Roslindale Holidays

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Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was €2,271, price is now €1,600 per person
€1,600
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on 23 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €3,779, price is now €2,436 per person
€2,436
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on 11 Jul 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €2,357, price is now €1,648 per person
€1,648
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
It was a great experience and very friendly staff!

Reviewed on 11 Jul 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was €2,762, price is now €2,092 per person
€2,092
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,891 reviews)
Great experience, serene environment.

Reviewed on 8 Jul 2026

The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was €2,421, price is now €1,846 per person
€1,846
per person
14 Sept - 19 Sept
found 1 day ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.6/10 Exceptional! (1,578 reviews)
Room was incredibly dated, especially the bathroom. Rug was frayed and there was an old school corded phone next to the toilet. Not what I expected from a “luxury” hotel. Soap, shampoo and conditioner were in tacky plastic white containers that had visible residue where they get filled. Bed was really comfy and staff was helpful, but the room needs some refreshing.

Reviewed on 11 Jul 2026

Where to stay in Roslindale

Find the best Roslindale areas and neighborhoods for the activities you enjoy most. Learn more about Roslindale
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

4.5/5(95 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

Top hotels in Roslindale

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is €233 per night from 26 Jul to 27 Jul
€233
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,572 reviews)
"It is in a really good location. Clean an with nice view"

Reviewed on 12 Jul 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is €180 per night from 9 Aug to 10 Aug
€180
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (2,442 reviews)
"Very clean and the complimentary shuttle was convenient."

Reviewed on 11 Jul 2026

Hyatt Regency Boston/Cambridge
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is €162 per night from 2 Aug to 3 Aug
€162
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,737 reviews)
"So this was my first foray into a shared bathroom, and it was actually super easy and not at all an issue. What was an issue was that when a hall shares a bathroom, doors are opening and closing all night, and the doors snapped shut very loudly. If you are a very light sleeper, I don't think this ..."

Reviewed on 12 Jul 2026

The Revolution Hotel
See all 4,072 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 €1,600. 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.

Stay near popular Roslindale attractions

George Wright Golf Club

Enjoy a round of golf in Boston at George Wright Golf Club. Visit the stunning cathedral and top-notch restaurants in this vibrant area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.