Roslindale Holidays from £1,406

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Your Roslindale Holiday

Make planning your travels easy by booking a holiday package to Roslindale. We'll take care of the details, so you can focus on savouring everything this neighbourhood can offer. Begin your trip to Roslindale by heading to nearby attractions such as Franklin Park Zoo, Samuel Adams Brewery and Larz Anderson Auto Museum. Expedia will help you turn your ideal Roslindale holiday into reality, no matter your budget or travel plans.

Price found within the past 48 hours. Click for updated prices.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £1,974, price is now £1,406 per person
£1,406
per person
15 Jul - 19 Jul
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
We loved our stay here. The restaurant "The Fed" had cozy decor, amazing food and served food until 10:30pm. This was great when our flight in was delayed and we could still eat dinner when we arrived. The rooms have lots of lighting choices, bed side reading lights too, and little trays to place your odds and ends to help keep organized. We could have used a few more hangers, but the hotel staff continuously gave us water for the room, and there were cozy robes and slippers there too. When housekeeping came they tidied everything up nicely, even rolling up our laptop cords. The staff was friendly and helpful with everything from maps and directions to concierge and luggage hold the day we were to depart. Also love the twelve pm checkout. A lovely place to stay. We were out our few days visit from 9am to 9pm each day and it really was such a wonderful place to return to each night.

Reviewed on 21 Apr 2026

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Save 100% on your flight
Price was £5,094, price is now £3,823 per person
£3,823
per person
13 Jun - 20 Jun
just found
Return flight included
Aberdeen (ABZ) to Boston (BOS)
9.4/10 Exceptional! (386 reviews)
We are repeat customers and will stay there again! Always a great experience.

Reviewed on 19 Apr 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was £1,904, price is now £1,443 per person
£1,443
per person
15 Jul - 19 Jul
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Very nice hotel. Clean, great staff!

Reviewed on 22 Apr 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was £6,728, price is now £5,115 per person
£5,115
per person
7 Jul - 14 Jul
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
The photos doesn’t give this place justice.

Reviewed on 24 Mar 2026

TownePlace Suites Boston Logan Airport/Chelsea

TownePlace Suites Boston Logan Airport/Chelsea

3 out of 5
Price was £2,565, price is now £1,968 per person
£1,968
per person
8 Jun - 12 Jun
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,005 reviews)
Able to leave luggage before/ after check-in , free airport shuttle when you contact them at airport - both drivers were nice. Basic kitchenette in room. Breakfast was mix of healthy and cooked items. Problem is it is quite early and ends by 8.30am weekdays. Room/bathroom was big and spacious. View of Chelsea Drawbridge was nice. Handy for buses to Chelsea or downtown Boston opposite hotel. Bring ear plugs as traffic can be noisy on main road / bridge crossing. Staff were young but helpful. Has sizeable gym and pool on-site too and both were empty when I used them . No many shops nearby unless you walk down 12 mins to corner store and liquor store but i saw most guests order food to be delivered. Person in room above stomped about a bit annoyingly. Prices were high but it was over the Marathon Patriots holiday wkend. Close to airport but good bus ride to downtown. I didn't venture out to local Chelsea after dark. Largely Hispanic residential area. One nice cafe visited was Kushala. Theres also a CVS locally for toiletries. Overall a pricey but nice stay.

Reviewed on 23 Apr 2026

Where to stay in Roslindale

Find the best Roslindale areas and neighborhoods for the activities you enjoy most. Learn more about Roslindale
Downtown Boston

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 £172 per night from 3 May to 4 May
£172
3 May - 4 May
includes taxes & fees
9.6/10 Exceptional! (4,209 reviews)
First room we checked into was not clean. Bed was made but crumbs on floor and bed, dirty pillowcase. After reporting we were immediately switched to a different room which was clean. Bed was comfortable but pillows are flat. Pool was a great temperature and location is great.

Reviewed on 24 Apr 2026

Seaport Hotel 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 £182 per night from 10 May to 11 May
£182
10 May - 11 May
includes taxes & fees
9.2/10 Wonderful! (4,581 reviews)
Loved everything about it.

