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.
Hyatt Place Boston/Medford

Hyatt Place Boston/Medford

3 out of 5
Save 100% on your flight
per person
Apr. 17 - Apr. 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (1,315 reviews)
Friendly receptionist for check in went above and beyond to make us welcome and comfortable

Reviewed on Mar. 2, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Apr. 26 - Apr. 29
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.4/10 Exceptional! (321 reviews)
We had a wonderful stay at Mandarin Oriental Hotel. They upgraded us because the room we booked was not ready yet. The hotel is safe and connects to the Prudential mall for shopping and more dining options. The staff and service were exemplary. We will definitely stay again.

Reviewed on Feb. 26, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
per person
Apr. 17 - Apr. 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (1,001 reviews)
I couldn't even begin to describe how amazing this place is!

Reviewed on Feb. 2, 2025

Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
per person
May 22 - May 27
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (423 reviews)
Love the Inn itself! It was a great and affordable option for our group of 13. The staff was very friendly and helpful and the property was really clean and the indoor pool a highlight for everyone. The only thing that made our stay a little tricky was that it is not walkable from the ferry. Thankfully the shuttle was free and had a stop close by, but had to make sure we timed it right.

Reviewed on Jan. 16, 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Apr. 17 - Apr. 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (2,675 reviews)
Couldn’t have asked for better.

Reviewed on Mar. 2, 2025

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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North Brookline

3 out of top 10 points of interest in this area

While you're in North Brookline, take in top sights like Coolidge Corner Theatre 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?

 

Choose your dates

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 $226 per night from Mar. 9 to Mar. 10
CA $226
CA $253 total
includes taxes & fees
Mar 9 - Mar 10
8/10 Very Good! (2,925 reviews)
"Great property"

Reviewed on Mar. 2, 2025

The Arcadian powered by Sonder
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 $246 per night from Mar. 6 to Mar. 7
CA $246
CA $337 total
includes taxes & fees
Mar 6 - Mar 7
9.2/10 Wonderful! (5,485 reviews)
"Loved our stay here"

Reviewed on Mar. 2, 2025

The Dagny Boston
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Mar. 6 to Mar. 7
CA $207
CA $308 total
includes taxes & fees
Mar 6 - Mar 7
9.4/10 Exceptional! (3,772 reviews)
"So convenient to get to from the T and well located near Theater District, Chinatown and The Commons. Nice modern style hotel, clean and great staff!! Great coffee shop with pastries downstairs near lobby. We’ll definitely stay here regularly for trips to Boston."

Reviewed on Mar. 2, 2025

The Godfrey Hotel Boston
See all 3,702 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 $1,195 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

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
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
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

View Boston Admission Tickets

View Boston Observation Deck Admission Tickets

CA $35
per adult
80% 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 $105
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 $105
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.