Name: citizenM Boston North Station
Price range: $214 total

Your South Side Vacation

Take all the hassle out of organizing your next getaway with a South Side vacation package. Take in the sights and sounds of this unique neighborhood and experience all it has to offer. Start your trip to South Side by heading to nearby attractions such as Bentley College, Brandeis University and Moody Street Historic District. Expedia is here to put your travel plans into action. Book your perfect South Side vacation now.

The Latest South Side Vacation Packages

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

D. Hotel Suites & Spa

Save 100% on your flight

$307

per person

Oct 5 - Oct 8

found 1 day ago

Roundtrip flight included

Miami (MIA) to Boston (BOS)

9.4/10 Exceptional! (2,220 reviews)

Thanks for a lovely stay we enjoyed the property and found it good value for money.

Reviewed on Aug 28, 2025

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$319

per person

Nov 1 - Nov 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.4/10 Very Good! (186 reviews)

Sesuit Harbor House

Save 100% on your flight

$882

per person

Oct 12 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

9.6/10 Exceptional! (168 reviews)

We’ve been to the Cape many times over the past 20 years. The Sesuit Harbor House was conveniently located off Route 6a, but it was very quiet; you couldn’t hear the traffic at all. Phil and his staff are very attentive and friendly; the continental breakfast in a basket every morning (with local treats) was perfect! We will come back and hopefully with more family members. It was 10/10!

Reviewed on Aug 25, 2025

DoubleTree by Hilton Boston North Shore

Save 100% on your flight

$568

per person

Oct 29 - Nov 1

found 18 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

8/10 Very Good! (2,083 reviews)

Maintenance needs to be addressed inside and outside

Reviewed on Aug 29, 2025

The Hotel Salem

Save 100% on your flight

$1,192

per person

Oct 29 - Nov 1

found 18 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Boston (BOS)

9.2/10 Wonderful! (1,008 reviews)

The staff at The Hotel Salem are so friendly and helpful. If you want to be right in the middle of Essex Street, this is the spot. The room was very comfortable and clean. Plus you have two great eating spots right on property, The Counter and The Roof. Nothing beats the views from the roof and the food and drinks are delicious. Only drawback is that parking is a bit of a walk because you are staying is a historic part of town. My favorite place to stay in Salem.

Reviewed on Aug 28, 2025

Where to stay in South Side

Find the best South Side areas and neighborhoods for the activities you enjoy most. Learn more about South Side

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

South Side Hotel Deals

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

Fully refundableReserve now, pay when you stay

$159 nightly

$184 total

Sep 1 - Sep 2

Total with taxes and fees

9.6/10 Exceptional! (3,284 reviews)

"Nice hotel in great location"

Reviewed on Aug 27, 2025

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Fully refundableReserve now, pay when you stay

$249 nightly

$290 total

Sep 1 - Sep 2

Total with taxes and fees

citizenM Boston North Station

80-120 Causeway Street, Boston, MA

Fully refundableReserve now, pay when you stay

$184 nightly

$214 total

Sep 1 - Sep 2

Total with taxes and fees

See all 3,436 properties in South Side

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.