Coolidge Corner South Side Holidays

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Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was €1,114, price is now €608 per person
€608
per person
20 Jan - 23 Jan
found 8 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on 10 Nov 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was €1,767, price is now €1,310 per person
€1,310
per person
25 Jan - 30 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (536 reviews)
Very friendly staff. Amazing location. The room was perfect. Didn’t go to Contessa, but we ran into the Chef in the elevator and he was super fun and courteous. The bar is cool, we ate there a couple nights. We had a very pleasant Thanksgiving week there. Festive and lively hotel. There’s Tatte around the corner and every store you can think of within walking distance. Looking forward to our next stay!

Reviewed on 4 Dec 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €1,930, price is now €1,449 per person
€1,449
per person
25 Jan - 30 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
The staff and room were excellent.

Reviewed on 14 Dec 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was €848, price is now €721 per person
€721
per person
20 Jan - 23 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Great hotel, very nice and clean

Reviewed on 7 Dec 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was €1,083, price is now €926 per person
€926
per person
20 Jan - 23 Jan
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway.

Reviewed on 14 Dec 2025

Where to stay in Coolidge Corner South Side

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

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is €142 per night from 19 Dec to 20 Dec
€142
19 Dec - 20 Dec
includes taxes & fees
9.2/10 Wonderful! (6,064 reviews)
The hotel has a very authentic and chic décor, with a great atmosphere. The staff was friendly, and the location is excellent — very convenient and within walking distance to most attractions. A couple of small issues (housekeeping and the TV) were resolved promptly after I reported them. I did not ...

Reviewed on 15 Dec 2025

Harborside Inn Of 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 €210 per night from 18 Dec to 19 Dec
€210
18 Dec - 19 Dec
includes taxes & fees
9/10 Wonderful! (4,283 reviews)
.

Reviewed on 11 Dec 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is €166 per night from 21 Dec to 22 Dec
€166
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,242 reviews)
Yes to all of the above

Reviewed on 9 Dec 2025

Hilton Boston Back Bay
See all 3,916 properties in Coolidge Corner 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.

Frequently asked questions

How much does a Coolidge Corner South Side holiday package cost?
We make it simple to see the world, with Coolidge Corner South Side holiday packages starting from as little as €608. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate escape, why not add some tours and activities to your travel itinerary?
How do I get a cheap travel package to Coolidge Corner South Side?
Bundle your bookings with Expedia to save big bucks on your next exciting adventure. With more than 550 partner airlines and 1,000,000 hotels across the globe, your Coolidge Corner South Side holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not add some exciting tours and activities? It's an easy way to unlock even more savings. Your dream holiday in Coolidge Corner South Side is closer than you thought!
Where should I stay in Coolidge Corner South Side?
With fascinating attractions like Coolidge Corner Theatre and John Fitzgerald Kennedy National Historic Site in this area, see if you can find a hotel near either one. Larz Anderson Auto Museum is another sight in Coolidge Corner South Side that draws in the crowds.
What are the top hotels in Coolidge Corner South Side?
Book a stay at Coolidge Corner Guest House. It's one of the neighbourhood's most popular properties. Another top option in Coolidge Corner South Side is Courtyard by Marriott Boston Brookline.
How far in advance should I book my Coolidge Corner South Side holiday?
While not all airlines advertise ticket prices early, you can normally compare international airfares on Expedia up to 12 months in advance. This is when you'll nab some incredible deals. If you've left everything to the last minute, you may still be in luck. Discounted prices occasionally appear only weeks prior to departure.
What does an Expedia Coolidge Corner South Side travel package include?
That depends on what you're looking for. If you're travelling alone, you might decide to combine flights and hotels. Taking the whole crew to Coolidge Corner South Side? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom and flexibility to build your own travel package.
What should I know before booking a Coolidge Corner South Side travel package?
Bundling your bookings into a Coolidge Corner South Side holiday package is the easiest way to organise your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Coolidge Corner South Side Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you're looking to fly to Coolidge Corner South Side in business or coach, simply select from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Coolidge Corner South Side holiday package?
It's hard to predict what the future holds, so it's good to know that you can change or cancel your Coolidge Corner South Side holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Popular places to visit

Fenway Park showing night scenes and a sporting event as well as a large group of people

Fenway Park

4.5/5(61 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes heritage architecture and a city

Harvard University

4.5/5(102 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
TD Garden

TD Garden

4.5/5(42 reviews)

Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.

TD Garden

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

€68
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
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

€26
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

€72
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
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.