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 $1,504, price is now CA $667 per person
CA $667
per person
Dec 20 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,890, price is now CA $1,305 per person
CA $1,305
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $948, price is now CA $693 per person
CA $693
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
Nice hotel, convenient to TD Garden. Will stay again.

Reviewed on Nov 11, 2026

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Price was CA $1,059, price is now CA $787 per person
CA $787
per person
Dec 17 - Dec 23
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (1,036 reviews)

Washington Park Motel

Washington Park Motel

2 out of 5
Price was CA $1,094, price is now CA $819 per person
CA $819
per person
Dec 17 - Dec 23
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (302 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
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

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
The price is CA $187 per night from Nov 22 to Nov 23
CA $187
CA $276 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (5,004 reviews)
"Amazing place had a great time"

Reviewed on Nov 13, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is CA $129 per night from Dec 13 to Dec 14
CA $129
CA $150 total
Dec 13 - Dec 14
includes taxes & fees
9/10 Wonderful! (3,035 reviews)
"Small room and super small bathroom but was clean and great location"

Reviewed on Nov 12, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $147 per night from Dec 13 to Dec 14
CA $147
CA $220 total
Dec 13 - Dec 14
includes taxes & fees
9.6/10 Exceptional! (5,194 reviews)
"Loved our stay and the front desk person who checked us in was very friendly and was able to arrange our check in early!"

Reviewed on Nov 13, 2026

Seaport Hotel Boston
See all 3,837 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.
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Frequently asked questions

How much does a West Roxbury vacation package cost?
Perhaps less than you might think — from as low as CA $667, 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.