Roslindale Holidays from AU$2,809

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Your Roslindale Holiday

Your next big journey is just around the corner with a holiday package to Roslindale. Entertainment, food and great times — you're bound to find it in this neighbourhood. 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 holiday today.

Top Holiday Package Deals in Roslindale

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was AU$3,644, price is now AU$2,809 per person
AU$2,809
per person
10 Apr - 17 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
The hotel is on the older side, but updates are many and it is a decent place to stay in Boston.

Reviewed on 17 Jan 2026

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Price was AU$4,084, price is now AU$3,022 per person
AU$3,022
per person
10 Apr - 17 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (2,315 reviews)
Very clean hotel. Good food just a lil expensive.

Reviewed on 14 Jan 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was AU$5,190, price is now AU$3,891 per person
AU$3,891
per person
10 Apr - 17 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Location was perfect, staff was wonderful and the foyer and lobby and the bar/ restaurant was amazing! The guest rooms were good, bed was comfortable and room was immaculate! My only complaint would be the water pressure in the shower was weak! Other than that a very good experience!

Reviewed on 13 Jan 2026

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was AU$4,528, price is now AU$3,553 per person
AU$3,553
per person
10 Apr - 17 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8/10 Very Good! (621 reviews)
Great place! We will back soon!

Reviewed on 17 Jan 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was AU$4,772, price is now AU$3,754 per person
AU$3,754
per person
10 Apr - 17 Apr
found 22 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Our second stay there, love it

Reviewed on 25 Dec 2025

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)

This is Boston’s business district, now and back when the city was just starting.

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
The price is AU$187 per night from 3 Feb to 4 Feb
AU$187
3 Feb - 4 Feb
includes taxes & fees
9.2/10 Wonderful! (6,161 reviews)
Nice bed and homely facilities. Great staff

Reviewed on 13 Jan 2026

Harborside Inn Of Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$688 per night from 22 Jan to 23 Jan
AU$688
22 Jan - 23 Jan
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
No complaints , everything . I would go back again and again.

Reviewed on 12 Jan 2026

The Langham, Boston
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is AU$354 per night from 17 Feb to 18 Feb
AU$354
17 Feb - 18 Feb
includes taxes & fees
9.6/10 Exceptional! (3,506 reviews)
One of the nicest hotels I have ever stayed in! I had a wonderful time spending my husband’s birthday there, and would highly recommend it!

Reviewed on 15 Jan 2026

Encore Boston Harbor
See all 3,869 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Roslindale holiday package cost?
Customize your Roslindale holiday package from a low AU$2,809. 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.

Activities

Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

AU$125
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Built-in 15-minute break at Quincy Market.

The Full Revolutionary Story Epic Small Group Boston Walking Tour

AU$82
per adult
100% of travellers recommend
The Full Revolutionary Story Epic Small Group Boston Walking Tour
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

AU$81
per adult
98% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
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.