South Boston Holidays

Book a Hotel + Flight or Car together to unlock savings

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 which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Top hotels in South 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 4.868.854 ₫ per night from 3 Jan to 4 Jan
4.868.854 ₫
6.569.023 ₫ total
3 Jan - 4 Jan 2026
includes taxes & fees
9.6/10 Exceptional! (3,780 reviews)
Great weekend stay!

Reviewed on 8 Dec 2025

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 4.553.666 ₫ per night from 21 Dec to 22 Dec
4.553.666 ₫
6.377.259 ₫ total
21 Dec - 22 Dec
includes taxes & fees
9/10 Wonderful! (4,275 reviews)
Check-in was very quick and my room was ready and I checked in very early. The room was clean, the bed was very comfortable. I was told before my visit that the pool would be under an emergency maintenance so it would be closed during my stay. On Saturday, as I was walking around I saw that the pool ...

Reviewed on 8 Dec 2025

Omni Boston Hotel at the Seaport
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
425 Summer St Boston MA
Fully refundableReserve now, pay when you stay
The price is 2.980.224 ₫ per night from 22 Dec to 23 Dec
2.980.224 ₫
4.391.429 ₫ total
22 Dec - 23 Dec
includes taxes & fees
9/10 Wonderful! (2,312 reviews)
Cleanliness, convenience, friendly staff

Reviewed on 4 Dec 2025

The Westin Boston Seaport District
See all 1,402 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 . 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 1null000null000 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 Convention and Exhibition Center

Boston Convention and Exhibition Center

4/5(22 reviews)

During your trip, find out what's happening in Boston Convention and Exhibition Center, a top convention centre in Boston. Experience the acclaimed art galleries or attend a sporting event in this vibrant area.

Boston Convention and Exhibition Center
Boston Children's Museum

Boston Children's Museum

5/5(1 review)

You can take time to visit Boston Children's Museum during your travels to Boston. Amble around this vibrant area's waterfront or attend a sporting event.

Boston Children's Museum
Boston Tea Party Ship showing a bay or harbour and boating

Boston Tea Party Ship

4/5(50 reviews)

You can study the exhibits at Boston Tea Party Ship, a museum with a storied past, during your holiday in Boston. Amble around this vibrant area's waterfront or attend a sporting event.

Boston Tea Party Ship