Brookline Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Din Kime
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.

Top Brookline Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 11 - Jul. 14
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (266 reviews)
Great property great service

Reviewed on May 5, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jul. 11 - Jul. 14
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
This was a nice hotel but not as nice as the other Langham hotels. My biggest gripe is that there were no mini-bars in the rooms. You have to pay for everything to be delivered to the room including snacks. The room itself had water but no snacks or fruit or anything. Also, the room had a shower with a very slippery floor. There was no bathtub.

Reviewed on May 6, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 12 - Jul. 15
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (29 reviews)
My stay was lovely. In ordering a cheese plate to await my arrival, a friend alerted the staff that it was my birthday. When I entered my very handsome room, a gorgeous little chocolate bday cake, under domed glass, sat waiting for me. Otherwise, the staff was incredibly attentive, the speakeasy was fun for a delicious cocktail, and the overall atmosphere was one of restrained indulgence. The place doesn’t feel ostentatious. Its elegance was much more understated. I loved it

Reviewed on Apr. 28, 2024

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,479 reviews)
Very nice property and perfect location to North end. The room was outfitted perfectly however, we did have a burnt out light in the bathroom and a missing showerhead .

Reviewed on May 7, 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
Jul. 11 - Jul. 14
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (1,662 reviews)
Room was much better than expected.

Reviewed on May 10, 2024

Where to stay in Brookline

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

Longwood

While you're strolling through Longwood, you may want to check out the coffeehouses and architecture. If you want to see more of the area, hop on the metro at Longwood Station or Hawes St. Station.

Find hotel + flight trips in Longwood

Brookline Hotel Deals

The Arcadian powered by Sonder
The Arcadian powered by Sonder
3.5 out of 5
1200 Beacon St, Brookline, MA
The price is CA $325 per night from Jun. 10 to Jun. 11
CA $325
CA $363 total
includes taxes & fees
Jun 10 - Jun 11
7.8/10 Good! (2,121 reviews)
"Nice"

Reviewed on May 8, 2024

The Arcadian powered by Sonder
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from Jun. 7 to Jun. 8
CA $325
CA $418 total
includes taxes & fees
Jun 7 - Jun 8
9/10 Wonderful! (2,021 reviews)
"We had an excellent stay at the Omni Seaport. The facilities were modern and updated. There are so many things to do (and eat!) both in and out of the hotel. Will definitely be back."

Reviewed on May 9, 2024

Omni Boston Hotel at the Seaport
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $289 per night from May 12 to May 13
CA $289
CA $376 total
includes taxes & fees
May 12 - May 13
9.2/10 Wonderful! (3,471 reviews)
"Extremely clean and quiet."

Reviewed on May 10, 2024

The Dagny Boston
See all 3,292 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Brookline vacation package cost?
Create unforgettable memories with our Brookline vacation packages, which start from just CA $843. Choose the hotels and flights that suit your style. Then, add on some sightseeing activities for a one-of-a-kind escape.
How do I get a cheap travel package to Brookline?
Our Brookline vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and extras (including activities) into an affordable package. But low prices are just the beginning of your next amazing adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 hotel options worldwide to choose from. No matter your budget, there’s a package that’s perfect for you.
Where should I stay in Brookline?
Stay where the action happens. Many visitors favor hotels around top sights, such as Fenway Park, Harvard Square and Copley Place.
What are the top hotels in Brookline?
The Arcadian powered by Sonder and Hilton Garden Inn Boston Brookline, MA are both popular options in the neighborhood of North Brookline. If you want to stay in the Corey Hill area, consider locking in a room at Courtyard by Marriott Boston Brookline or Homewood Suites by Hilton Boston Brookline-Longwood Medical.
How far in advance should I book my Brookline vacation?
Smart travelers often reserve their seats as early as possible. You can generally look up international fares on Expedia up to 12 months before your flight. If you’ve left things to the last minute, don’t despair. Cheap prices sometimes occur just weeks before departure.
What does an Expedia Brookline travel package include?
Rental cars, flights and hotels, or any combination of them — you decide! Whether you’re headed to Brookline with the whole family or traveling solo, there’s a package to match your style and budget. Once you’ve made your booking, why not add on a couple of tours or activities?
What should I know before booking a Brookline travel package?
Booking all the parts of your trip together is an excellent way to save. Combine your airfares, rental cars and hotels into one package. But hotels aren’t your only option. Expedia offers all kinds of properties, including vacation rentals such as beachfront villas and spacious residences. You’ve got loads of choices!
Can I choose my airline with a Brookline Expedia vacation package?
With a vacation package, you’re in charge. Whether you’d like to fly to Brookline in first class or coach, simply choose from the available airline options. Expedia has access to more than 550 partner airlines globally.
If I'm not able to travel, can I cancel my Brookline vacation package?
It’s difficult to predict what the future holds, so it’s comforting to know that you can change or cancel your Brookline vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Discover the most popular places to visit in Brookline

Image for Fenway Park

Fenway Park

4.5/5(305 reviews)

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

Fenway Park
Image for Harvard University

Harvard University

4.5/5(279 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
Image for New England Aquarium

New England Aquarium

4.5/5(154 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

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

CA $41
Per adult
100% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $264
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Brookline

Other vacations you might like

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