Webster Square Holidays

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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
A historic building with a red brick facade and arched windows.

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.

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An indoor dining area with tables and chairs, large windows, and hanging light bulbs.

Shrewsbury Street

Shrewsbury Street might not have many top sights, but Union Station and EcoTarium are two attractions nearby that you can check out.

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Franklin Plantation

While Franklin Plantation isn't home to many top sights, EcoTarium and Union Station are some notable places to visit nearby.

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A red bridge over a calm lake with stone steps leading up to it.

Union HIll

When in Union HIll, you can plan a visit to Union Station and The Hanover Theatre for the Performing Arts, some noteworthy sights in the nearby area.

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An aerial view of a city with a prominent building labeled "ART" and a church with a green spire.

Main South

1 out of top 10 points of interest in this area

Though Main South may not have many top sights, you can venture to the surrounding area to see attractions like Fitton Baseball Field and The Hanover Theatre for the Performing Arts.

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Top hotels in Webster Square

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
S$111
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,753 reviews)
"Have stayed here many times . Clean, affordable, pleasant staff, and quick check in. WIFI is not great. Signal very weak. Dog friendly a major plus and pet fee at $25 quite reasonable."

Reviewed on 10 Aug, 2026

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
S$161
17 Aug - 18 Aug
includes taxes & fees
9.2/10 Wonderful! (1,635 reviews)
"One night stay. beautiful hotel! We arrived very early and were able to get in our room, which was great! Good sized room: Clean, quiet, and comfortable. The room does have a mini fridge, tho no microwave. Pool tables, indoor basket court, and 2 racquetball courts. All free to use! Fitness center ..."

Reviewed on 10 Aug, 2026

Wellsworth Hotel
Sonesta Select Boston Milford

Sonesta Select Boston Milford

10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
S$134
13 Aug - 14 Aug
includes taxes & fees
Sonesta Select Boston Milford
See all 384 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.

Stay near popular Webster Square attractions

John J. Binienda Memorial Beach

Why not spend a lazy afternoon at John J. Binienda Memorial Beach during your trip to Worcester?
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Things to do

1-Hour Axe Throwing in Worcester

1-Hour Axe Throwing in Worcester

S$36
per adult
94% of travellers recommend
1-Hour Axe Throwing in Worcester
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.