Brookline Vacations from $343

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Your Brookline Vacation

Reserve a Brookline vacation package and prepare to experience the best of this lively city. Consider staying in the neighborhood of Downtown Boston, which is great for nightlife, shopping and bars and pubs. If a sightseeing tour is part of the plan during your trip to Brookline, look around major attractions like Fenway Park, Boston Common and Boston Museum of Fine Arts. Don't put off your visit to this destination any longer. The ultimate Brookline vacation is just a few clicks away with Expedia.

The Latest Brookline vacation packages

Price found within the past 48 hours. Click for updated prices.
Even Hotels Manchester Airport by IHG

Even Hotels Manchester Airport by IHG

3.5 out of 5
South End
Save 100% on your flight
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.8/10 Excellent! (775 reviews)
The king suite is great

Reviewed on Jul 12, 2025

Ocean Air Suites

Ocean Air Suites

2.5 out of 5
Hampton Beach
Save 100% on your flight
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
9.4/10 Exceptional! (34 reviews)
location was awesome. able to see fireworks right from deck in the back. It’s definitely family friendly would definitely be coming back again next year :)

Reviewed on Sep 3, 2024

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
per person
Sep 23 - Sep 25
found 9 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
The Cove At Salem

The Cove At Salem

3 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (576 reviews)
Very clean. The room is decorated in a very stylish manner that goes with the theme of the city. Located conveniently within walking distance to the city center.

Reviewed on Jul 11, 2025

Residence Inn by Marriott Boston Downtown / South End

Residence Inn by Marriott Boston Downtown / South End

3 out of 5
South End
Save 100% on your flight
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,004 reviews)
The room was nice. Yet the pull out bed was the most uncomfortable thing to sleep on. The area was AWFUL! Having to see the strung out drug addicts directly across the entrance of the hotel was pathetic! As much as we liked the staff & room…we will NEVER stay here again.

Reviewed on Jul 7, 2025

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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

Discover the most popular places to visit in Brookline

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

Fenway Park

4.5/5(2,499 reviews)

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

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 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
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Brookline

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$70
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

$25
per traveler
Liberty, Freedom, and Revolution: American History Tours Bundle
See all activities in Brookline

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
$197 nightly
The price is $220 total per night from Jul 29 to Jul 30
$220 total
Jul 29 - Jul 30
Total includes taxes and fees
8/10 Very Good! (3,176 reviews)
"Convenient and clean"

Reviewed on Jul 11, 2025

The Arcadian Hotel
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
$246 nightly
The price is $287 total per night from Aug 10 to Aug 11
$287 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (3,662 reviews)
"Very nice views, clean and conveniently located."

Reviewed on Jul 11, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $214 total per night from Jul 13 to Jul 14
$214 total
Jul 13 - Jul 14
Total includes taxes and fees
9.2/10 Wonderful! (1,404 reviews)
"Good location. Cool European concept hotel. Good food and drink options. Would stay again. No onsite parking."

Reviewed on Jul 10, 2025

citizenM Boston Back Bay
See all 3,790 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.

Find the Best Brookline Vacation Packages

Brookline Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
58,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
New England Aquarium, Boston Museum of Fine Arts and Revere Beach

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Frequently asked questions

How much does a Brookline vacation package cost?
Offering great value package deals from $343 on Expedia, you'll be thrilled with how little a vacation to Brookline costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Brookline?
You're likely to find lower rates and greater availability in November, December and January. Take a look at our cheap Brookline vacation packages and you could score some great off-season deals.
How many days is enough for Brookline?
We suggest planning a Brookline vacation for at least 3 days. This will give you enough time to check off top sights such as Larz Anderson Park and Frederick Law Olmsted National Historic Site, and explore neighborhoods like Back Bay and Back Bay East. You might even be able to squeeze in one or two day trips beyond Brookline.
Is it worth booking a vacation package to Brookline?
Brookline has everything you need for an unforgettable trip. Begin your Brookline vacation on a high note by exploring popular attractions like Agganis Arena.
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 personalize 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations 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 vacation 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: The things you'd like to do in Brookline and your preferred season will help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Brookline.
  3. Use our trip planning tool to explore Brookline: Research every part of your trip to Brookline with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Determine how many days away: Start by making a list of all the sights and activities you want to get to in Brookline. Then, estimate how long you'll need at each, including any travel time.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Brookline vacation package that brings all your bookings together.
  6. Book any activities or day trips: Now to the fun part --- locking in everything you want to do and see. Check out some of the best things to do in Brookline and book your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Brookline vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Brookline trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.