South Boston Holidays

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    Save up to €185 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €1,604, price is now €1,037 per person
€1,037
per person
27 Dec - 31 Dec
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Everywhere you went you were greeted with a smile. The front desk were wonderful. The doorman and bellman were very attentive. The room itself was very spacious and well appointed. I was thrilled to have access to Diptique beauty products. It was a fabulous stay from start to finish.

Reviewed on 24 Nov 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was €1,865, price is now €1,364 per person
€1,364
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on 26 Nov 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €1,764, price is now €1,319 per person
€1,319
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
This hotel has it all, best in class care and service.

Reviewed on 24 Oct 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was €1,462, price is now €1,106 per person
€1,106
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Room was really clean!!

Reviewed on 17 Nov 2025

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €1,364, price is now €1,074 per person
€1,074
per person
29 Dec - 2 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Close to everything! Cozy rooms. Friendly staff.

Reviewed on 26 Nov 2025

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 featuring 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 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 €175 per night from 18 Dec to 19 Dec
€175
18 Dec - 19 Dec
includes taxes & fees
9/10 Wonderful! (4,240 reviews)
Room was comfortable and clean. The staff was friendly and helpful. The valet was fantastic.

Reviewed on 23 Nov 2025

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 €154 per night from 30 Nov to 1 Dec
€154
30 Nov - 1 Dec
includes taxes & fees
9.6/10 Exceptional! (3,741 reviews)
The food is very good. I have simple tastes and appreciated that the food was not over-processed but was simple yet extremely flavorful.

Reviewed on 25 Nov 2025

Seaport Hotel Boston
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
670 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is €120 per night from 14 Dec to 15 Dec
€120
14 Dec - 15 Dec
includes taxes & fees
9.2/10 Wonderful! (2,670 reviews)
Friendly staff, breakfast buffet food run out too early in the morning

Reviewed on 21 Nov 2025

Hampton Inn Boston Seaport District
See all 1,401 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.

Frequently asked questions

How much does a South Boston holiday package cost?
We make it easy to travel somewhere new, with South Boston holiday packages starting from just €1,037. You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to South Boston?
Browse and book everything in the one place with our South Boston holiday packages. You'll find bargains on flights, hotels, tours and more that'll keep your pocketbook happy and your adventurous spirit alive. And, with more than 550 airlines and 1,000,000 hotel options all over the world to select from, you'll have the flexibility to mix and match your own way.
Where should I stay in South Boston?
Visitors come from near and far to see Fenway Park and TD Garden in South Boston. Book a room close to these must-see attractions to make sightseeing a breeze.
What are the top hotels in South Boston?
Book a stay at Hyatt Place Boston/seaport District. It's one of the area's most sought-after properties. Another top option in South Boston is Omni Boston Hotel at the Seaport.
How far in advance should I book my South Boston holiday?
Your safest bet is to book early. Airlines typically release flights nearly 12 months prior to departure, and this is when you can pick up some of the lowest prices. Boss just told you to use up some holiday time in a few weeks? No need to worry. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia South Boston travel package include?
Flights, rental cars and hotels — you'll discover them all here. With Expedia, you can shape your South Boston travel package just the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a South Boston travel package?
When you book your hotels, flights and car rentals together, you'll score awesome discounts. Whether you're planning a mountain getaway in a cabin or want to stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a South Boston Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply choose the airline you want and craft your ideal South Boston trip.
If I'm not able to travel, can I cancel my South Boston holiday package?
Because we understand life is full of surprises, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you've booked your South Boston holiday package in the last 24 hours, you may be able to change or cancel it without penalty. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Popular places to visit

Boston Tea Party Ships & Museum showing a bay or harbour and boating

Boston Tea Party Ship

4/5(50 reviews)

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
Institute of Contemporary Art

Institute of Contemporary Art

Between its striking modern building and its vast collections of contemporary art, this museum on Boston’s waterfront provides delights to enjoy at every turn.

Institute of Contemporary Art
Harpoon Brewery

Harpoon Brewery

You can take time to visit Harpoon Brewery during your travels to Boston. Visit the shops and top-notch restaurants in this vibrant area.

Harpoon Brewery

Things to do

Step into a festive winter oasis at Stratus bar this holiday season! Adorned with glittering icicles, sparkling lights, and festive winter elements, this experience is a must must-visit.

View Boston Observation Deck Admission Tickets

€29
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

€68
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

€47
per adult
86% 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.