South Boston Holidays from £1,029

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Your South Boston Holiday

Lock in your holiday package to South Boston and get ready to enjoy its festivals and more. Whether you're looking for relaxation or adventure, you'll discover it in this sought-after neighbourhood. Begin your trip to South Boston by heading to nearby attractions such as Fenway Park, Boston Common and Faneuil Hall Marketplace. Stop dreaming and start doing. When you're ready to book your next holiday to South Boston, Expedia will help get you there.

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Price was £1,348, price is now £1,029 per person
£1,029
per person
18 May - 24 May
found 23 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
7/10 Good! (185 reviews)
Perfect location, professional staff, great parking arrangement

Reviewed on 22 Feb 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £3,502, price is now £2,343 per person
£2,343
per person
10 Jun - 15 Jun
found 17 hours ago
Return flight included
Aberdeen (ABZ) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).

Reviewed on 4 Apr 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £2,770, price is now £1,914 per person
£1,914
per person
19 May - 23 May
found 1 hour ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (248 reviews)
The photos doesn’t give this place justice.

Reviewed on 24 Mar 2026

Studio Allston Hotel

Studio Allston Hotel

4 out of 5
Brighton
Price was £1,414, price is now £1,049 per person
£1,049
per person
11 May - 17 May
found 1 hour ago
Return flight included
London (LON) to Boston (BOS)
8.6/10 Excellent! (1,260 reviews)
Had a great vibe, very welcoming

Reviewed on 6 Apr 2026

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was £2,108, price is now £1,581 per person
£1,581
per person
18 May - 24 May
found 23 hours ago
Return direct flight included
London (LGW) to Boston (BOS)
8/10 Very Good! (678 reviews)
The kitchen was well-stocked and the room was amazing! The check-in should be smooth but I had booked an early check in, called 6 weeks prior to arrival to confirm, received an email confirmation and called again to confirm an early check in, and had to sit in the lobby while the company that handles check in told the woman at the desk I was lying and didn’t have one like I didn’t have the paperwork to prove it. I missed my arrival time at the airport because of it. The rest of the stay was great but, that left a bitter taste in my mouth. So long as you have a normal check-in time I had no issues whatsoever. Just, whatever company handles their check-in and out process is horrid.

Reviewed on 26 Mar 2026

Where to stay in South Boston

Find the best South Boston areas and neighborhoods for the activities you enjoy most. Learn more about South Boston
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 South 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 £196 per night from 10 Apr to 11 Apr
£196
10 Apr - 11 Apr
includes taxes & fees
9.2/10 Wonderful! (4,567 reviews)
I booked and paid for a room that was supposed to be harbor view and received a room that was nothing but the city. I didn’t say anything to staff there bc we were so extreme driving all day and just wanted to go to sleep. Other than that the stay was great.

Reviewed on 7 Apr 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 £159 per night from 9 Apr to 10 Apr
£159
9 Apr - 10 Apr
includes taxes & fees
9.6/10 Exceptional! (4,146 reviews)
Hotel has a beautiful view of the harbor and is well located - very easy to walk to dining and downtown. Room and hotel overall were clean and felt luxurious. Coach bed was comfortable as well. Loved having a door between the bedroom and living area! Overall great experience.

Reviewed on 6 Apr 2026

Seaport Hotel Boston
YOTEL Boston

YOTEL Boston

4 out of 5
65 Seaport Blvd Boston MA
Fully refundableReserve now, pay when you stay
The price is £159 per night from 9 Apr to 10 Apr
£159
9 Apr - 10 Apr
includes taxes & fees
8.6/10 Excellent! (2,466 reviews)
Clean room, right next to silver line to Logan Airport, friendly staff

Reviewed on 7 Apr 2026

YOTEL Boston
See all 1,521 properties in South Boston
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

How much does a South Boston travel package cost?
Our South Boston travel packages, which begin from just £1,029, are the best way to save money. Select your preferred hotels, flights and more to create a custom-built itinerary.
If I'm not able to travel, can I cancel my South Boston travel package?
You sure can, and we're here to help. You may be able to amend or cancel your South Boston travel package at no cost within 24 hours of booking. But you may incur a fee from your hotel, airline or car rental company for older bookings. If your circumstances unexpectedly change, look up our Customer Service Portal for more information.
How do I get a cheap travel package to South Boston?
If you love getting a great deal, combine your bookings into a South Boston travel package. Whether you're looking for hotels, flights, day tours or rental cars, you can book everything in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 hotel options worldwide to select from. Fly with who you prefer, find a room where you like and save a packet — now that's the perfect holiday!
Does Expedia offer Book Now, Pay Later South Boston holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply choose the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your trip. Make sure you bundle your flights, car hire and hotel with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that fit all budgets, so you can jet away on that well-deserved holiday sooner.
  • Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.

Where should I stay in South Boston?
Holiday makers come from near and far to see Fenway Park and TD Garden in South Boston. Book yourself a room close to these fantastic attractions and visit them at your leisure.
What are the top hotels in South Boston?
If it's your first time in South Boston, secure a room at Boston Park Plaza or Embassy Suites Boston Logan Airport. Both offer comfy beds and are top options with many savvy travellers.
How far in advance should I book my South Boston holiday?
It's tricky picking the perfect time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available to compare up to 12 months in advance. If you're booking late, don't fret. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia South Boston travel package include?
Hotels, rental cars and flights, or any combination of the three — it's totally up to you. Whether you're visiting South Boston on a family road trip or adventuring solo, there's a package to suit your budget and style. Once you've made your booking, why not add on a couple of tours or activities?
What should I know before booking a South Boston travel package?
A package can be cheaper than separately booking all you need for your escape. For example, bundle your hotels, flights and rental cars and save big. Whatever your holiday goals are, there's sure to be a package that's right for you.
Can I choose my airline with a South Boston Expedia travel package?
With a travel package, the choice is in your hands. Whether you're eager to fly to South Boston in business or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.

Popular places to visit

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Flynn Cruiseport Boston

Explore the waterfront in Boston with a trip to Flynn Cruiseport Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Flynn Cruiseport Boston
Boston Tea Party Ship

Boston Tea Party Ship

Come to this museum and the three historic ships in the Boston Harbor to relive the momentous events of the Boston Tea Party.

Boston Tea Party Ship
Castle Island

Castle Island

The ancient Fort Independence finds its home on this impressive harbor peninsula, a beautiful place to walk and relax along the waterfront.

Castle Island

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
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£63
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
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

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* 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.