Brookline Vacation Packages 2026 from $889

Brookline flight + hotel vacation packages

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

Staypineapple, A Delightful Hotel, South End

South End

Save 100% on your flight

$889

per person

Jul 17 - Jul 23

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's luggage storage and multilingual staff can provide around-the-clock assistance.

The Langham, Boston

Downtown Boston

Save 100% on your flight

$1,171

per person

Jun 10 - Jun 13

found 6 hours ago

Roundtrip non-stop flight included

Dallas (DAL) 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.

Hotel Ivy Boston Common

Bay Village

Save 100% on your flight

$911

per person

Jul 17 - Jul 23

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. There's locker space and multilingual staff can provide around-the-clock assistance.

By the Sea Guests Bed & Breakfast & Suites

$915

per person

Jul 19 - Jul 25

found 9 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Raffles Boston

Back Bay

Save 100% on your flight

$2,575

per person

Jul 17 - Jul 23

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Top Brookline hotels deals

Arcadian Hotel

1200 Beacon St Brookline MA

Free Cancellation

Reserve now, pay when you stay

$213 nightly

$238 total

May 3 - May 4

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

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$231 total

May 3 - May 4

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

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$269 nightly

$313 total

May 2 - May 3

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. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.

Pool

Hot Tub

The Godfrey Hotel Boston

505 Washington Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$232 nightly

$270 total

May 10 - May 11

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a business center, and a coffee shop are also offered.

Pet friendly

Restaurant

Harborside Inn Of Boston

185 State St Boston MA

$189 nightly

$220 total

May 3 - May 4

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

Free WiFi

Restaurant

The Revolution Hotel

40 Berkeley Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$140 nightly

$163 total

May 10 - May 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

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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.

Popular places to visit

Fenway Park

4.5/5(2,543 reviews)

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

Harvard University

4.5/5(1,983 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Gillette Stadium

4.5/5(400 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.

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 $889. 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.