Plan, book, travel with confidence
Better together
Save up to CA $775 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
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Webster Square
Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Boston Somerville
Assembly Square
Save 100% on your flight
per person
Aug. 20 - Aug. 27
just found
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (1,944 reviews)
Great time great room great service alot of construction around the property so road os pretty bad to get into the parking lot
Reviewed on Jun. 4, 2024
Boston Harbor Hotel
North End
Save 100% on your flight
per person
Aug. 22 - Aug. 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Always a great stay. Property is getting a little bit dated and could use a refresh. The house keeping staff is the best!
Reviewed on Jun. 3, 2024
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Aug. 31 - Sep. 3
found 22 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.4/10 Exceptional! (275 reviews)
Awesome, awesome, awesome. I could not find another word to describe my stay! Awesome.
Reviewed on May 22, 2024
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
per person
Jul. 9 - Jul. 13
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9/10 Wonderful! (155 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.
Reviewed on May 23, 2024
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
4 out of top 10 points of interest in this area
5/5(2 area reviews)
If you're spending some time in Worcester Central Business District, DCU Center and Mechanics Hall are top sights worth seeing.
Webster Square Hotel Deals
Wellsworth Hotel
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Jun. 6 to Jun. 7
CA $138
CA $154 total
includes taxes & fees
Jun 6 - Jun 7
9/10 Wonderful! (1,011 reviews)
"Excellent staff. Kid friendly."
Reviewed on Jun. 2, 2024
Courtyard by Marriott Boston Marlborough
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jun. 9 to Jun. 10
CA $183
CA $204 total
includes taxes & fees
Jun 9 - Jun 10
8.6/10 Excellent! (933 reviews)
Service and Restaurant
"Staff was very attentive. Restaurant/bar in lobby was convenient."
Reviewed on Jun. 1, 2024
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd, Framingham, MA
Fully refundable
The price is CA $123 per night from Jun. 9 to Jun. 10
CA $123
CA $132 total
includes taxes & fees
Jun 9 - Jun 10
7/10 Good! (1,010 reviews)
"Had to wait over 15 minutes to check in. Called the hotel’s phone number but was on hold. When the desk clerk became unavailable she stated her apologies that she was upstairs. She needs a portable phone in order to “help” the staff and be available when guests arrive. Checking out again no clerk ..."
Reviewed on May 29, 2024
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.
Explore other types of vacation packages
Frequently asked questions
Discover the most popular places to visit in Webster Square
Union Station
3.5/5(2 reviews)
You can learn about the history of Worcester with a trip to Union Station. Attend a sporting event in this family-friendly area.
Worcester Art Museum
You can spend an afternoon studying the exhibits at Worcester Art Museum in Worcester. You can attend a sporting event while in the area.
The Hanover Theatre for the Performing Arts
You can get tickets for a performance at The Hanover Theatre for the Performing Arts during your trip to Worcester. Attend a sporting event in this family-friendly area.
Things to do
Let’s Roam’s Worcester Scavenger Hunt: Wiggle Round Worcester!
CA $17
Per adult
Scavenger Hunt Adventure in Worcester by Zombie Scavengers
CA $27
Per adult
Private Walking Tour of the 100th Town in Westborough
CA $54
Per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.