Webster Square Holidays from AU$2,359

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Your Webster Square Holiday

Whatever your travel style, you can experience it all with a personalised Webster Square holiday package. Spend your next escape uncovering this neighbourhood's cycling and its other delights. Some top nearby attractions to see during your trip to Webster Square include DCU Centre, Worcester Polytechnic Institute and College of the Holy Cross. Don't just think about it — do it! Book your perfect Webster Square holiday with Expedia and get to where you're going your way.

Top Holiday Package Deals in Webster Square

Price found within the past 48 hours. Click for updated prices.
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was AU$3,150, price is now AU$2,359 per person
AU$2,359
per person
28 Oct - 2 Nov
found 19 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (2,711 reviews)
“The air conditioning was not working properly and was extremely loud. The bathroom door did not close properly, and the room felt very outdated.”

Reviewed on 25 Aug. 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$6,112, price is now AU$4,429 per person
AU$4,429
per person
2 Oct - 6 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug. 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was AU$3,649, price is now AU$2,684 per person
AU$2,684
per person
28 Oct - 2 Nov
found 19 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Beautiful, well located and clean hotel but very noisy (especially at night). I could hear a lot of noise from sirens and cars honking. It seems like windows need to be double or even triple paned.

Reviewed on 25 Aug. 2025

The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
Back Bay
Price was AU$3,768, price is now AU$2,784 per person
AU$2,784
per person
28 Oct - 2 Nov
found 19 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,326 reviews)
Nos encanta este hotel y siempre volvemos.

Reviewed on 24 Aug. 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was AU$4,295, price is now AU$3,198 per person
AU$3,198
per person
28 Oct - 2 Nov
found 19 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug. 2025

Our guide on where to stay in Webster Square

Find the best Webster Square areas and neighborhoods for the activities you enjoy most. Learn more about Webster Square
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Worcester Central Business District

3 out of top 10 points of interest in this area

While visiting Worcester Central Business District, you might make a stop by sights like DCU Center and Mechanics Hall.

Find hotels in Worcester Central Business District

Our pick of the best Webster Square Hotel Deals

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
The price is AU$153 per night from 27 Aug to 28 Aug
AU$153
27 Aug - 28 Aug
includes taxes & fees
8.8/10 Excellent! (1,474 reviews)
"Loved staying there."

Reviewed on 22 Aug. 2025

Publick House Historic Inn and Country Motor Lodge
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$219 per night from 1 Sept to 2 Sept
AU$219
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Had a good stay"

Reviewed on 18 Aug. 2025

Courtyard by Marriott Boston Marlborough
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 8 Sept to 9 Sept
AU$239
8 Sept - 9 Sept
includes taxes & fees
9/10 Wonderful! (1,278 reviews)
"The place was updated and clean. Not much else you could ask for."

Reviewed on 24 Aug. 2025

Wellsworth Hotel
See all 345 properties in Webster Square
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Webster Square holiday package cost?
From as low as AU$2,359, you can build your own Webster Square package the way you want. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Webster Square?
Bundle your hotels and flights with Expedia to save big bucks on your next big adventure. With over 550 partner airlines and 1 000 000 properties around the globe, your Webster Square holiday package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or two interesting activities and tours? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Webster Square is much closer than you thought!
Where should I stay in Webster Square?
With so much to explore in Webster Square, it makes sense to lock in a hotel near its attractions. DCU Centre, College of the Holy Cross and Clark University are some good ones to add to your to-do list.
What are the top hotels in Webster Square?
When it comes to comfy places to stay in Webster Square, you can't go past Modern Lakeside Single Family Home. Look up its deals and score a bargain.
How far in advance should I book my Webster Square holiday?
You'll be rewarded with the biggest variety at the cheapest prices by booking your trip to Webster Square early. Airlines tend to release tickets around a year before departure, so secure your spot ASAP. That said, Expedia is committed to giving you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Webster Square travel package include?
Expedia has all you need to organise your Webster Square escape, but what goes into your package is your call. Choose from any combination of hotels, flights and rental cars. Looking for some activities or tours to fill in your time? Once you've made your booking, you can add them too. No matter your style or budget, there's a deal to meet your needs.
What should I know before booking a Webster Square travel package?
An Expedia travel package can be customized for your circumstances and is a fantastic way to make your money go further. How little or much you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Webster Square Expedia holiday package?
Most definitely. Expedia has access to more than 550 airlines around the world, so you can design your Webster Square escape according to your budget and needs.
If I'm not able to travel, can I cancel my Webster Square holiday package?
We get it — sometimes life doesn't go according to plan. If you've locked in a Webster Square holiday package and have to amend or cancel it, we can help. We suggest looking up our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

Discover the most popular places to visit in Webster Square

Elm Park

Elm Park

Explore the great outdoors at Elm Park, a lovely green space in Worcester. Experience the entertainment venues or attend a sporting event in this family-friendly area.

Elm Park

DCU Center

Catch an event at DCU Center during your trip to Worcester. Attend a sporting event in this family-friendly area.

DCU Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.