Roslindale Vacations
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Your Roslindale Vacation
Your next big journey is just around the corner with a vacation package to Roslindale. Entertainment, food and great times — you're bound to find it in this neighborhood. Some nearby attractions to see during your trip to Roslindale include Franklin Park Zoo, Samuel Adams Brewery and Larz Anderson Auto Museum. Expedia is here to help put your travel plans into action. Book your ideal Roslindale vacation today.
Price found within the past 48 hours. Click for updated prices.
- By the Sea Guests Bed & Breakfast & Suites
Aug 19 - Aug 23By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port4 nights9.2/10 - Wonderful (187 reviews)"Such a cute place to stay and the staff are so helpful and welcoming!!"Reviewed May 31, 2026Roundtrip • Chicago (ORD) - Boston (BOS)ORD - BOS • Nonstop BOS - ORD • Nonstop - Meco Hotel - Hostel
Jul 20 - Jul 24Meco Hotel - Hostel + Flight
West End4 nights8.6/10 - Excellent (433 reviews)"$150 deposit that I still haven't gotten back a week later. This is not ok especially when I was told that it would be released the same day. They do in my out a hold on your card; they actually TAKE the money. There were individual pods available, I don't know why I didn't get one and got a bunk bed one. Disappointing."Reviewed May 29, 2026Roundtrip • Chicago (MDW) - Boston (BOS)MDW - BOS • Nonstop BOS - ORD • Nonstop$1,884$919found 1 day agoper traveler - Boston Harbor Hotel
Jul 31 - Aug 3Boston Harbor Hotel + Flight
North End3 nights9.8/10 - Exceptional (1,000 reviews)"Wonderful classic harbor front hotel. Very nice front desk. Would stay again"Reviewed May 25, 2026Roundtrip • Burbank (BUR) - Boston (BOS)BUR - BOS • 1 stop BOS - BUR • 1 stop - Sea Crest Beach Resort
Jul 15 - Jul 20Sea Crest Beach Resort + Flight
North Falmouth5 nights7.8/10 - Good (290 reviews)"No one answered the front desk when called Rooms were not ready The walls are super thin"Reviewed May 31, 2026Roundtrip • Chicago (ORD) - Boston (BOS)ORD - BOS • Nonstop BOS - ORD • Nonstop - Chatham Tides
Aug 19 - Aug 23Chatham Tides + Flight
South Chatham4 nights9.4/10 - Exceptional (699 reviews)"Clean room, friendly staff. Their office has extra beach supplies which came in handy as well. Close to some family friendly beaches, but far enough away from the hustle and bustle of downtown. Would highly recommend! We have stayed here before and it's our favorite place in Chatham"Reviewed May 26, 2026Roundtrip • Chicago (ORD) - Boston (BOS)ORD - BOS • Nonstop BOS - ORD • Nonstop
Where to stay in Roslindale
Find the best Roslindale areas and neighborhoods for the activities you enjoy most. Learn more about Roslindale
Downtown Boston
4.5/5(2,438 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.
Roslindale Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
$258 nightly
The price is $301 total per night from Jun 7 to Jun 8
$301 total
Jun 7 - Jun 8
Total with taxes and fees
9.2/10 Wonderful! (4,659 reviews)
"The room was a little small and condensed without a separate bathroom area, but it was spectacular and the food amenities staff view were fantastic. Highly recommend and worth the price."
Reviewed on May 30, 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $177 total per night from Jun 7 to Jun 8
$177 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (2,637 reviews)
"Loved it so much I came back for a second stay"
Reviewed on May 30, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$275 nightly
The price is $320 total per night from Jun 11 to Jun 12
$320 total
Jun 11 - Jun 12
Total with taxes and fees
9.6/10 Exceptional! (4,392 reviews)
"Clean room and the best hotel staff I have come across friendly and accommodating for little ones. Out little guy played "work" with a worker because she looked lonely by herself hm. From valet to the restaurant, all the employees are too of the line."
Reviewed on May 30, 2026
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.
Discover the most popular places to visit in Roslindale
Forest Hills Cemetery
Step back in time and learn more about local history with a stop at Forest Hills Cemetery in Boston. Experience the acclaimed art scene or attend a sporting event in this vibrant area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$84
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
98% of travellers recommend
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.