Brookline Vacations 2025/2026 from CA $703

Brookline flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Boston North Shore

per person

Aug 28 - Sep 1

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

Stay at this 4-star golf hotel in Danvers. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Glen Magna Farms are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

per person

Aug 29 - Sep 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

Stay at this 4-star luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.

Raffles Boston

Back Bay

Save 100% on your flight

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Maverick Suites at 245 Newbury St

Back Bay

Save 100% on your flight

per person

Aug 17 - Aug 24

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Copley Square and Fenway Park are located nearby.

The Beverly

Save 100% on your flight

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

Stay at this 3-star business-friendly hotel in Beverly. Enjoy free WiFi, free parking, and an in-room coffeemaker. Our guests praise the clean rooms in our reviews. Popular attractions Salem Witch Museum and North Shore Music Theatre are located nearby.

Top Brookline hotels deals

The Arcadian Hotel

1200 Beacon St, Brookline, MA

Free cancellation

Reserve now, pay when you stay

CA $205

CA $274 total

Jul 29 - Jul 30

includes taxes & fees

Stay at this 3.5-star hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.

Breakfast included

Free WiFi

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $314

CA $422 total

Jul 19 - Jul 20

includes taxes & fees

Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.

Pool

Spa

citizenM Boston Back Bay

408 Newbury street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $250

CA $291 total

Jul 13 - Jul 14

includes taxes & fees

Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located nearby.

Free WiFi

Restaurant

Harborside Inn Of Boston

185 State St, Boston, MA

Get rates

Stay at this 4-star hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.

Free WiFi

Restaurant

Copley Square Hotel, a FOUND Hotel

47 Huntington Ave, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $212

CA $247 total

Jul 20 - Jul 21

includes taxes & fees

Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the bar in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Free WiFi

Restaurant

Hilton Boston Park Plaza

50 Park Plaza, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $268

CA $368 total

Jul 20 - Jul 21

includes taxes & fees

Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Pet-friendly

Free WiFi

Don't see what you're looking for?

See all available properties in Brookline

View all properties

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

4.5/5(305 reviews)

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Harvard University

4.5/5(279 reviews)

Walk around the campus of Harvard University, a top college in Boston. Amble around this vibrant area's riverfront or experience its acclaimed art scene.

Boston Common

4.5/5(518 reviews)

After visiting Boston Common, make a plan to see the other sights and activities in Boston. Discover the acclaimed theater scene in this vibrant area, or seek out the local tours.

Brookline Vacations

You've booked your plane ticket and packed your suitcase, but what do you know about your next thrilling vacation destination? Sit back and let us guide you through Brookline.

Brookline is a neighborhood in Boston, the state capital of Massachusetts. It's located 4 miles (6 kilometers) southwest of the downtown area.

There are 600,000 locals that live in Boston.

Hotels in Brookline

Cozy accommodations are just around the corner when you visit Brookline. You'll find 6 properties that can be easily reached on foot from the center. Get in early to secure your room of choice!

We suggest the Holiday Inn Boston-Brookline (1200 Beacon St) and the Courtyard by Marriott Boston Brookline (40 Webster St). Pick out the one that appeals and then start packing your bags.

Places to visit in Brookline

Theater can challenge our beliefs and asks us to aspire to higher things. Attend a performance at Coolidge Corner Theatre and expand your way of thinking. Seeking more close by options? Few things give us a tangible look into days gone by quite like old houses. Why tour the interior of Frederick Law Olmsted National Historic Site and find out what went on under its roof? But that's not all there is. There is no better teacher than history. Travel back through the mists of time for an inspiring lesson at John Fitzgerald Kennedy National Historic Site.

Where do you fly into for Brookline?

Landing at Logan International Airport (BOS)? Brookline is 6 miles (10 kilometers) away. Grab a drink, flag down a cab and you'll be there in no time!

Frequently asked questions

How much are vacation packages to Brookline?

Vacation packages, which include flights and hotels in Brookline, are priced from as little as CA $703. Turn your travel dreams into reality and secure your vacation with Travelocity today.

How long should my Brookline vacation be?

Many travelers pack their suitcase and see the sights of Brookline for about 2 nights. That's a great guide, but don't let it restrict you. Whether you only stay for a day or two to see the big attractions or linger a while to uncover hidden treasures, an amazing getaway awaits.

Where can I get the best vacation package deals for Brookline?

Travelocity is where to go to score a sensational Brookline package deal. Select from as many as 400 air carriers and 1,000,000 properties all over the globe and craft a travel itinerary that suits your style. With so many options at hand, you have inspiration galore for your next big adventure.

Why should I book my Brookline vacation package via Travelocity?

From enchanting destinations to fun experiences, we have everything you need to appease your wanderlust. Our friendly 24/7 customer support will also make sure you're taken care of before, during and after your trip. And don't stress if you spot a better price on your booking, we'll match it. That's our Price Match Guarantee.

Can I save on my Brookline car rental if I book it with hotels and flights?

With a Brookline vacation package, you can bundle your car, flight and hotel bookings and save a ton. If you want to discover the best of this impressive destination, why not check out Plymouth Rock? This must-see sight is 56 kilometers from Brookline. With your own set of wheels, you'll be there in no time.

Which airport is best for Brookline?

Logan Intl. Airport (BOS) (10 kilometers away from the city center), T.F. Green Airport (PVD) (72 kilometers away from central Brookline) and Manchester-Boston Regional Airport (MHT) (72 kilometers away from central Brookline) are the best options for Brookline.

What is there to do in Brookline?

You'll sense an undeniable magic as you wander through the streets of Brookline. Coolidge Corner Theatre and Larz Anderson Park are just a couple of famous attractions that entice visitors to this wonderful city, so put them on your must-see list.

Where should I stay when visiting Brookline?

Many people stay at the The Arcadian powered by Sonder. It's a terrific base for your Brookline vacation.