Deals on vacations and trips to Brookline

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Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,270, price is now $474 per person
$474
per person
Nov 28 - Dec 1
found 2 days ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,526, price is now $885 per person
$885
per person
Nov 28 - Dec 1
found 2 days ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was $988, price is now $605 per person
$605
per person
Nov 28 - Dec 1
found 2 days ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a sauna on site, and laundry facilities and concierge services are also offered.
Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was $3,345, price is now $2,076 per person
$2,076
per person
Dec 22 - Dec 28
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,194, price is now $804 per person
$804
per person
Nov 28 - Dec 1
found 2 days ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Top Brookline hotels deals

Arcadian Hotel

Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $185 total per night
$185 total
Nov 1 - Nov 2
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.
Breakfast included
Free WiFi
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$298 nightly
The price is $347 total per night
$347 total
Nov 11 - Nov 12
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
Pool
Hot Tub
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $167 total per night
$167 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Free WiFi
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $217 total per night
$217 total
Oct 30 - Oct 31
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.
Pool
Pet friendly
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$275 nightly
The price is $320 total per night
$320 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a communal living room, and a library are also on offer.
Pet friendly
Free WiFi
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Free Cancellation
Reserve now, pay when you stay
$266 nightly
The price is $297 total per night
$297 total
Nov 8 - Nov 9
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.
Spa
Parking included
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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.

Stay near popular Brookline attractions

A narrow alley with brick buildings, colorful outdoor seating, and a brightly lit sign.
Photo by Din Kime
Open Photo by Din Kime

Coolidge Corner Theatre

8.6/10 (38 reviews)
Get tickets for a show at Coolidge Corner Theatre, a storied theater in Brookline. Experience the acclaimed art scene and fascinating museums in this vibrant area.
See properties

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 $474. 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 35 mi 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) (6 mi away from the city center), T.F. Green Airport (PVD) (45 mi away from central Brookline) and Manchester-Boston Regional Airport (MHT) (45 mi 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.

Photos of local treasures

Browse Brookline vacation photos for more inspiration

A snow-covered park with illuminated trees, a statue, and a fountain.
A park with autumn trees, a bench, a river, and a city skyline in the background.
A city park with a fountain, people swimming, and tall buildings in the background.
A snow-covered park with benches, trees, and street lamps.
A row of red brick townhouses with bay windows and a corner turret.