Brookline Vacation Packages

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Your Brookline Vacation

Reserve a Brookline vacation package and prepare to experience the best of this lively city. Consider staying in the neighborhood of Downtown Boston, which is great for nightlife, shopping and bars and pubs. If a sightseeing tour is part of the plan during your trip to Brookline, look around major attractions like Fenway Park, Boston Common and Boston Museum of Fine Arts. Don't put off your visit to this destination any longer. The ultimate Brookline vacation is just a few clicks away with Expedia.

Top Brookline Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
Newton Corner
Save 100% on your flight
per person
Feb. 27 - Mar. 4
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.4/10 Very Good! (2,562 reviews)
An incredible bargain this was a quality hotel.

Reviewed on Dec. 22, 2024

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 2 - Mar. 5
found 2 days ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.6/10 Excellent! (1,002 reviews)
Beautifully decorated for Christmas

Reviewed on Dec. 22, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Mar. 2 - Mar. 5
found 2 days ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
Beautiful hotel with amazing staff! My family had a wonderful time!

Reviewed on Dec. 16, 2024

Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

3 out of 5
Save 100% on your flight
per person
Feb. 27 - Mar. 4
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.8/10 Excellent! (1,000 reviews)
I liked the proximity to the town. Easy to walk to areas of interest. The hotel was clean and the breakfast was well done. However the rooms of choice were booked well in advance so I couldn't get a room with a king sized bed which is what I generally try to book. This is a dissatisfier which may cause me to look elsewhere. Front desk staff (Michelle) very polite and helpful.

Reviewed on Dec. 13, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Feb. 3 - Feb. 7
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (81 reviews)
V nice room deco and designs. Attentive staff who are in close touch via text. Great experience all around.

Reviewed on Nov. 29, 2024

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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Longwood

While you're strolling through Longwood, you may want to check out the coffeehouses and architecture. If you want to see more of the area, hop on the metro at Longwood Station or Hawes St. Station.

Find hotel + flight trips in Longwood

Ready to book your vacation to Brookline?

 

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Brookline Hotel Deals

The Arcadian powered by Sonder
The Arcadian powered by Sonder
3.5 out of 5
1200 Beacon St, Brookline, MA
The price is CA $202 per night from Jan. 12 to Jan. 13
CA $202
CA $226 total
includes taxes & fees
Jan 12 - Jan 13, 2025
8/10 Very Good! (2,838 reviews)
"."

Reviewed on Dec. 21, 2024

The Arcadian powered by Sonder
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jan. 5 to Jan. 6
CA $217
CA $303 total
includes taxes & fees
Jan 5 - Jan 6, 2025
9/10 Wonderful! (3,007 reviews)
"Knowing were restaurants are."

Reviewed on Dec. 19, 2024

Omni Boston Hotel at the Seaport
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Jan. 16 to Jan. 17
CA $206
CA $281 total
includes taxes & fees
Jan 16 - Jan 17, 2025
9.2/10 Wonderful! (5,108 reviews)
Great hotel and excellent location
"Great hotel. Excellent location and the hotel is lovely and comfortable. Very close to the train station for the train to the airport. Hotel restaurant/bar and coffee shop are nice. Staff is courteous and professional."

Reviewed on Dec. 21, 2024

The Dagny Boston
See all 3,415 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?
Offering great value package deals from CA $545 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 many days is enough for Brookline?
Brookline vacations 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.
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

Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common
Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

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

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

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

Harvard University

What to do in Brookline

View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

CA $36
per adult
90% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $106
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Brookline
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.