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.
Boston Lodge and Suites
Dorchester
Price was CA $1,179, price is now CA $766 per person
CA $766
per person
Jul 17 - Jul 19
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.
Reviewed on Nov 10, 2025
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,961, price is now CA $1,225 per person
CA $1,225
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (187 reviews)
It’s a cute little place right on the ocean with its own beach.
Reviewed on Jun 12, 2026
The Atlas Hotel
Allston
Price was CA $1,273, price is now CA $832 per person
CA $832
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (125 reviews)
Exceptional service at the Atlas Hotel
Very clean facilities with service oriented staff members who are always willing to help and they go the extra mile to get things done.
Particularly thanks to Damion for the quick check in process and the very nice gift left in my room upon arrival. Very thoughtful gesture.
The Coop store in the hotel has the most beautiful items.
The Atlas is a must visit hotel. And did I mention that it is just right across from the Harvard Business School.
Reviewed on Jun 14, 2026
Chatham Tides
Price was CA $2,536, price is now CA $1,700 per person
CA $1,700
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (701 reviews)
Beautiful place! Beach was right outside our door, staff was excellent, room was clean! Definitely will be visiting again!
Reviewed on Jun 14, 2026
Brookline Hotel Deals
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
The price is CA $282 per night from Jul 3 to Jul 4
CA $282
CA $362 total
Jul 3 - Jul 4
includes taxes & fees
8/10 Very Good! (4,227 reviews)
"We had a bad check-in experience and the place looked like it could use some significant touch-ups. Shower floor looked worn-through and the repair was not great quality. The sleeping area was clean."
Reviewed on Jun 14, 2026
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Jul 2 to Jul 3
CA $267
CA $368 total
Jul 2 - Jul 3
includes taxes & fees
9.2/10 Wonderful! (4,728 reviews)
"The hotel was fantastic."
Reviewed on Jun 14, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Jul 5 to Jul 6
CA $200
CA $233 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,690 reviews)
"Amazing location. Staff was professional. Bed was massive. Great view of downtown from my window. Would stay here again for sure."
Reviewed on Jun 14, 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.
Stay near popular Brookline attractions
Explore a world of travel with Expedia
- 1 Star Hotels in Hyde Square
- Hotels near Beth Israel Deaconess Medical Center
- Hotels near Beth Israel Deaconess Medical Center - West Campus
- Boston Hotels
- Condo Resorts in Brandon Hall Station
- Hotels near Brigham and Women's Hospital
- Hostels in Brookline Hills Station
- Hotels near Brookline Hills Station
- Hersha Hospitality Hotels in Central Village
- Hotels near Children's Hospital Boston
- Beach Hotel Hotels in Coolidge Corner South Side
- Casino Hotels in Coolidge Corner South Side
- Cheap Hotels in Coolidge Corner South Side
- Coolidge Corner South Side Hotels
- B&B in Coolidge Corner Station
- Hotels near Coolidge Corner Station
- Hotels near Coolidge Corner Theatre
- Corey Hill Hotels
- Hotels near Dana-Farber Cancer Institute
- Downtown Boston Hotels
- Emerson Gardens Hotels
- B&B in Fairbanks St. Station
- Hotels near Fairbanks St. Station
- Townhomes in Fairbanks St. Station
- Hotels near Fenway Park
- Hotels near Fenway Station
- Inns in Fenway Station
- Resorts in Fenway Station
- Houseboats in Hawes St. Station
- Hersha Hospitality Hotels in High Street Hill
- High Street Hill Hotels
- Hyde Square Hotels
- Hotels near Isabella Stewart Gardner Museum
- Hotels near Jackson Square Station
- Hotels near Joslin Diabetes Center
- All Inclusive Resorts and in Longwood
- Beach Hotel Hotels in Longwood
- Cheap Hotels in Longwood
- Historic Hotels in Longwood
- Hotels with Free Breakfast in Longwood
- Longwood Hotels
- Hotels near Longwood Medical Area
- B&B in Longwood Medical Area Station
- Hotels near Longwood Medical Area Station
- Hotels near MCPHS University - Boston
- Hotels near MassArt
- Cheap Hotels in Medical Center Area
- Luxury Hotels in Medical Center Area
- Spa Hotels in Medical Center Area
- Medical Center Area Hotels
- Cheap Hotels in Mission Hill
- Winery Hotels in Mission Hill
- Mission Hill Hotels
- Boutique Hotels in North Brookline
- Hotels with Free Airport Shuttle in North Brookline
- Romantic Hotels in North Brookline
- Spa Hotels in North Brookline
- North Brookline Hotels
- Aparthotels in Roxbury Crossing Station
- Guest Houses in Roxbury Crossing Station
- Hotels near Roxbury Crossing Station
- Hostels in Stony Brook Station
- Vacation Homes in Summit Av. Station
- 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.
