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Holidays to Brookline

Choose two or more items and save on your trip:

Accommodation, flights, car rentals, things to do and more - for your holiday in Brookline choose Expedia! Find everything you need to organise your trip to Brookline in one place. Enter your dates in the search bar above or scroll to our top deals below!

Where to stay in Brookline

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

Top Hotel Deals

Courtyard by Marriott Boston Brookline
Courtyard by Marriott Boston Brookline
3 out of 5
40 Webster St, Coolidge Corner, Brookline, MA
The price is £92 per night from 1 Mar to 2 Mar

Located in Coolidge Corner South Side, this hotel is within 1 mile (2 km) of Coolidge Corner Theatre, Dana-Farber Cancer Institute and Boston University. Longwood ...

4.1/5Very Good! (986 reviews)

"easy access, close proximity to buses and shops. Heating was not good in our room."…"

Reviewed on 1 Feb 2021

Courtyard by Marriott Boston Brookline
Homewood Suites by Hilton Boston Brookline-Longwood Medical
Homewood Suites by Hilton Boston Brookline-Longwood Medical
3 out of 5
111 Boylston Street, Brookline, MA
The price is £108 per night from 28 Feb to 1 Mar

Situated in the shopping district, this hotel is within 1 mile (2 km) of Coolidge Corner Theatre, Dana-Farber Cancer Institute and Longwood Medical Area. Brigham ...

4.4/5Excellent! (384 reviews)
Homeward Suites by Hilton in Boston

"We appreciated the free shuttle service to the local hospitals."…"

Reviewed on 16 Oct 2020

Homewood Suites by Hilton Boston Brookline-Longwood Medical
Beacon Inn 1087
Beacon Inn 1087
2.5 out of 5
1087 Beacon St, Brookline, MA
The price is £70 per night from 1 Mar to 2 Mar

Located in Longwood, this bed & breakfast is within a 10-minute walk of Longwood Medical Area and Boston University. Fenway Park and Beth Israel Deaconess Medical ...

3.7/5Good! (367 reviews)

"The location is great for my purpose. The room is clean. The shower is a little too small and the bathroom has a big step. I almost tripped on it."…"

Reviewed on 19 Jan 2021

Beacon Inn 1087
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.

Top things to do in Brookline

Plan your Brookline holiday with Expedia

  • Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Brookline. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
Start browsing now!

*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

If I'm not able to travel, can I cancel my Brookline holiday package?
We totally get that the universe can throw the odd curveball. If you’ve booked a Brookline holiday package and have to change or cancel it, we can help. We recommend having a look at our Customer Service Portal first for information. But generally, if you’ve booked your package in the last 24 hours, you may be able to cancel or change your itinerary for free. If it’s more than 24 hours, your airline, hotel or car rental company may charge a fee.
Where should I stay in Brookline?
Close to the action. Many travellers book hotels within easy reach of top attractions, such as Agganis Arena, Paradise Rock Club and Coolidge Corner Theatre.
What are the top hotels in Brookline?
If it’s your first visit to Brookline, reserve a room at The Inn at Brookline or Courtyard by Marriott Boston Brookline. Both hotels offer comfortable beds and are top options with many savvy travellers.
When is the best time of year to visit Brookline?
There’s a big advantage to holidaying in Brookline in . Usually, you can get the best deals at this time of year. , on the other hand, is the most expensive time to visit. If you love the excitement that comes with peak season, head to Brookline in . The calmer months of will help you avoid the crowds.
How far in advance should I book my Brookline holiday?
It’s difficult to pick the ideal time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to 12 months in advance. If you’re booking late, don’t despair. Low prices occasionally appear just weeks before departure dates.
What should I know before booking a Brookline travel package?
You’ll land big savings when you combine your flights, hotels and rental cars into a package. Not just that, booking everything together simply makes planning easier. So why waste your money or time? Whether you’re putting together a luxury city stay with your love or a budget family adventure, check out our holiday packages today.
Does Expedia offer Book Now, Pay Later Brookline holiday packages?
If you’re itching for a trip away but can’t afford to cough up the dough, Expedia can help out with a tailored payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your journey today.