Brookline Vacation Packages
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Your Brookline Vacation
Our vacation packages to Brookline allow you to create your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this fabulous city. Every trip to Brookline needs a well-crafted itinerary. Fill yours with leading attractions like Silver Lake State Park, Beaver Brook Reservation and Andres Institute of Art. Check out Expedia's wide range of travel options and book your perfect vacation to Brookline today.
Top Brookline Vacation Deals
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,628, price is now CA $1,069 per person
CA $1,069
per person
Jul 17 - Jul 20
found 1 day 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
The Langham, Boston
Downtown Boston
Price was CA $2,820, price is now CA $1,723 per person
CA $1,723
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Gorgeous property, excellent restaurants and the staff was very attentive and very kind....we'll definitely be back the next time we visit Boston! We loved our stay!
Reviewed on May 26, 2026
Meco Hotel - Hostel
West End
Price was CA $2,367, price is now CA $1,473 per person
CA $1,473
per person
Jul 30 - Aug 3
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (422 reviews)
Would definitely stay here again and again I loved it
Reviewed on May 27, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was CA $9,344, price is now CA $5,832 per person
CA $5,832
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon
Reviewed on May 8, 2025
Mandarin Oriental, Boston
Back Bay
Price was CA $2,602, price is now CA $1,712 per person
CA $1,712
per person
Aug 6 - Aug 9
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (422 reviews)
The valet was fast and professional, the room was clean, the staff are very helpful. I would definitely stay again!
Reviewed on May 25, 2026
Brookline Hotel Deals
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Jun 11 to Jun 12
CA $248
CA $277 total
Jun 11 - Jun 12
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Everything was good"
Reviewed on May 27, 2026
Holiday Inn Express Chelmsford by IHG
8 Independence Drive Chelmsford MA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from May 31 to Jun 1
CA $173
CA $193 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,061 reviews)
"The property was clean and quiet!"
Reviewed on May 27, 2026
Tru by Hilton Manchester Downtown
135 Spring Street Manchester NH
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Jun 28 to Jun 29
CA $140
CA $152 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
"Great hotel. Would absolutely stay again"
Reviewed on May 26, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
