Webster Square Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to Rp173.195 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    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

Top hotels in Webster Square

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 Rp1.456.874 per night from 25 Aug to 26 Aug
Rp1.456.874
Rp1.627.327 total
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (1,471 reviews)
A great place to stay and visit history, too!
"This historic Inn is a visit into history. There are original room available, but plenty of modern ones, too. The grounds are well maintained. The staff is very friendly and just waiting to help you. Do not overlook the bakery! Old and new recipes right there. The food is excellent."

Reviewed on 21 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 Rp2.076.577 per night from 28 Aug to 29 Aug
Rp2.076.577
Rp2.319.536 total
28 Aug - 29 Aug
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 Rp2.272.789 per night from 25 Aug to 26 Aug
Rp2.272.789
Rp2.538.705 total
25 Aug - 26 Aug
includes taxes & fees
9/10 Wonderful! (1,274 reviews)
"Consistently excellent stay and value"

Reviewed on 22 Aug 2025

Wellsworth Hotel
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.

Things to do

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