Roslindale Holidays from £1,375

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    Save up to £335 when you book a flight and hotel together*

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    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.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was £1,966, price is now £1,375 per person
£1,375
per person
1 May - 8 May
found 13 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,384 reviews)
Good location to T.D. Garden.

Reviewed on 7 Mar 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £3,891, price is now £2,536 per person
£2,536
per person
12 Apr - 18 Apr
found 3 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on 25 Jan 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £3,481, price is now £2,511 per person
£2,511
per person
1 May - 8 May
found 10 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.2/10 Wonderful! (589 reviews)
Excellent location. Comfortable beds and beautiful linens. Nice amenities. All staff very pleasant and guest centric. Excellent restaurant on 17. We’ll be back.

Reviewed on 4 Mar 2026

The Verb Hotel

The Verb Hotel

3.5 out of 5
Fenway–Kenmore
Price was £2,002, price is now £1,526 per person
£1,526
per person
1 May - 8 May
found 13 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (2,002 reviews)
Perfect location for music nightlife. We enjoyed a concert at the MGM Music Hall after a great meal at bartaco. All within walking distance. Definitely will return!

Reviewed on 8 Mar 2026

Hotel AKA Boston Common

Hotel AKA Boston Common

4 out of 5
Downtown Boston
Price was £2,018, price is now £1,546 per person
£1,546
per person
1 May - 8 May
found 13 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9/10 Wonderful! (1,503 reviews)
Amazing hotel! Great location 15 minute walk to literally everything! Staff was amazing!

Reviewed on 9 Mar 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 which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 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

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 £136 per night from 22 Mar to 23 Mar
£136
22 Mar - 23 Mar
includes taxes & fees
8.4/10 Very Good! (3,134 reviews)
great location. lobby is very spacious and nice. there was always an elevator ready to go up. room was nice and spacious. no wardrobe. no view. the bathroom was old and lack shelves. we had an issue with hot water, it was most of the time slightly warm and not hot.

Reviewed on 9 Mar 2026

Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is £132 per night from 10 Mar to 11 Mar
£132
10 Mar - 11 Mar
includes taxes & fees
9.2/10 Wonderful! (6,376 reviews)
Very nice hotel in good location right next to the Aquarium subway station. Very good size room with comfortable king bed. The hotel has a restaurant attached with good food but is a little more expensive.

Reviewed on 9 Mar 2026

Harborside Inn Of Boston
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 £165 per night from 22 Mar to 23 Mar
£165
22 Mar - 23 Mar
includes taxes & fees
9.6/10 Exceptional! (4,053 reviews)
Beautiful hotel. Walking distance to shops and plenty of places to eat. Easy access to public transportation. No airport shuttle but you don’t need it. The public bus will take you there in less than 15 minutes

Reviewed on 9 Mar 2026

Seaport Hotel Boston
See all 4,095 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
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

£17
per adult
92% of travellers recommend
Harvard University Campus Guided Walking 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
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.