Find hotels in South Side, Boston

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Filter by

Guest rating
Guest rating
Star rating

Discover South Side hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Property grounds
Crescent Suites Hotel

Crescent Suites Hotel

3.0 star property
South Side
9.6 out of 10, Exceptional, (1142)
"Lovely, quiet place."
United States
Fatu
$139 nightly
The price is $156
Dec 23 - Dec 24
Total with taxes and fees
Crescent Suites Hotel
Indoor pool
Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG

2.5 star property
17.4 mi from South Side
8.8 out of 10, Excellent, (1002)
"The beds and linens were very comfortable. Thank you!"
United States
Cheryl
$95 nightly
The price is $106
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express Chelmsford by IHG
Indoor pool
Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

2.5 star property
2.4 mi from South Side
9.4 out of 10, Exceptional, (1555)
"Clean room, staff was really nice"
United States
Adam
$86 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Boston/Waltham
Free daily buffet breakfast
HYATT house Boston/Waltham

HYATT house Boston/Waltham

3.0 star property
2.2 mi from South Side
8.8 out of 10, Excellent, (1063)
"The Staff was great, the room was clean and comfortable and the breakfast was good! "
United States
Meridith
$98 nightly
The price is $110
Dec 19 - Dec 20
Total with taxes and fees
HYATT house Boston/Waltham
Exterior
Holiday Inn Express & Suites Boston South - Randolph by IHG

Holiday Inn Express & Suites Boston South - Randolph by IHG

2.5 star property
16.6 mi from South Side
8.8 out of 10, Excellent, (1001)
"Everything was very satisfying good personal the service was excellent front desk help was amazing "
United States
Julio
$83 nightly
The price is $93
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Express & Suites Boston South - Randolph by IHG
Lobby
Best Western Plus Waltham Boston

Best Western Plus Waltham Boston

3.0 star property
Piety Corner, 2.5 mi from South Side
8.2 out of 10, Very Good, (1093)
"Hotel was perfect for our 2 night stay clean and the breakfast was pretty good!"
United States
Faith
$69 nightly
The price is $77
Dec 11 - Dec 12
Total with taxes and fees
Best Western Plus Waltham Boston
Exterior
Hampton Inn Boston/Marlborough

Hampton Inn Boston/Marlborough

2.5 star property
18.5 mi from South Side
8.8 out of 10, Excellent, (1000)
"Friendly, Clean, Convenient location, Good breakfast. "
United States
Michael
$111 nightly
The price is $124
Dec 11 - Dec 12
Total with taxes and fees
Hampton Inn Boston/Marlborough
Terrace/patio
Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center

3.0 star property
18.4 mi from South Side
9.2 out of 10, Wonderful, (1000)
"Parking was easy. Breakfast was great with a variety of options and seating. "
United States
Stephanie
$103 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Place Marlborough/Apex Center
Exterior
Seaport Hotel Boston

Seaport Hotel Boston

4.0 star property
9.9 mi from South Side
9.6 out of 10, Exceptional, (3762)
"Desk staff were fabulous, great location, clean and quiet "
United States
Arlene
$189 nightly
The price is $219
Dec 7 - Dec 8
Total with taxes and fees
Seaport Hotel Boston
Terrace/patio
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5.0 star property
9.9 mi from South Side
9.2 out of 10, Wonderful, (4257)
"beautiful hotel "
United States
stacy
$208 nightly
The price is $242
Dec 14 - Dec 15
Total with taxes and fees
Omni Boston Hotel at the Seaport
Meeting facility
Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District

3.0 star property
9.8 mi from South Side
9.0 out of 10, Wonderful, (1369)
"Room was nice and clean reception staff was very friendly."
United States
Ede
$128 nightly
The price is $149
Dec 21 - Dec 22
Total with taxes and fees
Aloft by Marriott, Boston Seaport District
Terrace/patio
Hampton Inn Boston Woburn

Hampton Inn Boston Woburn

2.5 star property
10.8 mi from South Side
9.2 out of 10, Wonderful, (1323)
"Hotel elegant, well-maintained and well located. "
Canada
Nelson
$103 nightly
The price is $115
Dec 12 - Dec 13
Total with taxes and fees
Hampton Inn Boston Woburn
Exterior
The Westin Boston Seaport District

