Brookline Holidays

Photo by Ed Gaffny

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Top Flight + Hotel Deals in Brookline

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

2 out of 5
South End
Price was €943, price is now €790 per person
€790
per person
2 Oct - 6 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
7.4/10 Good! (118 reviews)
Property is located in a very nice area. No frill, what they advertise, you get.

Reviewed on 23 May 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €1,803, price is now €1,393 per person
€1,393
per person
2 Oct - 6 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Well appointed property, close to transit, downtown and highways. We had a lovely stay and look forward to returning soon.

Reviewed on 25 Aug 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was €1,426, price is now €1,179 per person
€1,179
per person
2 Oct - 6 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,046 reviews)
A classic hotel - well situated- everything was very relaxed . They could benefit from having another bar or sports bar

Reviewed on 25 Aug 2025

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Price was €1,138, price is now €947 per person
€947
per person
2 Oct - 6 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (2,200 reviews)
Although room was compact, it was very nicely furnished. It is perfectly situated and within walking distant of all major attractions I wanted to see. It is also extremely close to the cruise line terminal. The Seaport area it a beautiful and vibrant location. Highly recommend

Reviewed on 27 Aug 2025

The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
Price was €940, price is now €806 per person
€806
per person
2 Oct - 6 Oct
found 15 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (3,393 reviews)
Close to shops and Fenway!

Reviewed on 28 Aug 2025

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

Top hotels in Brookline

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 €166 per night from 1 Sept to 2 Sept
€166
1 Sept - 2 Sept
includes taxes & fees
8/10 Very Good! (3,369 reviews)
"Very central hotel. Easy to get to a lot of places"

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 €186 per night from 1 Sept to 2 Sept
€186
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (3,284 reviews)
"Nice hotel in great location"

Reviewed on 27 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 €249 per night from 1 Sept to 2 Sept
€249
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (3,869 reviews)
"Property was well ran and clean. Expensive but everything in Boston is expensive. It’s like Canada except without the exchange. You better like taxes and toll roads or you won’t like Boston."

Reviewed on 25 Aug 2025

Omni Boston Hotel at the Seaport
See all 3,796 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.

Popular places to visit

Fenway Park showing night scenes and a sporting event 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 which includes heritage architecture and a city

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
New England Aquarium

New England Aquarium

4.5/5(57 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

What to do in Brookline

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

€68
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

€47
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

€29
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Brookline

Frequently asked questions

How much does a Brookline holiday package cost?
Offering great value package deals from €790 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.