Roxbury Vacations from $402

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Your Roxbury Vacation

Whatever your style of travel, you can experience it all with a customized Roxbury vacation package. Spend your break uncovering this neighborhood's golfing and all the rest of its delights. Not sure what to do and see during your trip to Roxbury? Nearby attractions like Fenway Park, Boston Common and Copley Place are excellent places to start. Don't just wish for it — do it! Secure your ultimate Roxbury vacation with Expedia and enjoy traveling your way.

The Latest Roxbury Vacation Packages

Price found within the past 48 hours. Click for updated prices.
John Carver Inn & Spa

John Carver Inn & Spa

3 out of 5
Plymouth Cultural District
Save 100% on your flight
per person
Oct 4 - Oct 8
found 20 hours ago
Roundtrip flight included
Houston (IAH) to Boston (BOS)
8/10 Very Good! (1,006 reviews)
Room was average. Kind of disappointed that the restaurant and bar were closed. Didn’t really offer a lot of information about the area. The building was having maintenance while , outside painting.

Reviewed on Jul 12, 2025

Josiah Keith House

Josiah Keith House

2 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (21 reviews)
The inn keeper was available at all times and very attentive to our stay. The history of the home given by the inn keeper was interesting and informative. Highly recommend.

Reviewed on Jun 24, 2025

Ocean Air Suites

Ocean Air Suites

2.5 out of 5
Hampton Beach
Save 100% on your flight
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
9.4/10 Exceptional! (34 reviews)
location was awesome. able to see fireworks right from deck in the back. It’s definitely family friendly would definitely be coming back again next year :)

Reviewed on Sep 3, 2024

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
per person
Sep 23 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
The Beverly

The Beverly

3 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.4/10 Very Good! (313 reviews)
Large room but bathroom was small. We didn’t get maid service the day before we left and because we were in the basement our towel didn’t dry so our last shower was drying with a damp towel. The bottom landing was scary because you couldn’t see that it had a step down. They need to color it so you can see it.

Reviewed on Jul 14, 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 which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 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
$246 nightly
The price is $287 total per night from Aug 10 to Aug 11
$287 total
Aug 10 - Aug 11
Total includes taxes and fees
9/10 Wonderful! (3,674 reviews)
Great for short city breaks, not a relaxing pool
"Overall I enjoyed my stay at the Omni Boston Hotel at the Seaport. The staff were incredibly helpful and the room was lovely and clean. The hotel's ideal for a City break, and would stay again, though not for a relaxing pool stay. The pool area, whilst overlooking the main road, is lovely. My experience ..."

Reviewed on Jul 13, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $214 total per night from Jul 20 to Jul 21
$214 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (1,424 reviews)
"Loved this hotel. Friendly staff"

Reviewed on Jul 13, 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
$229 nightly
The price is $267 total per night from Jul 20 to Jul 21
$267 total
Jul 20 - Jul 21
Total includes taxes and fees
9/10 Wonderful! (5,325 reviews)
"Perfect location! Quick, easy and friendly check in. Easy check out as well. Room was exactly like pictured. The only downside is that you can hear your neighbor flushing the toilet or using the shower. I just closed my bathroom door to block the sound and it was fine. Will stay again when I'm in ..."

Reviewed on Jul 14, 2025

Harborside Inn Of Boston
See all 3,792 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Roxbury

Butterfly Landing, a seasonal exhibit containing over 1,000 butterflies in free flight. This large outdoor "tent" also has streams and a waterfall surrounded by numerous plant species. The exhibit first opened in 1997.... at Franklin Zoo

Franklin Park Zoo

2/5(1 review)

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
Samuel Adams Brewery showing heritage elements

Samuel Adams Brewery

Often credited with starting the craft beer movement in the United States, this well-known brewery is worth the trip outside the city center.

Samuel Adams Brewery

Shirley-Eustis House

You can learn about the history of Boston when you stop by Shirley-Eustis House. Experience the acclaimed art scene or attend a sporting event in this vibrant area.

Shirley-Eustis House

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Ravioli Cooking Class at a Local Brewery in Boston

Ravioli Cooking Class at a Local Brewery in Boston

$75
per adult
Ravioli Cooking Class at a Local Brewery in Boston
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

$70
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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.