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.
Hampton Inn Boston Logan Airport Chelsea

Hampton Inn Boston Logan Airport Chelsea

2.5 out of 5
per person
Dec. 21 - Dec. 26
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
8.8/10 Excellent! (1,443 reviews)
The staff was very helpful they were willing to hold luggage and offer the late check out

Reviewed on Nov. 20, 2024

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Dec. 21 - Dec. 26
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (228 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Dec. 21 - Dec. 26
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (64 reviews)
Excellent hotel. The only thing was that the AC in our room was so loud when turned on that it was unbearable. The hotel did help us move to another room that did not have the problem. We were only there for a night. We will definitely stay again as it is an excellent hotel otherwise.

Reviewed on Oct. 27, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Dec. 22 - Dec. 27
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (323 reviews)
I loved the hotel: it is new, everything is so nice and beautiful!!!

Reviewed on Nov. 12, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Jan. 8 - Jan. 12
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Super place, great service

Reviewed on Nov. 6, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Where to stay in Brookline

Find the best Brookline areas and neighborhoods for the activities you enjoy most. Learn more about Brookline
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Cleveland Circle

4/5(14 area reviews)

Cleveland Circle is a destination travelers like for its restaurants, and you might hop aboard the metro at Cleveland Circle Station or Reservoir Station to explore sights like Chestnut Hill Reservoir.

Find hotel + flight trips in Cleveland Circle

Ready to book your vacation to Brookline?

 

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Brookline Hotel Deals

The Arcadian powered by Sonder
The Arcadian powered by Sonder
3.5 out of 5
1200 Beacon St, Brookline, MA
The price is CA $210 per night from Dec. 17 to Dec. 18
CA $210
CA $234 total
includes taxes & fees
Dec 17 - Dec 18
8/10 Very Good! (2,813 reviews)
"A convenient location, accessible to transportation."

Reviewed on Nov. 18, 2024

The Arcadian powered by Sonder
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $225 per night from Dec. 20 to Dec. 21
CA $225
CA $269 total
includes taxes & fees
Dec 20 - Dec 21
9.6/10 Exceptional! (2,588 reviews)
"Amazing"

Reviewed on Nov. 20, 2024

Seaport Hotel Boston
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Dec. 22 to Dec. 23
CA $178
CA $264 total
includes taxes & fees
Dec 22 - Dec 23
8.2/10 Very Good! (3,284 reviews)
"Sal the doorman was absolutely amazing. He helped me and 2 sisters out & treated us just like his daughters! He’s amazing at his job and deserves the absolute best. -Lara"

Reviewed on Nov. 21, 2024

Hilton Boston Park Plaza
See all 3,283 properties in Brookline
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Brookline vacation package cost?
Create unforgettable memories with our Brookline vacation packages, which start from just CA $811. Choose the hotels and flights that suit your style. Then, add on some sightseeing activities for a one-of-a-kind escape.
How do I get a cheap travel package to Brookline?
Our Brookline vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and extras (including activities) into an affordable package. But low prices are just the beginning of your next amazing adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 hotel options worldwide to choose from. No matter your budget, there’s a package that’s perfect for you.
Where should I stay in Brookline?
Stay where the action happens. Many visitors favor hotels around top sights, such as Fenway Park, Harvard Square and Copley Place.
What are the top hotels in Brookline?
The Arcadian powered by Sonder and Hilton Garden Inn Boston Brookline, MA are both popular options in the neighborhood of North Brookline. If you want to stay in the Corey Hill area, consider locking in a room at Courtyard by Marriott Boston Brookline or Homewood Suites by Hilton Boston Brookline-Longwood Medical.
How far in advance should I book my Brookline vacation?
Smart travelers often reserve their seats as early as possible. You can generally look up international fares on Expedia up to 12 months before your flight. If you’ve left things to the last minute, don’t despair. Cheap prices sometimes occur just weeks before departure.
What does an Expedia Brookline travel package include?
Rental cars, flights and hotels, or any combination of them — you decide! Whether you’re headed to Brookline with the whole family or traveling solo, there’s a package to match your style and budget. Once you’ve made your booking, why not add on a couple of tours or activities?
What should I know before booking a Brookline travel package?
Booking all the parts of your trip together is an excellent way to save. Combine your airfares, rental cars and hotels into one package. But hotels aren’t your only option. Expedia offers all kinds of properties, including vacation rentals such as beachfront villas and spacious residences. You’ve got loads of choices!
Can I choose my airline with a Brookline Expedia vacation package?
With a vacation package, you’re in charge. Whether you’d like to fly to Brookline in first class or coach, simply choose from the available airline options. Expedia has access to more than 550 partner airlines globally.
If I'm not able to travel, can I cancel my Brookline vacation package?
It’s difficult to predict what the future holds, so it’s comforting to know that you can change or cancel your Brookline vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Brookline

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Boston Common which includes flowers, a garden and landscape views

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.

Boston Common
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University

What to do in Brookline

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $103
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

CA $35
Per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $103
Per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Brookline
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.