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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North Brookline

3 out of top 10 points of interest in this area

While you're in North Brookline, take in top sights like Coolidge Corner Theatre and jump on the metro at Coolidge Corner Station to see more of the city.

Find hotels in North Brookline

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$279 per night from 2 Mar to 3 Mar
NZ$279
includes taxes & fees
2 Mar - 3 Mar
8/10 Very Good! (2,838 reviews)
"Definitely will book again"

Reviewed on 28 Jan. 2025

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 NZ$400 per night from 16 Feb to 17 Feb
NZ$400
includes taxes & fees
16 Feb - 17 Feb
9.6/10 Exceptional! (2,754 reviews)
"Great location. Decent rate for our winter stay."

Reviewed on 1 Feb. 2025

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 NZ$307 per night from 23 Feb to 24 Feb
NZ$307
includes taxes & fees
23 Feb - 24 Feb
8.2/10 Very Good! (3,304 reviews)
"Wonderful staff! I arrived early and asked if my bag could be held- Richard immediately checked me in, room was ready. Cabinet door was off the hinges when I walked in- was repaired in a few minutes. Comfortable beds,"

Reviewed on 1 Feb. 2025

Hilton Boston Park Plaza
See all 3,666 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

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
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
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

What to do in Brookline

View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

NZ$45
per adult
78% 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$133
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
BEST New York City Day Tour from Boston

New York City Day Tour from Boston

NZ$306
per traveller
New York City Day Tour from Boston
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.