$1,327

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Pittsburgh (PIT)

8.6/10 Excellent! (1,000 reviews)

They were very efficient and responded quickly to any requests.

Reviewed on Aug 31, 2026

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

$519

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Pittsburgh (PIT)

8.4/10 Very Good! (3,785 reviews)

Helpful staff

Reviewed on Sep 1, 2026

Crowne Plaza Suites Pittsburgh South by IHG

$567

per person

Nov 13 - Nov 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Pittsburgh (PIT)

8.6/10 Excellent! (1,039 reviews)

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

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.

A yellow bridge over a river, a weeping willow tree, and a modern building with glass windows.

North Shore

2 out of top 10 points of interest in this area

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.

The Mellon Institute at Carnegie Mellon University with classical columns and a Gothic cathedral in the background.

Oakland

1 out of top 10 points of interest in this area

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.

A bridge with illuminated lights reflecting on the water, a city skyline in the background, and a smokestack emitting smoke.

North Side

1 out of top 10 points of interest in this area

If you're spending time in North Side, check out sights like PNC Park or Acrisure Stadium and hop on the metro to see more the city at North Side Station or Allegheny Station.

A courtyard with a fountain, brick walls, and trees.

Shadyside

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.

Brookline Hotel Deals

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Fully refundableReserve now, pay when you stay

$149 nightly

$169 total

Sep 15 - Sep 16

Total with taxes and fees

8.4/10 Very Good! (3,759 reviews)

"Helpful staff"

Reviewed on Sep 1, 2026

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Fully refundableReserve now, pay when you stay

$209 nightly

$238 total

Sep 6 - Sep 7

Total with taxes and fees

DoubleTree by Hilton Pittsburgh - Green Tree

500 Mansfield Avenue Pittsburgh PA

Fully refundableReserve now, pay when you stay

$97 nightly

$110 total

Sep 8 - Sep 9

Total with taxes and fees

8.6/10 Excellent! (1,181 reviews)

"Beautiful facility, staff was extra helpful, amenities were clean and very accessible. Prime location"

Reviewed on Aug 31, 2026

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.