Roxbury Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Roxbury

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

Downtown Boston

4.5/5(94 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Roxbury

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
9.2/10 Wonderful! (6,081 reviews)
Great location, wonderful staff, comfortable bed and all amenities were just right! Perfect spot for seeing the sights of Boston. Steps from the subway for easy access to everything.

Reviewed on 21 Dec, 2025

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Harborside Inn Of Boston
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is S$222 per night from 25 Dec to 26 Dec
S$222
25 Dec - 26 Dec
includes taxes & fees
8.4/10 Very Good! (1,241 reviews)
Staff weee fantastic and really attentive

Reviewed on 20 Dec, 2025

Hilton Boston Back Bay
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 S$262 per night from 23 Dec to 24 Dec
S$262
23 Dec - 24 Dec
includes taxes & fees
9/10 Wonderful! (4,300 reviews)
Smooth check in

Reviewed on 15 Dec, 2025

Omni Boston Hotel at the Seaport
See all 4,019 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.

Frequently asked questions

How much does a Roxbury holiday package cost?
Starting from as little as , 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 holiday 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 holiday 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 holiday 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 favourites among lots of travellers.
How far in advance should I book my Roxbury holiday?
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 holiday is just clicks away.
Can I choose my airline with a Roxbury Expedia holiday 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 holiday 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.

Popular places to visit

Franklin Park Zoo

Franklin Park Zoo

See the exotic and native animals who call Franklin Park Zoo home during your travels in Boston. Experience the acclaimed art galleries 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

S$102
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

S$40
per adult
88% 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

S$109
per adult
80% 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.