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.
Ashworth by the Sea
Hampton Beach
CA $466
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,413 reviews)
Room was clean, but could use updates for the price. The view from the restaurant was great, but the quality of the food was mediocre. The pool did not have towels available and staff was asked more than once to replace them.
Reviewed on Sep 12, 2026
The Coach House
CA $4,491
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (189 reviews)
We loved it! It was clean, thoughtful, and centrally located. We stayed with young kids and booked the one bedroom suite. It was so nice to have a bigger space so we didn’t feel like we were crowding each other. The bathroom was also beautiful. Since our room was on the main floor, they provided a noise machine which we found incredibly thoughtful. I was a little worried that concierge was not on site, but I worried for nothing! They run a very great system! We will definitely stay again while in Salem.
Reviewed on Sep 11, 2026
Ready to book your vacation to Brookline?
Brookline Hotel Deals
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
CA $254
CA $330 total
Oct 12 - Oct 13
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $357
CA $473 total
Sep 20 - Sep 21
includes taxes & fees
Seaport Hotel Boston
1 Seaport Lane Boston MA
CA $373
CA $482 total
Sep 20 - Sep 21
includes taxes & fees
9.6/10 Exceptional! (4,971 reviews)
"Clean, well maintained, quiet."
Reviewed on Sep 12, 2026
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.
Stay near popular Brookline attractions
Photo by Din Kime
Coolidge Corner Theatre
8.6/10 (38 reviews)
Get tickets for a show at Coolidge Corner Theatre, a storied theater in Brookline. Experience the acclaimed art scene and fascinating museums in this vibrant area.
John Fitzgerald Kennedy National Historic Site
8.6/10 (24 reviews)
You can find out about the history of Brookline with a trip to John Fitzgerald Kennedy National Historic Site. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
Frederick Law Olmsted National Historic Site
8.6/10 (15 reviews)
You can find out about the history of Brookline with a stop at Frederick Law Olmsted National Historic Site. Experience the fascinating museums or attend a sporting event in this vibrant area.
Larz Anderson Park
8.6/10 (17 reviews)
Larz Anderson Park is just one of the places to see in Brookline, so why not enjoy the other things to explore during your travels? Experience the acclaimed art scene and fascinating museums in this vibrant area.
Larz Anderson Auto Museum
8.2/10 (14 reviews)
You can browse the exhibits at Larz Anderson Auto Museum, a museum with a storied past, during your travels to Brookline. Experience the fascinating museums and acclaimed art scene in this vibrant area.
Brookline Farmers Market
9.0/10 (30 reviews)
Enjoy an outing to Brookline Farmers Market during your stay in Brookline. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
Photographic Resource Center
8.8/10 (6 reviews)
You can study the exhibits at Photographic Resource Center, a museum with a story of its own, during your travels to Brookline. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Brookline Arts Center
Enjoy an outing to Brookline Arts Center during your stay in Brookline.
What to do in Brookline
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $68
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $116
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $64
per adult
80% of travellers recommend
Frequently asked questions
How much does a Brookline vacation package cost?
You'll find cheap prices from CA $466 on Expedia for your Brookline getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Brookline costs.
What are the cheapest months to go to Brookline?
December, January and February are great times to look for cheap Brookline vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Brookline?
We'd recommend booking a Brookline vacation for a minimum of 3 days. This will give you enough time to visit key attractions such as Boston Common and Copley Square, as well as explore neighbourhoods like South Boston and D Street - West Broadway. You could even make time for a day trip or two outside of Brookline.
Is it worth booking a vacation package to Brookline?
Brookline has everything you need for an amazing getaway. Begin your Brookline vacation on a high note by visiting top attractions like Agganis Arena.
How to find the best Brookline package deals?
Use Expedia's filters to find some tempting Brookline package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Brookline package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Brookline vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Brookline trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Brookline?
If you're considering a spontaneous Brookline adventure, check out 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 sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Brookline?
- Choose your dates: The things you'd like to do in Brookline and your favourite season will help you decide when to get away.
- Budget wisely: As well as the price of your accommodations, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Brookline.
- Decide how long to go away for: Now that you're up to speed on Brookline, you can work out the perfect length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to see.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Brookline vacation package that brings all your bookings together.
Explore a world of travel with Expedia
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- Prudential Tower
- Boston Common
- Faneuil Hall Marketplace
- Td Garden
- Visit Massachusetts
- Salem Vacations
- Visit Downtown Boston
- Charles River Esplanade
- Harvard University
- Hynes Convention Center
- Boston Museum of Fine Arts
- St. Elizabeth's Medical Center
- Waterfront Vacations
- Newbury Street
- Commonwealth Avenue Mall
- Massachusetts Institute of Technology
- Visit Manchester-by-the-Sea
- Boston Marathon Finish Line
- Boston Vacations
- Boston Tea Party Ship
- Visit Boston
- Boston Public Garden
- Quincy Market
- Zakim Bunker Hill Bridge
- Revere Beach
- Visit Beacon Hill
- The Freedom Trail
- New England Aquarium
- Berklee College of Music
- Isabella Stewart Gardner Museum
- Visit Seaport District
- Fenway Park
- All inclusive Vacation Packages Boston
- Museum of Science
- Copley Square
- Boston Harbor
- Massachusetts State House
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
