Brookline Holidays

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Photo by Ed Gaffny

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Your Brookline Holiday

Say goodbye to planning worries and hello to a Brookline holiday package. With the finer details organised before you leave, you can focus on discovering the best of this city, starting with Downtown Boston, which is good for nightlife, shopping and bars and pubs. Fenway Park, Boston Common and Faneuil Hall Marketplace are just a few of the many attractions worth visiting during your trip to Brookline. Browse Expedia's extensive range of travel options and start organising your ideal holiday to Brookline now.

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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Chestnut Hill

1 out of top 10 points of interest in this area

Well liked for its restaurants and sporting events, Chestnut Hill is worth a visit. Check out the variety of things to see and do like Alumni Stadium and Chestnut Hill Reservoir, and jump on the metro at Chestnut Hill Station to get around the city.

Find hotels in Chestnut Hill

Brookline Holiday

Brookline Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
58,700
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
New England Aquarium, Boston Museum of Fine Arts and Museum of Science

Our pick of the best Brookline Hotel Deals

The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St, Brookline, MA
Fully refundableReserve now, pay when you stay
The price is AU$298 per night from 1 Sept to 2 Sept
AU$298
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (3,372 reviews)
"Camill at the front desk was amazing"

Reviewed on 25 Aug. 2025

The Arcadian Hotel
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 AU$277 per night from 1 Sept to 2 Sept
AU$277
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (3,275 reviews)
"I absolutely love this hotel! I have been visiting Boston yearly for many years now and have always booked my stay there. Staff is always extremely professional, accommodating and friendly every time I visit. The rooms and amenities are exceptional. I love this hotel so much that I've recommended ..."

Reviewed on 25 Aug. 2025

Seaport Hotel Boston
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 AU$421 per night from 1 Sept to 2 Sept
AU$421
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (3,865 reviews)
Excellent hotel
"We all loved the hotel, the pool, the restaurants, and the room. Everyone was very accommodating. If we were to suggest one thing, it would be to have a microwave. It doesn’t have to be in the room, just somewhere on the premises."

Reviewed on 24 Aug. 2025

Omni Boston Hotel at the Seaport
See all 3,805 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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

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

Fenway Park
Harvard University which includes heritage architecture and a city

Harvard University

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

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

Boston Common

The oldest public park in the United States, Boston Common is the ideal place to relax, unwind and soak up some history.

Boston Common

What to do in Brookline

Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

AU$107
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
2-Day Secret Cavern+Niagara Falls Tou

Niagara Falls(US) 2-Day Tour from Boston

AU$75
per adult
Niagara Falls(US) 2-Day Tour from Boston
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

AU$129
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Brookline

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.