Reviewed on 24 Apr 2026

Omni Boston Hotel at the Seaport
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is £147 per night from 26 Apr to 27 Apr
£147
26 Apr - 27 Apr
includes taxes & fees
9.2/10 Wonderful! (6,478 reviews)
Terrific location right in the heart of downtown. We walked to Quincy Market and explored the harbor and the waterfront of the Aquarium. Nightlife was just steps away as well. The room was spacious, quiet and clean. Staff are super friendly and professional at the front desk as well as the bar. We ...

Reviewed on 23 Apr 2026

Harborside Inn Of Boston
See all 4,109 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
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Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

Why should I book my Roslindale holiday with Expedia?
Expedia has you covered for all aspects of your upcoming Roslindale getaway. You'll always get the best deal possible, but when you bundle your accommodation, flights and/or hire car into a holiday package, you'll score even more savings. Keen to really make the most of your break? Add some exciting tours and activities to your package. We offer flexible cancellation policies on almost all bookings, so you won't need to worry if your plans change. Head over to our Customer Service Portal link to learn more.
What are the top hotels for my holiday in Roslindale?
If it's comfort and convenience you're seeking, book a room at Modern Style Cosy Private Apt. Spend your evenings unwinding here and your days exploring Roslindale's best attractions.
How do I get a cheap holiday to Roslindale?
Secure flights that suit your schedule, add a hotel to your booking and watch how much you save with a Roslindale holiday. It's that easy! From flights and hotels to hire cars and activities, Expedia makes travelling cheap and easy. And with more than 400 air carriers and 321,000 hotels throughout the world to select from, you won't be short of choice. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Roslindale holiday?
Make sure your next holiday in Roslindale is one to remember by stopping by its leading attractions. Fenway Park, TD Garden, Boston Common and Boston Convention and Exhibition Centre are just a few of the things to put on your itinerary while you're in the city.
What is the best area to stay in when on holiday in Roslindale?
Roslindale has lots of popular places to discover, such as Forest Hills Cemetery. Book accommodation near this attraction and make sightseeing hassle-free.
Do I need a visa for my Roslindale holiday?
Visa requirements for Roslindale vary based on your nationality and the purpose of your visit. It's wise to check official government websites to determine if you need a visa for your holiday. Here you'll also find the most up-to-date information, including details about application procedures and any supporting documentation that may be necessary. Research your visa requirements well in advance to ensure a hassle-free travel experience. Finally, make sure your passport is valid for a further six months from your planned date of return.
What should I wear on my Roslindale holiday?
Do some research into the sorts of clothing people in Roslindale wear, and maybe even check out fashion pages on social media for inspiration. Try to create a versatile wardrobe with pieces that work for your destination and show off your unique sense of style.
What does an Expedia Roslindale holiday include?
With Expedia, you can choose any combination of flights, hotels and car hires to build your perfect Roslindale travel package. Once you've made your booking, simply add on the fun things like tours and activities. Don't forget, the more you bundle, the greater the savings! Explore all kinds of styles on Expedia and find the perfect fit for you and your crew. From the most popular property types, like apartments and private holiday homes, to many other options, there are loads of holiday escapes in Roslindale to select from so you can personalise your stay just the way you like it.
Does Expedia offer Book Now, Pay Later Roslindale holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your hip pocket. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more money to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna offers payments in multiple transactions that suit all budgets, so you can jet away on that well-deserved holiday now.
  • No-deposit holidays: Clicking on the "book now" button is easier with this payment option. With no deposit required for your escape, you can Book Now, Pay Later and get on your way.

Can I choose my airline with a Roslindale Expedia holiday?
Yes — that's one of the best things about an Expedia holiday package. You're the boss! We have access to more than 400 airline partners around the world, so you have lots of choice when putting together your Roslindale adventure.

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

£39
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

£25
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£62
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 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. Flight-inclusive packages are ATOL protected.