Brookline Vacations from $645
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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.
Boston Lodge and Suites
Dorchester
$645
per person
Nov 9 - Nov 12
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Four Seasons Hotel Boston
Bay Village
$1,370
per person
Nov 16 - Nov 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (485 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on Sep 25, 2026
Stay near popular Brookline attractions
Photo by Din Kime
Coolidge Corner Theatre
8.6/10 (38 reviews)
This Art Deco landmark showcases independent and international films in a historic setting. Enjoy curated screenings, special Q&A events, and the vibrant community atmosphere of New England's premier nonprofit cinema.
John Fitzgerald Kennedy National Historic Site
8.6/10 (24 reviews)
Step back in time at JFK's birthplace, where Rose Kennedy meticulously restored her son's childhood home. Guided tours reveal intimate family stories and the modest beginnings of America's 35th president.
Frederick Law Olmsted National Historic Site
8.6/10 (15 reviews)
You can find out about the history of Brookline with a stop at Frederick Law Olmsted National Historic Site. Experience the fascinating museums or attend a sporting event in this vibrant area.
Larz Anderson Park
8.6/10 (17 reviews)
This historic 64-acre park offers panoramic Boston skyline views and houses America's oldest car collection. Explore the Larz Anderson Auto Museum, stroll Italian gardens, or enjoy seasonal activities.
Larz Anderson Auto Museum
8.2/10 (14 reviews)
America's oldest car collection resides in a historic 1888 carriage house at the Larz Anderson Auto Museum. Explore vintage automobiles while attending seasonal Lawn Events with themed classic car displays.
Brookline Farmers Market
9.0/10 (30 reviews)
This vibrant market showcases New England vendors selling fresh produce and artisanal goods since 1977. Browse seasonal fruits, handcrafted cheeses, and freshly baked treats while connecting with local farmers.
WBUR CitySpace
You can get tickets for a performance at WBUR CitySpace during your trip to Brookline.
Brookline Arts Center
Enjoy an outing to Brookline Arts Center during your stay in Brookline.
What to do in Brookline
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
$46
per adult
80% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$37
per adult
92% of travellers recommend
Brookline Hotel Deals
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
$186 nightly
$208 total
Nov 1 - Nov 2
Total with taxes and fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
$354 nightly
$412 total
Oct 30 - Oct 31
Total with taxes and fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
$254 total
Nov 1 - Nov 2
Total with taxes and fees
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 $645 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?
- Pick your dates: The things you'd like to do in Brookline and your preferred season will help you decide when to get away.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
