Brookline Holidays

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Our guide on 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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Longwood

While you're strolling through Longwood, you may want to check out the coffee shops and architecture. If you want to see more of the area, hop on the metro at Longwood Station or Hawes St. Station.

Find hotel + flight trips in Longwood

Brookline Holiday

Our pick of the best 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 NZ$280 per night from 2 Feb to 3 Feb
NZ$280
includes taxes & fees
2 Feb - 3 Feb
8/10 Very Good! (2,773 reviews)
"The staff at The Arcadian were exceptionally welcoming and friendly, making for a pleasant stay. The hotel offers free all-day breakfast, which is a fantastic perk, and the gym is well-equipped with dumbbells, a few machines, and treadmills. The room was clean, comfortable, and thoughtfully maintained. ..."

Reviewed on 2 Jan. 2025

The Arcadian powered by Sonder
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$350 per night from 25 Jan to 26 Jan
NZ$350
includes taxes & fees
25 Jan - 26 Jan
9/10 Wonderful! (3,086 reviews)
"Lovely for one night."

Reviewed on 3 Jan. 2025

Omni Boston Hotel at the Seaport
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 NZ$303 per night from 16 Jan to 17 Jan
NZ$303
includes taxes & fees
16 Jan - 17 Jan
8.2/10 Very Good! (3,282 reviews)
"Only disappointed for our stay was the size of the room. It was so small. The shower snd toilet facility one of the smallest i have been to. If we were large people, we would have struggled both using shower and toilet. Apart from that, the hotel and all that it offers is fantastic. We only stayed ..."

Reviewed on 2 Jan. 2025

Hilton Boston Park Plaza
See all 2,792 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?
Offering great value package deals on Expedia, you’ll be thrilled with how little a holiday to Brookline costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Brookline?
You can generally find lower prices and greater availability in December, January and February. Explore our cheap Brookline holiday packages and you could score some excellent off-season deals.
How many days is enough for Brookline?
Brookline holidays come in many shapes and sizes, but to get a real feel for this place, we’d suggest 3 days is a good ballpark. In this timeframe, you can visit headline attractions like Coolidge Corner Theatre and Larz Anderson Park and seek out some underrated spots. Don’t forget to explore cool areas such as South Boston and D Street - West Broadway either. If you plan wisely, you can even schedule a day trip or two from Brookline too.
Is it worth booking a holiday package to Brookline?
Brookline is a good holiday destination with attractions like Agganis Arena among the many things to keep you entertained. Whether you’re heading away with the family or getting away with friends, a Brookline holiday promises fun for everyone.
How to find the best Brookline package deals?
Landing a cheap Brookline package deal is a cinch with Expedia. Once you’ve entered your travel dates and destination under our “Packages” tab, set your maximum budget, add some filters and browse what’s available. You can personalise your search by “Area,” “Amenities,” “Property type” and more. Sort the results by “Price: low to high” to discover the most wallet-friendly Brookline package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Brookline holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging accommodation and flights individually. Better still, you can tailor your Brookline trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Brookline?
If you’re planning an impromptu Brookline adventure, browse our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Brookline?

  1. Pick your dates: What you want to do in Brookline and your favourite season will help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Brookline. Then, pick a hotel that suits your budget, whether that’s an economical option or a swankier retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Brookline. Plan your itinerary so you can get to all the activities and attractions you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalised Brookline holiday package.

Discover the most popular places to visit in Brookline

Boston Common which includes landscape views, a skyscraper and a park

Boston Common

4.5/5(32 reviews)

Trace the history of Boston and take a break from the city heat in the USA’s oldest public park.

Boston Common
Harvard University which includes heritage architecture and a city

Harvard University

4.5/5(27 reviews)

You don’t have to be a history student to appreciate the unique heritage of this world-renowned academic institution.

Harvard University
Fenway Park which includes night scenes and a sporting event as well as a large group of people

Fenway Park

4.5/5(9 reviews)

The iconic home of the Boston Red Sox is on the must-see list of every red-blooded baseball fan.

Fenway Park

What to do in Brookline

View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

NZ$44
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

NZ$132
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

NZ$132
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.