Brookline Packages (Flight + Hotel)

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Top hotels in Brookline

Arcadian Hotel

Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
The price is ฿5,386 per night from 26 Jul to 27 Jul
฿5,386
฿7,143 total
26 Jul - 27 Jul
includes taxes & fees
8/10 Very good! (4,336 reviews)
"Easy, convenient and safe"

Reviewed on 19 Jul 2026

Arcadian Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is ฿8,043 per night from 31 Jul to 1 Aug
฿8,043
฿10,737 total
31 Jul - 1 Aug
includes taxes & fees
9.2/10 Wonderful! (4,796 reviews)
"I feel this may not be the most favorable review. We love 5 star hotels and this disappointed at every single level. Could not get comfortable in the room at all, either too cold or too hot. Upon arrival there were a woman’s thong underwear hanging in the shower. We were supposed to get 2 $25 drink ..."

Reviewed on 19 Jul 2026

Omni Boston Hotel at the Seaport
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is ฿5,997 per night from 16 Aug to 17 Aug
฿5,997
฿7,958 total
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (2,444 reviews)
"My husband took me to Boston to celebrate my birthday. At check in, Mamello helped us with check in. She was very personable and I had told her it was my birthday and that we were heading to Fenway for a Redsox game. When we returned from the game, I was so touched by the hand written note that she ..."

Reviewed on 19 Jul 2026

Hyatt Regency Boston/Cambridge
See all 4,277 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.

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)
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.
See properties

What to do in Brookline

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

฿1,722
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston Freedom Trail Walking Tour with Costumed Guide

Boston Freedom Trail Walking Tour with Costumed Guide

฿870
per adult
94% of travellers recommend
Boston Freedom Trail Walking Tour with Costumed Guide
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

฿1,581
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Brookline

Frequently asked questions

How much does a Brookline holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Brookline costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Brookline?
You can generally find lower prices and greater availability in December, January and February. Explore our cheap Brookline holiday packages and you could score some excellent off-season deals.
How many days is enough for Brookline?
Brookline holidays come in many shapes and sizes, but to get a real feel for this place, we'd suggest 3 days is a good ballpark. In this timeframe, you can visit headline attractions like Coolidge Corner Theatre and Larz Anderson Park and seek out some underrated spots. Don't forget to explore cool areas such as South Boston and D Street - West Broadway either. If you plan wisely, you can even schedule a day trip or two from Brookline too.
Is it worth booking a holiday package to Brookline?
Brookline is a good holiday destination with attractions like Agganis Arena among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Brookline holiday promises fun for everyone.
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 personalise 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 holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging accommodation 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 holiday 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?

  1. Pick your dates: What you want to do in Brookline and your favourite season will help you decide when to travel.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Brookline. Then, pick a hotel that suits your budget, whether that's an economical option or a swankier retreat.
  3. Decide your trip length: Consider how much time you want to spend discovering Brookline. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalised Brookline holiday package.

Explore a world of travel with Expedia

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