Brookline Vacation Packages
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Your Brookline Vacation
Reserve a Brookline vacation package and prepare to experience the best of this lively city. Consider staying in the neighborhood of Downtown Boston, which is great for nightlife, shopping and bars and pubs. If a sightseeing tour is part of the plan during your trip to Brookline, look around major attractions like Fenway Park, Boston Common and Boston Museum of Fine Arts. Don't put off your visit to this destination any longer. The ultimate Brookline vacation is just a few clicks away with Expedia.
Top Brookline Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Langham, Boston
Downtown Boston
Price was CA $3,159, price is now CA $1,886 per person
CA $1,886
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Private lounge offered three meals, wine, hard liquor, coffee, fruit, ice cream, etc. Well stocked & staff was superb
Reviewed on Apr 26, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,927, price is now CA $1,309 per person
CA $1,309
per person
Jul 15 - Jul 19
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
Brookline Hotel Deals
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from May 24 to May 25
CA $249
CA $324 total
May 24 - May 25
includes taxes & fees
8/10 Very Good! (4,038 reviews)
Everything was fine but breakfast was subpar.
Reviewed on Apr 28, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $231 per night from May 3 to May 4
CA $231
CA $316 total
May 3 - May 4
includes taxes & fees
9.6/10 Exceptional! (4,242 reviews)
Súper recomendable. Excelente atención y muy lindo hotel
Reviewed on Apr 28, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $265 per night from May 1 to May 2
CA $265
CA $365 total
May 1 - May 2
includes taxes & fees
9.2/10 Wonderful! (4,606 reviews)
Great hotel
Reviewed on Apr 27, 2026
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.
Discover the most popular places to visit in Brookline
Fenway Park
4.5/5(310 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Harvard University
4.5/5(284 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
Gillette Stadium
4.5/5(28 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.
What to do in Brookline
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $79
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
CA $47
per adult
88% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $116
per adult
92% of travellers recommend
Explore a world of travel with Expedia
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- Arnold Arboretum
- Berklee College of Music
- Visit Central Village
- Boston College
- Boston Common
- Boston Marathon Finish Line
- Boston Medical Center
- Visit Mission Hill
- Boston Museum of Fine Arts
- Boston Public Garden
- Boston Vacations
- Cambridge Vacations
- Charles River Esplanade
- Children's Hospital Boston
- Commonwealth Avenue Mall
- Copley Square
- Dana-Farber Cancer Institute
- Fenway Park
- Franklin Park Zoo
- Harvard Science Center
- Harvard Square
- Harvard University
- Hynes Convention Center
- Isabella Stewart Gardner Museum
- Massachusetts Institute of Technology
- Newbury Street
- Paradise Rock Club
- Parkman Bandstand
- Prudential Tower
- St. Elizabeth's Medical Center
- The Shops at Prudential Center
- Tufts Medical Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
