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 Cove at Yarmouth by Westgate Resorts
Price was CA $1,344, price is now CA $886 per person
CA $886
per person
May 29 - Jun 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (253 reviews)
Room was not easy to get to and it was 0 degrees out …1st they put me out in a building where the property was a sheet of ice so I asked to be moved to the main building since I was by myself. Fortunately, they moved me, but the room was confusing to get to. :-( The pool was closed for maintenance, and I was planning to swim. :-( The room was great, clean and a comfortable bed, so I would stay again, but I would request staying closer to the lobby next time.
Reviewed on Jan 31, 2026
Brookline Hotel Deals
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Mar 22 to Mar 23
CA $165
CA $230 total
Mar 22 - Mar 23
includes taxes & fees
8/10 Very Good! (3,937 reviews)
.
Reviewed on Mar 10, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Mar 19 to Mar 20
CA $186
CA $272 total
Mar 19 - Mar 20
includes taxes & fees
8.4/10 Very Good! (3,136 reviews)
great location. lobby is very spacious and nice. there was always an elevator ready to go up. room was nice and spacious. no wardrobe. no view. the bathroom was old and lack shelves. we had an issue with hot water, it was most of the time slightly warm and not hot.
Reviewed on Mar 9, 2026
Harborside Inn Of Boston
185 State St Boston MA
The price is CA $207 per night from Mar 12 to Mar 13
CA $207
CA $241 total
Mar 12 - Mar 13
includes taxes & fees
9.2/10 Wonderful! (6,339 reviews)
Have stayed here twice. First time was great. Second time shower was cold.
Reviewed on Mar 11, 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(305 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
Gillette Stadium
4.5/5(27 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.
Boston Common
4.5/5(518 reviews)
The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.
What to do in Brookline
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $108
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
CA $32
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.
