Roslindale Vacations from ￥198,302

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The Latest Roslindale Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boston Marriott Long Wharf

Boston Marriott Long Wharf

4 out of 5
North End
Price was ￥236,414, price is now ￥198,302 per person
￥198,302
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9/10 Wonderful! (1,004 reviews)
Great location. Inside it is very dark and a bit sad when outside it is sunny. Overall it is a pity not to take advantage of the sea side and have a terrace setup to enjoy a drink or coffee.

Reviewed on Sep 21, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was ￥296,846, price is now ￥231,490 per person
￥231,490
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
This is the first time we have stayed at this property. The location, accommodations and staff were fantastic. I was especially impressed by the customer service provided by the staff. Every staff member greeted us personally, asked if we needed anything and invariably wished us a good day. The staff alone made our stay a pleasure-able experience.

Reviewed on Sep 17, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was ￥505,462, price is now ￥406,605 per person
￥406,605
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on Sep 15, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥484,422, price is now ￥413,037 per person
￥413,037
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
The view is great Restaurant is superb

Reviewed on Sep 24, 2025

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Price was ￥510,624, price is now ￥437,828 per person
￥437,828
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (377 reviews)
Great Staff, very nice room. Ideal location for exploring Boston history and access to the T

Reviewed on Sep 19, 2025

Where to stay in Roslindale

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

Roslindale Hotel Deals

citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥36,312 per night from Oct 5 to Oct 6
￥36,312
￥42,286 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (3,821 reviews)
"Most of the staff were great, though when we were checking in during the pouring rain, we asked about parking and the person was basically clueless, they told us of an app that had me park a half hour walk away, so I walked in the rain, luckily I found a bar to warm up in and have a drink!! lol. ..."

Reviewed on Sep 22, 2025

citizenM Boston North Station
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ￥40,926 per night from Sep 28 to Sep 29
￥40,926
￥48,402 total
Sep 28 - Sep 29
includes taxes & fees
9.6/10 Exceptional! (3,476 reviews)
"The staff is always so accommodating. The room was clean and comfortable. We love the pool and accessibility the hotel has to area attractions."

Reviewed on Sep 24, 2025

Seaport Hotel Boston
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 ￥38,614 per night from Oct 5 to Oct 6
￥38,614
￥51,033 total
Oct 5 - Oct 6
includes taxes & fees
9/10 Wonderful! (4,050 reviews)
"I like the space and views"

Reviewed on Sep 24, 2025

Omni Boston Hotel at the Seaport
See all 3,657 properties in Roslindale
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 Roslindale vacation package cost?
Customize your Roslindale vacation package from a low ￥198,302. Choose from any combination of rental cars, flights and hotels to put together the trip you've been dreaming of. Be sure to add on some activities and experiences!
How do I get a cheap travel package to Roslindale?
Combine your flights and hotels, add extras such as activities or a rental car, and save with a Roslindale vacation package. You won't just score awesome discounts on your trip — you'll have plenty of choice too. When you book through Expedia, you'll have your pick of over 550 partner airlines and 1,000,000 properties around the globe. Your next big adventure starts right here, right now!
Where should I stay in Roslindale?
A visit to Roslindale isn't complete until you've seen Fenway Park and TD Garden. Stay within walking distance for easy access to these popular sights.
What are the top hotels in Roslindale?
Modern Style Cozy Private Apt is one of Roslindale's most popular hotels. Book a room here and you can rest easy knowing you're in capable hands.
How far in advance should I book my Roslindale vacation?
Your safest bet is to book early. Air carriers usually release flight tickets around a year in advance, and this is an ideal opportunity to score some of the cheapest prices. Just been told you should take all your vacation days in a few weeks? Don't fret. Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Roslindale travel package include?
That depends on what you're looking for. If you're traveling by yourself, you might decide to combine hotels and flights. Taking the whole crew to Roslindale? A travel package including hotels, rental cars and flights might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Roslindale travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on tours and activities. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Roslindale Expedia vacation package?
Most definitely. Expedia has more than 550 partner airlines to select from around the world. With so many choices, finding the right carrier to get you to Roslindale will be a cinch.
If I'm not able to travel, can I cancel my Roslindale vacation package?
We totally get it — life doesn't always go according to plan. If you've locked in a Roslindale vacation package and need to cancel or amend it, we can help. We suggest checking out our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥11,728
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥8,084
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

￥5,048
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
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.