Brookline Vacations

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Photo by Ed Gaffny

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Where to stay in Brookline

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

Well-liked for its restaurants and sporting events, Chestnut Hill is worth a visit. Check out the variety of things to see and do like Alumni Stadium and Chestnut Hill Reservoir, and jump on the metro at Chestnut Hill Station to get around the city.

Find hotels in Chestnut Hill

Find the Best Brookline Vacation Packages

Brookline Hotel Deals

The Arcadian Hotel
The Arcadian Hotel
3.5 out of 5
1200 Beacon St, Brookline, MA
Fully refundableReserve now, pay when you stay
The price is SAR 567 per night from Jul 1 to Jul 2
SAR 567
SAR 759 total
1 Jul - 2 Jul
includes taxes & fees
8/10 Very Good! (3,085 reviews)
"Beautiful property. Only issue I had was there was no signal on my phone when I was in my room. (The front desk told me Verizon carrier have issues there). But while connected to internet I was able to manage online."

Reviewed on 4 June 2025

The Arcadian Hotel
YOTEL Boston
YOTEL Boston
4 out of 5
65 Seaport Blvd, Boston, MA
The price is SAR 687 per night from Jun 8 to Jun 9
SAR 687
SAR 953 total
8 Jun - 9 Jun
includes taxes & fees
8.4/10 Very Good! (2,055 reviews)
"Very clean and comfortable room Quiet Friendly reception staff"

Reviewed on 6 June 2025

YOTEL Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
The price is SAR 732 per night from Jun 22 to Jun 23
SAR 732
SAR 1,005 total
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (3,510 reviews)
"Very expensive nice place"

Reviewed on 6 June 2025

Omni Boston Hotel at the Seaport
See all 3,754 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.

Frequently asked questions

How much does a Brookline vacation package cost?
Offering great value package deals on Expedia, you’ll be thrilled with how little a vacation 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 vacation packages and you could score some excellent off-season deals.
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 personalize 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 vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations 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 vacation 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 favorite 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 personalized Brookline vacation package.

Discover the most popular places to visit in Brookline

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(2,499 reviews)

Fenway Park is one of the more well-known attractions to visit during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 reviews)

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

Harvard University
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 reviews)

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

Boston Common