Webster Square Vacations from ₩799,296
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The Latest Webster Square Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Encore Boston Harbor
₩1,101,855
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
9.6/10 Exceptional! (4,018 reviews)
I found out you can order a small fridge for your room. It cost $25 for the length of your stay not daily. So that was good. Still no microwave but at least we had cold drinks. Great experience.
Reviewed on Aug 11, 2026
The Westin Boston Seaport District
Seaport District
₩837,541
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
9.2/10 Wonderful! (2,398 reviews)
The property was woderful and the staff was very gracious and helpful - always greeted warmly and with a smile. From the Concierge to the room cleaners, the stay was made better by the people who work there.
Reviewed on Aug 11, 2026
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
Worcester Central Business District
3 out of top 10 points of interest in this area
If you're spending some time in Worcester Central Business District, DCU Center and Mechanics Hall are top sights worth seeing.
Shrewsbury Street
Shrewsbury Street might not have many top sights, but Union Station and EcoTarium are two attractions nearby that you can check out.
Franklin Plantation
While Franklin Plantation isn't home to many top sights, EcoTarium and Union Station are some notable places to visit nearby.
Union HIll
While Union HIll isn't home to many top sights, Union Station and The Hanover Theatre for the Performing Arts are some notable places to visit nearby.
Main South
1 out of top 10 points of interest in this area
Though Main South might 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.
Webster Square Hotel Deals
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
₩112,770
₩125,964 total
Aug 18 - Aug 19
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 Aug 10, 2026
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
₩158,511
₩177,067 total
Aug 13 - Aug 14
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 Aug 10, 2026
Sonesta Select Boston Milford
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
₩132,339
₩147,823 total
Aug 13 - Aug 14
includes taxes & fees
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 vacation package cost?
From as low as ₩799,296, 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 vacation 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 vacation 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 Center, 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 vacation?
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 vacation!
What does an Expedia Webster Square travel package include?
Expedia has all you need to organize 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 vacation 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 vacation package?
We get it — sometimes life doesn't go according to plan. If you've locked in a Webster Square vacation 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?
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.