Brookline Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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(4 area reviews)

Cleveland Circle is a destination travellers 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 hotels in Cleveland Circle

Top hotels in Brookline

The Arcadian powered by Sonder
The Arcadian powered by Sonder
3.5 out of 5
1200 Beacon St, Brookline, MA
The price is S$226 per night from 17 Dec to 18 Dec
S$226
includes taxes & fees
17 Dec - 18 Dec
8/10 Very Good! (2,808 reviews)
"The beds were very comfortable. The rooms clean and the hotel was quiet. Only one night but it was very comfortable. The front desk staff were very pleasant and accomodating. Access to the rail was great for getting around"

Reviewed on 21 Nov,2024

The Arcadian powered by Sonder
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is S$259 per night from 21 Dec to 22 Dec
S$259
includes taxes & fees
21 Dec - 22 Dec
9.6/10 Exceptional! (2,591 reviews)
"Excellent property with friendly and welcoming staff. We would definitely stay again!"

Reviewed on 22 Nov,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 S$253 per night from 8 Dec to 9 Dec
S$253
includes taxes & fees
8 Dec - 9 Dec
8.2/10 Very Good! (3,285 reviews)
"I’ll start with the bad- laying in bed getting ready for bed and a mouse goes running across the floor. I notified front desk and was moved to another room. The good- the staff was friendly, the breakfast buffet was well stocked, and is centrally located to a lot of amenities."

Reviewed on 21 Nov,2024

Hilton Boston Park Plaza
See all 3,286 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.

Frequently asked questions

How much does a Brookline holiday package cost?
Create unforgettable memories with our Brookline holiday packages, which start from just . 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 holiday packages promise plenty of savings for the savvy traveller. 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 neighbourhood 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 holiday?
Smart travellers 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 travelling 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 holiday rentals such as beachfront villas and spacious residences. You’ve got loads of choices!
Can I choose my airline with a Brookline Expedia holiday package?
With a holiday 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 holiday package?
It’s difficult to predict what the future holds, so it’s comforting to know that you can change or cancel your Brookline holiday 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.

Popular places to visit

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

Fenway Park

4.5/5(61 reviews)

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

Fenway Park
Harvard University featuring a city and heritage architecture

Harvard University

4.5/5(102 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

S$97
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

S$33
Per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
Whale-Watching Cruise in Stellwagen Bank Marine Sanctuary

Boston Harbor New England Aquarium Whale-Watching Cruise

S$105
Per adult
86% of travellers recommend
Boston Harbor New England Aquarium Whale-Watching Cruise
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.