Webster Square Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿4,531 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

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

4 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

Top hotels in Webster Square

Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Fully refundableReserve now, pay when you stay
The price is ฿1,897 per night from 14 Jan to 15 Jan
฿1,897
฿2,119 total
14 Jan - 15 Jan
includes taxes & fees
7/10 Good! (1,003 reviews)
Staff was great only issue was the placed us

Reviewed on 27 Dec 2025

Red Roof Inn Boston - Southborough/ Worcester
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is ฿2,768 per night from 28 Jan to 29 Jan
฿2,768
฿3,092 total
28 Jan - 29 Jan
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Clean room. Bed and pillows comfortable. Had to ask for another blanket.

Reviewed on 26 Dec 2025

Sonesta Select Boston Milford
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
The price is ฿2,439 per night from 3 Jan to 4 Jan
฿2,439
฿2,725 total
3 Jan - 4 Jan
includes taxes & fees
6.4/10 (1,003 reviews)
Adam at front desk went above and beyond everything was clean and just a peaceful stay

Reviewed on 25 Dec 2025

Extended Stay America Suites Boston Westborough Computer Dr
See all 361 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.

Frequently asked questions

How much does a Webster Square holiday package cost?
From as low as , 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.

Popular places to visit

The Hanover Theatre for the Performing Arts

The Hanover Theatre for the Performing Arts

You can get tickets for a performance at The Hanover Theatre for the Performing Arts during your stay in Worcester. Attend a sporting event in this family-friendly area.

The Hanover Theatre for the Performing Arts

Things to do

Private Walking Tour of the 100th Town in Westborough

Private Walking Tour of the 100th Town in Westborough

฿1,270
per traveller
Private Walking Tour of the 100th Town in Westborough
See all activities in Worcester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.