Roslindale Holidays

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Our guide on where to stay in Roslindale

Find the best Roslindale areas and neighborhoods for the activities you enjoy most. Learn more about Roslindale
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Our pick of the best Roslindale Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
9.2/10 Wonderful! (6,040 reviews)
The staff was very friendly and helpful. There is a restaurant connected to the hotel. Food and staff there were excellent

Reviewed on 11 Dec 2025

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Harborside Inn Of Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$426 per night from 29 Dec to 30 Dec
NZ$426
29 Dec - 30 Dec
includes taxes & fees
9/10 Wonderful! (4,285 reviews)
Room was neat but too small. We did not liked that we ordered room service thinking they will bring the cart with the food in regular dishes and utensils, like in any hotel of this level, and instead they brought our food in a shopping bag on disposable containers/plastic utensils(???). There was ...

Reviewed on 10 Dec 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$335 per night from 21 Dec to 22 Dec
NZ$335
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,241 reviews)
Everything was very comfortable, I loved it.

Reviewed on 14 Dec 2025

Hilton Boston Back Bay
See all 3,868 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 holiday package cost?
Customize your Roslindale holiday package from a low . 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 holiday 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 Cosy 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 holiday?
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 holiday 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 travelling 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 holiday 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 holiday package?
We totally get it — life doesn't always go according to plan. If you've locked in a Roslindale holiday 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.