Roxbury Vacation Packages

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Top Holiday Package Deals in Roxbury

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
per person
Sep 6 - Sep 9
found 8 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.4/10 Exceptional! (435 reviews)
Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug. 2, 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7/10 Good! (157 reviews)
There were a few places to eat near the pier the view of the city was amazing and the tall boat was great for food,dancing and drinking however the vibe is younger college kids. I did enjoy the few places we visited to eat. The parking was horrible, We received no directions and it took us an hour to find someone to check in… I was left with two keys and no directions. I managed and once the sun came up an employee at the front desk named Craig was very helpful. The bed was so uncomfortable I would recommend getting a new more comfortable mattress for the amount we paid. All in all we made the best of it and everything else was okay. Lastly no TV directions I had to purchase Netflix on my own. This was not the best stay provided by Expedia. I was disappointed.

Reviewed on Jul. 31, 2025

Where to stay in Roxbury

Find the best Roxbury areas and neighborhoods for the activities you enjoy most. Learn more about Roxbury
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

Roxbury Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Aug 24 to Aug 25
CA $252
CA $350 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,778 reviews)
"This was the most amazing hotel with the most attentive staff. The area was incredible! Loved everything about my stay."

Reviewed on Aug. 4, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
The price is CA $221 per night from Sep 1 to Sep 2
CA $221
CA $314 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (3,205 reviews)
Great location
"Great location in downtown Boston to subway & freedom trail! Beds were very comfortable!"

Reviewed on Aug. 4, 2025

Hilton Boston Park Plaza
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $260 per night from Aug 10 to Aug 11
CA $260
CA $303 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,542 reviews)
Return customer
"Clean and comfortable."

Reviewed on Aug. 3, 2025

citizenM Boston Back Bay
See all 3,793 properties in 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 Roxbury vacation package cost?
Starting from as little as CA $987, you can custom build your Roxbury package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Roxbury?
Bundle, bundle, bundle. Hotels, flights and rental cars — combine whatever you need into a Roxbury vacation package to save tons of cash. Score even bigger bargains when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the freedom to customize your vacation your way. We offer more than 550 airlines and 1,000,000 hotel options throughout the world, so that everyone has an opportunity to travel and live out those vacation dreams.
Where should I stay in Roxbury?
A visit to Roxbury isn't complete until you've seen Fenway Park and TD Garden. Book a hotel right nearby so you can easily access these fantastic tourist attractions.
What are the top hotels in Roxbury?
If this will be your first time in Roxbury, reserve a room at Leafy And Tranquil, Artist House or Skylit Suite In Musical Home. Both hotels will make you feel at home and are favorites among lots of travelers.
How far in advance should I book my Roxbury vacation?
Search Expedia to compare flights as soon as possible. In many cases, you can purchase a seat up to a year prior to departure. If it's too early for your preferred carrier, or you have to book last minute, don't stress. Low prices to Roxbury sometimes occur within weeks of departure.
What does an Expedia Roxbury travel package include?
You can choose from any combination of hotels, flights and rental cars. Once you've made your booking, you can add experiences and tours. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to arranging your perfect Roxbury getaway.
What should I know before booking a Roxbury travel package?
Design deals that suit your budget with an Expedia package. Airfares, hotels, rental cars — we've got all of them. You'll save big dollars just by bundling your bookings. Whether you're embarking on a ski adventure or kicking back on a warm beach, your perfect vacation is just clicks away.
Can I choose my airline with a Roxbury Expedia vacation package?
Definitely. Expedia has over 550 airline partners to select from across the world. With all that choice, finding the perfect carrier to whisk you off to Roxbury will be a snap.
If I'm not able to travel, can I cancel my Roxbury vacation package?
It's good to know that you can cancel your Roxbury booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in Roxbury

Franklin Park Zoo

Franklin Park Zoo

Meet the animals who call Franklin Park Zoo home during your travels in Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area.

Franklin Park Zoo

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $47
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $115
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
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.