Brookline Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Brookline Vacation

Our vacation packages to Brookline allow you to create your own adventure. Tailor your getaway to suit your needs and interests and make every moment count in this fabulous city. Every trip to Brookline needs a well-crafted itinerary. Fill yours with leading attractions like Silver Lake State Park, Beaver Brook Reservation and Andres Institute of Art. Check out Expedia's wide range of travel options and book your perfect vacation to Brookline today.

Top Brookline Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Seaport District
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
9.2/10 Wonderful! (2,411 reviews)
Free breakfast. Comfortable beds.

Reviewed on Jul. 28, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 10 - Oct 13
found 6 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would say this is one of the best hotel I've stayed in my life!! The room had an amazing harbor view and nice chair, comfortable bed and best amenities!! The stuff was super nice too. Definitely 5 stars!!!

Reviewed on Jul. 28, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Sep 15 - Sep 18
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
I had an amazing stay over the 4th of July, the bubbly left in my room was a great treat! Nothing but luxuries throughout my stay and i will be returning!!

Reviewed on Jul. 28, 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.2/10 Wonderful! (1,087 reviews)
Great hotel and awesome staff!

Reviewed on Jul. 28, 2025

Ready to book your vacation to Brookline?

 

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Brookline Hotel Deals

DoubleTree by Hilton Manchester Downtown

DoubleTree by Hilton Manchester Downtown

4 out of 5
700 Elm St., Manchester, NH
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Aug 3 to Aug 4
CA $146
CA $159 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (1,034 reviews)
"This hotel was great and the price was amazing. Loved the room and how the convention center was attached."

Reviewed on Jul. 26, 2025

DoubleTree by Hilton Manchester Downtown
Even Hotels Manchester Airport by IHG

Even Hotels Manchester Airport by IHG

3.5 out of 5
55 John E. Devine Drive, Manchester, NH
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 3 to Aug 4
CA $135
CA $146 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (834 reviews)
"The property is overall wonderful. Room was clean, staff friendly, location was convenient. Two things to mention- it is not a poolside bar. There is a bar and it might be located near the pool, but it is not a poolside bar. The other is that the bathroom for the pool was closed. Making things ..."

Reviewed on Jul. 27, 2025

Even Hotels Manchester Airport by IHG
Best Western Plus Executive Court Inn & Conference Center

Best Western Plus Executive Court Inn & Conference Center

3 out of 5
13500 S Willow St, Manchester, NH
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Aug 3 to Aug 4
CA $146
CA $159 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,226 reviews)
"Had a wonderful stay at a executive suite"

Reviewed on Jul. 27, 2025

Best Western Plus Executive Court Inn & Conference Center
See all 359 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Brookline vacation package cost?
You'll find cheap prices from CA $717 on Expedia for your Brookline break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Brookline costs.
What are the cheapest months to go to Brookline?
January, February and March are the best times to search for cheap Brookline vacation packages. Choosing to travel in quieter months means you'll typically find lower prices on flights and hotels.
How many days is enough for Brookline?
With a well-organized schedule, you can easily hit the most popular Brookline attractions in a handful of days. But if you want to discover hidden gems or go on day tours, think about booking your Brookline vacation for longer.
How to find the best Brookline package deals?
Bagging a cheap Brookline package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-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?
You can enjoy significant savings on your next Brookline getaway by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Brookline?
If you have your Brookline vacation dates confirmed, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Brookline?

  1. Choose when to go: Check your diary and get packing. Your preferred time of year and the activities on offer will also help you decide when to vacation in Brookline.
  2. Set a budget: Consider expenses such as flights, transportation and food when working out how much to set aside for your trip to Brookline. Then, pick a property that works with your budget, whether that's an economical stay or a more upscale retreat.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to experience in Brookline. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Brookline vacation package that brings all your bookings together.

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