Roslindale Vacation Packages

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Top Holiday Package Deals in Roslindale

Prices and availability subject to change. Additional terms may apply.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jul. 19 - Jul. 22
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (264 reviews)
Huge rooms in the middle of Back Bay. Bed was so comfortable!

Reviewed on Mar. 13, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 6 - Jul. 10
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (274 reviews)
My husband and I spent one night at The Whitney and were extremely pleased with our stay. The room was lovely and the staff were very nice and helpful. We would absolutely return and recommend it without hesitation.

Reviewed on Mar. 24, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Jul. 4 - Jul. 7
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Excellent service and excellent location, wish I could’ve stayed longer than three nights!

Reviewed on Apr. 24, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun. 6 - Jun. 9
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (27 reviews)
Very good service. Furniture in all areas and the room is low and petite. Not comfortable. Bedding is comfortable. Food on Long Bar was well prepared. However presentation is pedestrian. Ordered Avacado Toast. Tasty, but arrived on a small plate. No garnish, no fruit etc. overall good stay.

Reviewed on Apr. 8, 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
Jul. 4 - Jul. 7
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.2/10 Very Good! (1,617 reviews)
Very very small rooms, very average stay for the price

Reviewed on Apr. 26, 2024

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(193 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 hotel + flight trips in Downtown Boston

Roslindale Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
The price is CA $284 per night from May 27 to May 28
CA $284
CA $371 total
includes taxes & fees
May 27 - May 28
9/10 Wonderful! (1,881 reviews)
"Great location!"

Reviewed on Apr. 22, 2024

Omni Boston Hotel at the Seaport
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is CA $367 per night from Apr. 27 to Apr. 28
CA $367
CA $435 total
includes taxes & fees
Apr 27 - Apr 28
9.4/10 Exceptional! (2,119 reviews)
"Very clean, amazing staff"

Reviewed on Apr. 21, 2024

Seaport Hotel Boston
The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
The price is CA $222 per night from Apr. 28 to Apr. 29
CA $222
CA $299 total
includes taxes & fees
Apr 28 - Apr 29
9.2/10 Wonderful! (3,373 reviews)
"Great hotel, great location! Highly recommend."

Reviewed on Apr. 25, 2024

The Dagny Boston
See all 3,199 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Roslindale vacation package cost?
Customize your Roslindale vacation package from a low CA $898. 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.

Discover the most popular places to visit in Roslindale

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Forest Hills Cemetery

Step back in time and learn more about local history with a stop at Forest Hills Cemetery in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Forest Hills Cemetery
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Boston Nature Center

Enjoy an outing to Boston Nature Center during your stay in Boston. Discover the top-notch restaurants and fascinating museums in this vibrant area.

Boston Nature Center
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George Wright Golf Club

Enjoy a round of golf in Boston at George Wright Golf Club. Check out the churches and top-notch restaurants in this vibrant area.

George Wright Golf Club

Things to do

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $107
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $239
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
Image for Boston Freedom Trail Daily Walking Tour

Boston Freedom Trail Daily Walking Tour

CA $35
Per adult
90% of travellers recommend
Boston Freedom Trail Daily Walking Tour
See all activities in Boston

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.