Webster Square Holidays from AU$5,847

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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.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was AU$6,401, price is now AU$5,847 per person
AU$5,847
per person
27 Dec - 2 Jan
found 2 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,285 reviews)
I like the small cozy property and convenience to walk to a lot of bars and restaurants

Reviewed on 11 Oct 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was AU$7,703, price is now AU$6,501 per person
AU$6,501
per person
27 Dec - 2 Jan
found 2 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.4/10 Exceptional! (510 reviews)
Great location but they have no concierge , and for the price you will think they would. Rooms are small

Reviewed on 8 Oct 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$7,914, price is now AU$6,771 per person
AU$6,771
per person
27 Dec - 2 Jan
found 2 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
One of the best I’ve stayed at in a while

Reviewed on 11 Oct 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was AU$7,804, price is now AU$6,967 per person
AU$6,967
per person
27 Dec - 2 Jan
found 2 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
The location was amazing and the staff was so friendly. We will be back!

Reviewed on 9 Oct 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was AU$6,491, price is now AU$5,927 per person
AU$5,927
per person
27 Dec - 2 Jan
found 2 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,150 reviews)
The location is very good for proximity to historical sight seeing and many restaurant choices. A short walk to the Arlington MBTA subway station provides a brief ride to Fenway Park. Unfortunately we experienced small bugs in our room. Not sure if they were fleas or some other type of bug. They allow pets to stay at the hotel so it could be related to that. We made management aware and they switched rooms for our last two nights. Our stay was a total of 5-nights, Followup correspondence from hotel management informed us that they had Ecolab come to investigate the room. Ecolab claimed that they did not find any issues. That response puzzled me, as I know that we showed pictures of what we found to the hotel desk staff. Maybe the bugs left the room when we did !?!

Reviewed on 7 Oct 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

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 13 Oct to 14 Oct
AU$174
13 Oct - 14 Oct
includes taxes & fees
6.6/10 (1,055 reviews)
"The room and hotel were extremely clean and comfortable."

Reviewed on 8 Oct 2025

Motel 6 Framingham, MA - Boston West
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$197 per night from 2 Nov to 3 Nov
AU$197
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
Always a great stay
"I love the location. Close enough to Boston for my business needs and close enough to Worcester for my personal plans. Staff was friendly and rooms were clean."

Reviewed on 6 Oct 2025

DoubleTree by Hilton Hotel Boston - Westborough
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

3 out of 5
181 Boston Post Rd W, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 2 Nov to 3 Nov
AU$187
2 Nov - 3 Nov
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"Room was clean, staff was helpful, very easy check in"

Reviewed on 6 Oct 2025

Best Western Royal Plaza Hotel & Trade Center
See all 340 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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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Webster Square holiday package cost?
From as low as AU$5,847, 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.