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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Jul. 4 - Jul. 6
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (1,006 reviews)
Hotel has everything you need in it. Patio area is beautiful to sit outside and enjoy a nice day. Rooms were clean, staff was friendly

Reviewed on Apr. 28, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Jun. 25 - Jun. 28
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (234 reviews)
Beautiful accommodations and unique character

Reviewed on Nov. 6, 2024

Sea Mist Resort

Sea Mist Resort

3 out of 5
per person
Jun. 5 - Jun. 8
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.8/10 Excellent! (115 reviews)
Our stay was delightful. The only issue that we had was the bed. We prefer a king to the queen in our unit. A little tight sleeping.🙁

Reviewed on Apr. 18, 2025

Riverview Resort

Riverview Resort

3 out of 5
Bass River
per person
Jun. 27 - Jun. 29
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (156 reviews)
I'll definitely be back!!!

Reviewed on Oct. 30, 2024

The Hotel Salem

The Hotel Salem

3 out of 5
per person
Jul. 20 - Jul. 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (1,003 reviews)
We booked a room with a king-sized bed and were not disappointed! The room was huge with everything you could need for your stay. Just outside our room was a filtered water dispenser which was very convenient as I'm a big water bottle person. The front desk staff was friendly and helpful, answering all our questions with a smile.

Reviewed on Apr. 28, 2025

Where to stay in Brookline

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

North Brookline

3 out of top 10 points of interest in this area

While you're in North Brookline, take in top sights like John Fitzgerald Kennedy National Historic Site and jump on the metro at Coolidge Corner Station to see more of the city.

Find hotels in North Brookline

Ready to book your vacation to Brookline?

 

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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 CA $223 per night from Apr. 30 to May 1
CA $223
CA $296 total
includes taxes & fees
Apr 30 - May 1
8/10 Very Good! (2,987 reviews)
"Convenient location, close to Boston University"

Reviewed on Apr. 25, 2025

The Arcadian Hotel
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from May 4 to May 5
CA $248
CA $289 total
includes taxes & fees
May 4 - May 5
8.8/10 Excellent! (1,949 reviews)
"The staff were friendly and knowledgeable. One staff member even gave me some electrical tape so I could put my name on my singlet for the marathon."

Reviewed on Apr. 29, 2025

The Revolution Hotel
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
The price is CA $148 per night from May 4 to May 5
CA $148
CA $166 total
includes taxes & fees
May 4 - May 5
8.2/10 Very Good! (2,795 reviews)
"Skip"

Reviewed on Apr. 28, 2025

Four Points by Sheraton Boston Newton
See all 3,746 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 $589 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.
Is it worth booking a vacation package to Brookline?
Brookline is a good vacation 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 vacation 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 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 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
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

What to do in Brookline

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $109
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $37
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $75
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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.