West Roxbury Vacation Packages

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Top Holiday Package Deals in West Roxbury

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,449, price is now CA $656 per person
CA $656
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $2,707, price is now CA $1,717 per person
CA $1,717
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,633, price is now CA $1,679 per person
CA $1,679
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,181, price is now CA $1,418 per person
CA $1,418
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,198, price is now CA $1,506 per person
CA $1,506
per person
Dec 11 - Dec 14
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

Where to stay in West Roxbury

Find the best West Roxbury areas and neighborhoods for the activities you enjoy most. Learn more about West Roxbury
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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

West Roxbury Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Nov 22 to Nov 23
CA $219
CA $311 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (4,954 reviews)
"There was quite a bit if construction noise during our stay."

Reviewed on Oct 31, 2026

Omni Boston Hotel at the Seaport
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 $148 per night from Nov 25 to Nov 26
CA $148
CA $172 total
Nov 25 - Nov 26
includes taxes & fees
9/10 Wonderful! (3,001 reviews)
"Room is clean"

Reviewed on Oct 31, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from Nov 23 to Nov 24
CA $171
CA $247 total
Nov 23 - Nov 24
includes taxes & fees
Seaport Hotel Boston
See all 3,862 properties in West Roxbury
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
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Family Vacations

Frequently asked questions

How much does a West Roxbury vacation package cost?
Perhaps less than you might think — from as low as CA $656, in fact! By combining flights, hotels and car rentals into a tailor-made vacation package, your West Roxbury escape is just clicks away.
How do I get a cheap travel package to West Roxbury?
Search for flights that fit your busy schedule, add a hotel to your booking and watch the savings pile up with a West Roxbury vacation package. It's as easy as that! From flights and hotels to tours and rental cars, Expedia is where your cheap vacation begins. And with over 550 air carriers and 1,000,000 properties worldwide to select from, you won't be short of choice.
Where should I stay in West Roxbury?
A visit to West Roxbury isn't over until you've seen Fenway Park and TD Garden. Book a room close by for quick access to these fantastic attractions.
How far in advance should I book my West Roxbury vacation?
To bag cheap prices, book as soon as you can. Air carriers typically begin selling tickets, along with some of the lowest fares, up to a year in advance. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway in West Roxbury, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia West Roxbury travel package include?
Flights, hotels and rental cars — we have them covered. With Expedia, you can create your West Roxbury package the way you like it. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the greater your savings!
Can I choose my airline with a West Roxbury Expedia vacation package?
Yes, you're in control. We have access to over 550 partner airlines all over the world, so you can customize your West Roxbury adventure according to your budget and travel needs.
If I'm not able to travel, can I cancel my West Roxbury vacation package?
Don't stress if you're rethinking your West Roxbury vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $69
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 $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

CA $65
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
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.