Roslindale Holidays from AU$1,101

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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.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
11 Feb - 15 Feb
found 15 hours ago
Return direct flight included
Portland (PDX) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
Amazing staff and amazing property. Very clean and nice amenities. Will be my go to when coming to Boston

Reviewed on 15 Nov. 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
11 Feb - 15 Feb
found 15 hours ago
Return direct flight included
Portland (PDX) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Super place, great service

Reviewed on 6 Nov. 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
11 Feb - 15 Feb
found 15 hours ago
Return direct flight included
Portland (PDX) to Boston (BOS)
9.6/10 Exceptional! (64 reviews)
Excellent hotel. The only thing was that the AC in our room was so loud when turned on that it was unbearable. The hotel did help us move to another room that did not have the problem. We were only there for a night. We will definitely stay again as it is an excellent hotel otherwise.

Reviewed on 27 Oct. 2024

The Boxer

The Boxer

4 out of 5
West End
per person
11 Feb - 15 Feb
found 15 hours ago
Return direct flight included
Portland (PDX) to Boston (BOS)
8.6/10 Excellent! (1,023 reviews)
Amazing hotel, rooms are really comfortable and silent, perfect place to rest. The staff is extremely happy, there was this guy named Ricky who's the friendliest ever! Food was good, breakfast was delicious. Zero complaints whatsoever.

Reviewed on 26 Nov. 2024

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
per person
11 Feb - 15 Feb
found 15 hours ago
Return direct flight included
Portland (PDX) to Boston (BOS)
8.8/10 Excellent! (2,407 reviews)
Nice boutique hotel in center of the Financial District.

Reviewed on 25 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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 which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotel + flight trips in Downtown Boston

Our pick of the best Roslindale Hotel Deals

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 AU$296 per night from 25 Dec to 26 Dec
AU$296
includes taxes & fees
25 Dec - 26 Dec
9.6/10 Exceptional! (2,597 reviews)
"Na"

Reviewed on 25 Nov. 2024

Seaport Hotel Boston
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$278 per night from 27 Dec to 28 Dec
AU$278
includes taxes & fees
27 Dec - 28 Dec
8.2/10 Very Good! (3,290 reviews)
"My go to when visit my child at college"

Reviewed on 24 Nov. 2024

Hilton Boston Park Plaza
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$336 per night from 28 Nov to 29 Nov
AU$336
includes taxes & fees
28 Nov - 29 Nov
8.8/10 Excellent! (2,876 reviews)
"Great location for walking around. The staff at the Omni is top notch. We have come back to this hotel for the past 7 years and will continue!"

Reviewed on 24 Nov. 2024

Omni Parker House
See all 3,123 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
Cheap Holidays

Cheap Holidays

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$1,101. 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$115
Per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston: Guided Walking Tour of the Freedom Trail

Boston: Guided Walking Tour of the Freedom Trail

AU$48
Per adult
98% of travellers recommend
Boston: Guided Walking Tour of the Freedom Trail
North End Boston: 'The Mafia Mission' City Game

North End Boston Mafia Exploration Game and Tour

AU$16
Per adult
90% of travellers recommend
North End Boston Mafia Exploration Game and Tour
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.