Roslindale Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to £750 when you book a flight and hotel together*

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

  • Rest easy

    Packages with flights are ATOL protected

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.
  • Lobby sitting area
    Aug 22 - Aug 27

    The Atlas Hotel + Flight

    Allston
    5 nights
    4.5 star property
    9.4/10 - Exceptional (139 reviews)
    "Excellent gym. Brand new and clean. Very Friendly staff. Even a free car charger. Will be back!!"
    Reviewed June 8, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • 1 stop BOS - EDI • 1 stop
    £1,356
    £929
    per traveller
    found 1 day ago
    The Atlas Hotel
  • Suite, Multiple Beds (John Adams Presidential Suite) | Frette Italian sheets, premium bedding, pillow-top beds, minibar
    Aug 22 - Aug 27

    Boston Harbor Hotel + Flight

    North End
    5 nights
    5.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • 1 stop BOS - EDI • 1 stop
    Save 100% on your flight
    £2,708
    £1,591
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Property entrance
    Jul 24 - Aug 4

    Sea Crest Beach Resort + Flight

    North Falmouth
    11 nights
    3.5 star property
    7.8/10 - Good (303 reviews)
    "Tough stay this weekend, no housekeeping, very dirty bathroom puppy weekend but never received gift voucher even booked a third night spent so much hard earned $ no hospitality no communication very bad experience."
    Reviewed June 8, 2026
    Return • London (LHR) - Hyannis (HYA)
    LHR - HYA • 1 stop HYA - LHR • 1 stop
    Save 100% on your flight
    £4,783
    £3,151
    per traveller
    found 1 day ago
    Sea Crest Beach Resort
  • 3 restaurants; breakfast, lunch, dinner and brunch served
    Aug 22 - Aug 27

    The Charles Hotel + Flight

    West Cambridge
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,003 reviews)
    "Fantastic Hotel. Loved the location, room was clean, staff was helpful, and loved the amenities."
    Reviewed May 25, 2026
    Return • Edinburgh (EDI) - Boston (BOS)
    EDI - BOS • 1 stop BOS - EDI • 1 stop
    £1,726
    £1,272
    per traveller
    found 1 day ago
    The Charles Hotel
  • Terrace/patio
    Jul 24 - Aug 4

    Home2 Suites By Hilton Kittery + Flight

    Kittery
    11 nights
    3.0 star property
    9.6/10 - Exceptional (108 reviews)
    Return • London (LHR) - Boston (BOS)
    LHR - BOS • 1 stop BOS - LHR • 1 stop
    £1,733
    £1,293
    per traveller
    found 1 day ago
    Home2 Suites By Hilton Kittery

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

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 £125 per night from 5 Jul to 6 Jul
£125
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (2,665 reviews)
"When booking this stay, I was wary of the small room and shared bathrooms. My son and I were traveling together and got the kind with a twin room. We were very pleased with the comfort of the room and the cleanliness of the shared bathrooms. Staff were definitely on their game. I would recommend ..."

Reviewed on 8 Jun 2026

The Revolution Hotel
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 £235 per night from 2 Jul to 3 Jul
£235
2 Jul - 3 Jul
includes taxes & fees
9.2/10 Wonderful! (4,704 reviews)
"Wonderful stay! The front desk and guest services team were amazing. The room was cleaned every day, and the products were fantastic. I saw some poor reviews and, admittedly, was nervous, but I can't say enough about how incredible the team and stay were. Highly Recommend."

Reviewed on 8 Jun 2026

Omni Boston Hotel at the Seaport
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 £225 per night from 5 Jul to 6 Jul
£225
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (4,435 reviews)
"Outstanding Boston hotel, and I have stayed in a lot of them. Remarkable staff that is friendly, welcoming, and goes the extra mile. From the front desk to the waiters and the valet team, this is a top notch crew. Modern property well kept. Wonderful pool and gym. The breakfast is not cheap but is ..."

Reviewed on 8 Jun 2026

Seaport Hotel Boston
See all 4,063 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
Beach Holidays
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
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

£59
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£40
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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.