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.
The Cove at Yarmouth by Westgate Resorts
Price was CA $1,685, price is now CA $1,164 per person
CA $1,164
per person
May 16 - May 22
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (257 reviews)
From the moment we arrived, we was welcomed with warm hospitality and genuine friendliness
The room was spotless, comfortable, and beautifully maintained, and I especially appreciated the attention to detail throughout the property. The indoor pool a plus in these cold months -
The location was perfect as well—close to everything I wanted to explore, yet peaceful and relaxing.
Your staff went above and beyond to ensure a pleasant experience, and it did not go unnoticed. It’s clear that you take great pride in providing exceptional service, and it made my trip all the more memorable.
Thank you for such a wonderful stay. I will absolutely be recommending your hotel to friends and family, and I look forward to returning in the future.
Reviewed on Mar 29, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,696, price is now CA $1,774 per person
CA $1,774
per person
May 16 - May 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
Eurostars The Boxer
West End
Price was CA $2,290, price is now CA $1,535 per person
CA $1,535
per person
Jun 13 - Jun 16
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Everything advertised was correct and enjoyable relaxing.
Reviewed on Apr 11, 2026
Life House, Nantucket
Nantucket Town
Price was CA $3,905, price is now CA $2,627 per person
CA $2,627
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.
Reviewed on Sep 26, 2025
Brookline Hotel Deals
DoubleTree by Hilton Manchester Downtown
700 Elm St. Manchester NH
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Apr 26 to Apr 27
CA $170
CA $184 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,164 reviews)
Restaurants food was good
Reviewed on Apr 8, 2026
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
The price is CA $218 per night from May 3 to May 4
CA $218
CA $244 total
May 3 - May 4
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
Clean rooms, Foods are very expensive breakfast $24 and $13 for kids. $20 for parking/night. Also, My family felt the water park areas were too cold. However, we loved the activities for kids like meet the wolf, dance party and story time.
Reviewed on Apr 11, 2026
The Colonial Hotel
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from May 3 to May 4
CA $185
CA $207 total
May 3 - May 4
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Parking was easy and safe. It was very clean. The restaurant was good.
Reviewed on Apr 12, 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.
