Name: Wellsworth Hotel
Price range: $140 total
Rating: 9

Your Webster Square Vacation

Whatever your travel style, you can experience it all with a personalized Webster Square vacation package. Spend your next escape uncovering this neighborhood's cycling and its other delights. Some top nearby attractions to see during your trip to Webster Square include DCU Center, Worcester Polytechnic Institute and College of the Holy Cross. Don't just think about it — do it! Book your perfect Webster Square vacation with Expedia and get to where you're going your way.

The Latest Webster Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Best Western Springfield West Inn

$293

per person

Nov 7 - Nov 9

found 12 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Boston (BOS)

7.8/10 Good! (1,001 reviews)

My room was comfortable and clean

Reviewed on Aug 21, 2025

EVEN Hotels Manchester Airport by IHG

South End

Save 100% on your flight

$367

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip flight included

Miami (MIA) to Boston (BOS)

8.8/10 Excellent! (884 reviews)

Hotel is beautiful. Front desk staff not helpful and seemed put out to answer questions.

Reviewed on Aug 20, 2025

Hotel 1620 Plymouth Harbor

Plymouth Downtown Waterfront District

Save 100% on your flight

$394

per person

Oct 26 - Oct 30

found 1 day ago

Roundtrip flight included

Miami (MIA) to Boston (BOS)

8.2/10 Very Good! (1,007 reviews)

Great location and super convenient to waterfront dining

Reviewed on Aug 24, 2025

Sesuit Harbor House

Save 100% on your flight

$836

per person

Oct 17 - Oct 22

found 6 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

9.6/10 Exceptional! (162 reviews)

We’ve been to the Cape many times over the past 20 years. The Sesuit Harbor House was conveniently located off Route 6a, but it was very quiet; you couldn’t hear the traffic at all. Phil and his staff are very attentive and friendly; the continental breakfast in a basket every morning (with local treats) was perfect! We will come back and hopefully with more family members. It was 10/10!

Reviewed on Aug 25, 2025

AVIA Residences on Research - Extended Stay

Save 100% on your flight

$298

per person

Nov 15 - Nov 22

found 1 day ago

Roundtrip flight included

Miami (MIA) to Boston (BOS)

8.4/10 Very Good! (633 reviews)

Property is tired, needs renovation. Layout is good, just details are run down.

Reviewed on Aug 22, 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

Worcester Central Business District

3 out of top 10 points of interest in this area

4/5(116 area reviews)

The second-largest city in Massachusetts is a lively hub of culture, with museums, theaters and galleries to explore between shopping and dining.

Webster Square Hotel Deals

Publick House Historic Inn and Country Motor Lodge

277 Main Street (RT 131), Sturbridge, MA

$99 nightly

$111 total

Aug 26 - Aug 27

Total with taxes and fees

8.8/10 Excellent! (1,484 reviews)

"Got there late in the evening and the bar downstairs was still open til midnight. Enjoyed a great cocktail after a long drive from NY. Stopped by the bakery and loved the pastries and coffee. Felt very welcoming and plan to stop by again!"

Reviewed on Aug 24, 2025

Courtyard by Marriott Boston Marlborough

75 Felton St, Marlborough, MA

Fully refundableReserve now, pay when you stay

$127 nightly

$142 total

Sep 1 - Sep 2

Total with taxes and fees

8.6/10 Excellent! (1,000 reviews)

"Had a good stay"

Reviewed on Aug 18, 2025

Wellsworth Hotel

14 Mechanic St, Southbridge, MA

Fully refundableReserve now, pay when you stay

$125 nightly

$140 total

Sep 21 - Sep 22

Total with taxes and fees

9/10 Wonderful! (1,274 reviews)

"Consistently excellent stay and value"

Reviewed on Aug 22, 2025

See all 345 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.