Webster Square Holidays

    deals illustration
    Better together
    Save up to €185 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
Save 100% on your flight
per person
16 Aug - 23 Aug
found 16 hours ago
Return flight included
Montreal (YUL) to Boston (BOS)
8.4/10 Very Good! (1,473 reviews)
Room 340 has mold in the grouts and walls around the shower area.

Reviewed on 23 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
16 Aug - 23 Aug
found 16 hours ago
Return flight included
Montreal (YUL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Quiet hotel with superior service and great amenities near to all of the sites in Boston.

Reviewed on 23 Jun 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
16 Aug - 23 Aug
found 16 hours ago
Return flight included
Montreal (YUL) to Boston (BOS)
8.6/10 Excellent! (1,595 reviews)
Beautiful view. Good location

Reviewed on 16 Jun 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
per person
16 Aug - 23 Aug
found 16 hours ago
Return flight included
Montreal (YUL) to Boston (BOS)
9.2/10 Wonderful! (1,004 reviews)
Everything was perfect, except failed on providing a wake up call

Reviewed on 22 Jun 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
16 Aug - 23 Aug
found 16 hours ago
Return flight included
Montreal (YUL) to Boston (BOS)
8/10 Very Good! (562 reviews)
Very clean and nice! I love that Boston is rennovating building space for airport use - very needed.

Reviewed on 10 Jun 2025

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
Default Image

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

Top hotels in Webster Square

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 €88 per night from 26 Jun to 27 Jun
€88
26 Jun - 27 Jun
includes taxes & fees
6.8/10 (1,010 reviews)
"Great"

Reviewed on 22 Jun 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 €107 per night from 1 Jul to 2 Jul
€107
1 Jul - 2 Jul
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)

Reviewed on 23 Jun 2025

DoubleTree by Hilton Hotel Boston - Westborough
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,195 reviews)
"The hotel itself was beautiful and clean and the staff were amazing. The bartender (sorry that I don’t remember her name) made the most delicious rum and juice drink I’ve ever had. The immediate area around the hotel is less impressive, but we never felt unsafe."

Reviewed on 23 Jun 2025

Get rates
Wellsworth Hotel
See all 337 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 €784, 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

Union Station which includes a park and a statue or sculpture

Union Station

You can learn about the history of Worcester when you stop by Union Station. Attend a sporting event in this family-friendly area.

Union Station
Mechanics Hall

Mechanics Hall

You can make plans for a show at Mechanics Hall during your trip to Worcester. Attend a sporting event in this family-friendly area.

Mechanics Hall
Green Hill Park

Green Hill Park

Enjoy a stop at Green Hill Park, an entertaining place to visit in Worcester. Attend a sporting event in this family-friendly area.

Green Hill Park

Things to do

1-Hour Axe Throwing in Worcester

1-Hour Axe Throwing in Worcester

€24
per adult
100% of travellers recommend
1-Hour Axe Throwing in Worcester
Private Walking Tour of the 100th Town in Westborough

Private Walking Tour of the 100th Town in Westborough

€35
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.