The Westin Boston Seaport District

4.0 star property
9.9 mi from South Side
9.2 out of 10, Wonderful, (2311)
"Nice hotel and great location."
United States
James Earl
$143 nightly
The price is $167
Dec 22 - Dec 23
Total with taxes and fees
The Westin Boston Seaport District
Exterior
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3.0 star property
12.9 mi from South Side
8.6 out of 10, Excellent, (1001)
"Staff was nice and room was clean"
United States
Rayna
$91 nightly
The price is $102
Jan 5 - Jan 6, 2026
Total with taxes and fees
Holiday Inn Express Boston - Saugus by IHG
Front of property - evening/night
Sonesta Simply Suites Boston Burlington

Sonesta Simply Suites Boston Burlington

2.0 star property
8.2 mi from South Side
9.0 out of 10, Wonderful, (125)
" Check in and out staff very nice. Great room for the price "
United States
Victoria
$101 nightly
The price is $113
Dec 6 - Dec 7
Total with taxes and fees
Sonesta Simply Suites Boston Burlington
Exterior
Holiday Inn Express Boston - Waltham by IHG

Holiday Inn Express Boston - Waltham by IHG

2.5 star property
Piety Corner, 2.6 mi from South Side
9.0 out of 10, Wonderful, (1000)
"Very nicely place to stay. "
United States
Sara
$87 nightly
The price is $97
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Boston - Waltham by IHG
Lobby
Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District

3.0 star property
10.1 mi from South Side
9.2 out of 10, Wonderful, (1369)
"Very clean and a family atmosphere"
United States
Maryanne
$122 nightly
The price is $140
Dec 14 - Dec 15
Total with taxes and fees
Homewood Suites by Hilton Boston Seaport District
Interior detail
Residence Inn by Marriott Boston Downtown/Seaport

Residence Inn by Marriott Boston Downtown/Seaport

3.0 star property
9.6 mi from South Side
9.6 out of 10, Exceptional, (657)
"Excellent location, great hotel, good breakfast and service. I particularly liked the architecture asi think the hotel was an old factory. "
United States
Thomas
$197 nightly
The price is $229
Dec 21 - Dec 22
Total with taxes and fees
Residence Inn by Marriott Boston Downtown/Seaport
Exterior
Best Western Braintree Inn

Best Western Braintree Inn

2.5 star property
14.2 mi from South Side
8.2 out of 10, Very Good, (1003)
"Clean room, courtesy staff, and right next door to an awesome brewery."
United States
Mario Gabriel
$126 nightly
The price is $141
Dec 11 - Dec 12
Total with taxes and fees
Best Western Braintree Inn
Exterior
Lakeside Inn

Lakeside Inn

2.0 star property
12.8 mi from South Side
7.6 out of 10, Good, (2321)
"Great value right on lakefront and super nice staff!! "
United States
jay
$108 nightly
The price is $121
Dec 8 - Dec 9
Total with taxes and fees
Lakeside Inn
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.
View all properties

Where to stay in South Side

Find the best South Side areas and neighborhoods for the activities you enjoy most.
Downtown Boston which includes night scenes and a city as well as a small group of people

Downtown Boston

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.

Seaport District which includes a city, a river or creek and a high rise building

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Back Bay featuring a city, heritage architecture and street scenes

Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Beacon Hill which includes landscape views

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

Boston Harbor which includes performance art, music and a bay or harbor

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Top South Side Hotel Reviews

Hilton Boston Logan Airport

Hilton Boston Logan Airport

10/10 Excellent
"Staff were very professional and helpful. Hotel was very clean"
Ian 1-night trip
Posted 1 day ago
Hilton Boston Logan Airport

Frequently asked questions

What are the best hotels in South Side that travelers recommend?
Crescent Suites Hotel in Waltham, MA, comes highly recommended with a great rating of 9.6. This delightful hotel not only offers a warm and inviting space but also features a range of amenities that cater to diverse traveler needs. With spacious suites equipped with kitchens, it's great for those who prefer the convenience of preparing their own meals while enjoying the comforts of home. The hotel is located in a historical district, providing guests with a unique blend of culture and modern convenience.
What are the best family hotels in South Side?
Crescent Suites Hotel stands out as an exceptional choice for families visiting Waltham, MA, with an impressive traveler review score of 9.6. This family-friendly hotel offers the convenience of spacious suites, complete with a sofa bed and complimentary cribs, ensuring a comfortable stay for both parents and little ones.
What are the best budget hotels in South Side?
Crescent Suites Hotel in Waltham, Massachusetts, is an excellent choice for budget-conscious travelers seeking comfort without sacrificing quality. Rated an impressive 9.6 by guests, this hotel offers thoughtfully designed suites that come equipped with kitchens, making it an ideal option for families who prefer to prepare their meals or enjoy snacks at their convenience.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in South Side.
How can I save on a South Side hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on South Side hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a South Side hotel?
Hotel prices in South Side often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia