Webster Square Vacation Packages 2026 from $621

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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.

Boston Lodge and Suites

Dorchester

$621

per person

Nov 2 - Nov 6

found 6 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Boston (BOS)

8.4/10 Very Good! (190 reviews)

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Luxury Apartments by Hyatus at Boston Everett

$1,408

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9/10 Wonderful! (6 reviews)

We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Boston Harbor Hotel

North End

Save 100% on your flight

$1,972

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.8/10 Exceptional! (1,006 reviews)

Good Hotels Boston

South End

Save 100% on your flight

$1,410

per person

Sep 22 - Sep 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8/10 Very Good! (55 reviews)

Very nice people and had excellent help!

Reviewed on Aug 7, 2026

Iris Hotel Boston

Coolidge Corner

Save 100% on your flight

$1,216

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

9.4/10 Exceptional! (612 reviews)

Very nice boutique with good amenities. Parking was easy,and close proximity to Fenway Park via MBTA . One complaint was the puffed up pillows for sleeping. Very uncomfortable. Also heavy comforter on beds in the summer. Next time would explore other hotels.

Reviewed on Aug 9, 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

A historic building with a red brick facade and arched windows.

Worcester Central Business District

3 out of top 10 points of interest in this area

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

An indoor dining area with tables and chairs, large windows, and hanging light bulbs.

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.

A red bridge over a calm lake with stone steps leading up to it.

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.

An aerial view of a city with a prominent building labeled "ART" and a church with a green spire.

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

$88 nightly

$98 total

Aug 11 - Aug 12

Total with taxes and fees

9/10 Wonderful! (1,750 reviews)

"It was a great all-in-one stop after a long day’s drive."

Reviewed on Aug 9, 2026

Wellsworth Hotel

14 Mechanic St Southbridge MA

Fully refundableReserve now, pay when you stay

$116 nightly

$130 total

Sep 6 - Sep 7

Total with taxes and fees

Sonesta Select Boston Milford

10 Fortune Blvd Milford MA

Fully refundableReserve now, pay when you stay

$94 nightly

$105 total

Aug 13 - Aug 14

Total with taxes and fees

7.8/10 Good! (1,025 reviews)

"There was no breakfast included."

Reviewed on Aug 9, 2026

See all 384 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.