Roxbury Vacations from $744
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The Latest Roxbury Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- By the Sea Guests Bed & Breakfast & Suites
Aug 27 - Aug 31By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port4 nights3.5 star property9.4/10 - Exceptional (198 reviews)"The property was well maintained and close to good restaurants. We had a cooked breakfast every day."Reviewed July 16, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - ACK • 1 stop ACK - ORD • 1 stop - Nantucket Inn
Aug 27 - Aug 31Nantucket Inn + Flight
Nantucket4 nights3.5 star property9.2/10 - Wonderful (741 reviews)"Adorable, quaint place. Appreciated the shuttle. Staff at July 5 BBQ was awesome! However the check in staff was rude and definitely not helpful."Reviewed July 12, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - ACK • 1 stop ACK - ORD • 1 stop - Good Hotels Boston
Sep 24 - Sep 29Good Hotels Boston + Flight
South End5 nights2.0 star property8.0/10 - Very Good (55 reviews)"This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order."Reviewed May 23, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - BOS • Nonstop BOS - RFD • 1 stop - Boston Harbor Hotel
Aug 17 - Aug 20Boston Harbor Hotel + Flight
North End2 nights5.0 star property9.8/10 - Exceptional (1,001 reviews)"Great location and very helpful staff"Reviewed July 16, 2026Roundtrip • Burbank (BUR) - Boston (BOS)BUR - BOS • 1 stop BOS - BUR • 1 stop - Summer House Hotel
Aug 27 - Aug 31Summer House Hotel + Flight
Nantucket4 nights2.0 star property8.0/10 - Very Good (4 reviews)"Helpful staff! Make sure to review the check in information, there is a specific window of time! My room and bed were absolutely cozy and cute. I’d advise against staying in a cottage close to the restaurant in the summer if you are looking for absolute quiet due to the fact some are in immediate proximity to the outdoor dining area. Overall amazing stay, especially being so close to a beach with attached dining!"Reviewed July 15, 2026Roundtrip • Chicago (CHI) - Boston (BOS)ORD - ACK • 1 stop ACK - ORD • 1 stop
Discover the most popular places to visit in Roxbury
What to do near Roxbury
Boston Haunted Tour : Ghosts & Gravestones
$47
per adult
80% of travelers recommend
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travelers recommend
Boston Summer Nights Tour and River Cruise
$50
per adult
100% of travelers recommend
Roxbury Hotel Deals
8.6 out of 10, Excellent, (1,001 reviews)
8.6/10
Excellent
(1,001 reviews)
"We love this hotel! We have stayed there three times now. It is right on the beach, and within walking distance to many great restaurants. The beach itself can be a bit dirty, especially during/after a holiday weekend, but it is still a nice spot. The fireplace is a great touch, and the beds are comfortable. The pool was very clean this last visit, but on other previous trips the pool area definitely needed attention (no towels, cloudy water, dirty pool deck). The water temp is great, and...
$228 nightly
The price is $255
$255 total
Jul 20 - Jul 21
Total with taxes and fees
8.2 out of 10, Very Good, (995 reviews)
8.2/10
Very Good
(995 reviews)
"Quick 😁
"
$123 nightly
The price is $137
$137 total
Jul 26 - Jul 27
Total with taxes and fees
9.4 out of 10, Exceptional, (1,584 reviews)
9.4/10
Exceptional
(1,584 reviews)
$244 nightly
The price is $273
$273 total
Jul 26 - Jul 27
Total with taxes and fees
9.4 out of 10, Exceptional, (1,050 reviews)
9.4/10
Exceptional
(1,050 reviews)
$241 nightly
The price is $269
$269 total
Jul 26 - Jul 27
Total with taxes and fees
Country Inn & Suites by Radisson, Brockton (Boston), MA
Country Inn & Suites by Radisson, Brockton (Boston), MA3.0 star property
16.4 mi from Roxbury
8.8 out of 10, Excellent, (1,062 reviews)
8.8/10
Excellent
(1,062 reviews)
"It's not heated pool just normal water, gym have a machine broken and hot tub was dirty."
$113 nightly
The price is $126
$126 total
Aug 9 - Aug 10
Total with taxes and fees
Garner Hotel Brockton - Boston by IHG
Garner Hotel Brockton - Boston by IHG2.5 star property
15.9 mi from Roxbury
8.4 out of 10, Very Good, (1,121 reviews)
8.4/10
Very Good
(1,121 reviews)
$98 nightly
The price is $109
$109 total
Aug 9 - Aug 10
Total with taxes and fees
8.8 out of 10, Excellent, (1,444 reviews)
8.8/10
Excellent
(1,444 reviews)
"My first time staying at the Marriott in Quincy and I could not have had a better experience - from arrival to departure. The personnel was extremely friendly and helpful; the facilities were clean and up to date; and the restaurant /bar area was the perfect size offering a variety of well appointed dishes. I'm already planning on my next visit!"
$149 nightly
The price is $167
$167 total
Jul 26 - Jul 27
Total with taxes and fees
9.0 out of 10, Wonderful, (2,941 reviews)
9.0/10
Wonderful
(2,941 reviews)
"Very good place clean and good customer service"
$123 nightly
The price is $137
$137 total
Aug 2 - Aug 3
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.