North 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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Top Holiday Package Deals in North Brookline

Price found within the past 48 hours. Click for updated prices.
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Price was CA $714, price is now CA $549 per person
CA $549
per person
Mar 14 - Mar 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (802 reviews)
Everyone was nice, the room was decent size and there were options. Water was HOT! I loved it

Reviewed on Feb 3, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,201, price is now CA $1,490 per person
CA $1,490
per person
Apr 3 - Apr 6
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was CA $2,104, price is now CA $1,566 per person
CA $1,566
per person
Mar 12 - Mar 16
found 21 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Room very well appointed and gym was the stand out

Reviewed on Jan 25, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,163, price is now CA $2,384 per person
CA $2,384
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
Everything was great — room was immaculate, hotel was very nice. Would return!

Reviewed on Feb 1, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,572, price is now CA $1,194 per person
CA $1,194
per person
Apr 3 - Apr 6
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you

Reviewed on Feb 3, 2026

Where to stay in North Brookline

Find the best North Brookline areas and neighborhoods for the activities you enjoy most. Learn more about North Brookline
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

North Brookline Hotel Deals

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Feb 22 to Feb 23
CA $139
CA $218 total
Feb 22 - Feb 23
includes taxes & fees
8.2/10 Very Good! (3,113 reviews)
The hotel itself is beautiful. The lobby is grand with a vibrant bar, restaurant in the center. The staff is friendly. This was a weekend away for me and my 10 year old daughter and we wanted something luxurious. Since it was so cold outside I knew we were going to be in the room a lot. I know the ...

Reviewed on Feb 6, 2026

Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is CA $147 per night from Feb 8 to Feb 9
CA $147
CA $171 total
Feb 8 - Feb 9
includes taxes & fees
9.2/10 Wonderful! (6,199 reviews)
Best price for the location! Always clean and great staff!

Reviewed on Feb 4, 2026

Harborside Inn Of Boston
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 $88 per night from Feb 9 to Feb 10
CA $88
CA $103 total
Feb 9 - Feb 10
includes taxes & fees
9/10 Wonderful! (2,439 reviews)
Excellent customer service, beautiful room!!

Reviewed on Jan 31, 2026

The Revolution Hotel
See all 4,118 properties in North 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.
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Frequently asked questions

How much does a North Brookline vacation package cost?
Customize your North Brookline vacation package from just CA $549. Pick from any combination of rental cars, flights and hotels to pull together the getaway you've long been dreaming about. Remember to add on a few experiences or tours!
How do I get a cheap travel package to North Brookline?
Bundle your bookings with Expedia to save big bucks on your next adventure. With more than 550 partner airlines and 1,000,000 hotel options across the globe, your North Brookline vacation package can be tailored exactly to suit your budget. With all that extra cash, why not throw in one or more fun tours and activities? It's an easy way to unlock even more bargains. Your dream vacation in North Brookline is closer than you thought!
Where should I stay in North Brookline?
With fascinating attractions such as Coolidge Corner Theatre and John Fitzgerald Kennedy National Historic Site in this neighborhood, try to find a hotel situated near either one. Larz Anderson Auto Museum is another North Brookline hot spot that visitors flock to.
What are the top hotels in North Brookline?
When it comes to comfortable and convenient places to stay in North Brookline, you can't beat Large And Charming 2 Bedrooms Apartment. Be sure to browse our deals and pick up a great price.
How far in advance should I book my North Brookline vacation?
The earlier, the better. Air carriers usually release flight tickets up to a year prior to departure, and this is a perfect opportunity to score some of the cheapest prices. Boss just told you to take all your vacation days in a few weeks? No need to worry. Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia North Brookline travel package include?
Expedia has all you need to book your North Brookline trip, but how your package is structured is entirely up to you. Choose from any combination of hotels, rental cars and flights. Looking for a few activities to keep you on the go? Once you've made your booking, you can add them too. No matter your budget, there's a deal to match your needs.
What should I know before booking a North Brookline travel package?
Locking in all the parts of your getaway together is one of the easiest ways to save. Bundle car rentals, airfares and hotels into one package. But your options don't end at hotels. Expedia offers all types of properties, including vacation rentals like mountain cabins and spacious residences. The list goes on!
Can I choose my airline with a North Brookline Expedia vacation package?
Yes, and with over 550 airlines to pick from all over the world, you've got lots of choice. Search the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my North Brookline vacation package?
If your vacation plans in North Brookline have been upended, it's comforting to know that it's possible to cancel your booking. If you made your booking less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a fee. For more details, check our Customer Service Portal.

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $73
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $110
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.