An aerial view of a city with autumn foliage, a prominent church with a green steeple, and various buildings including a large library.

Webster Square Vacations from $496

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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.
  • A glass-fronted fireplace with visible logs and flames, set on a wooden floor.
    Dec 11 - Dec 14

    Boston Lodge and Suites + Flight

    Dorchester
    3 nights
    4.0 star property
    8.4/10 - Very good (194 reviews)
    "The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The..."
    Reviewed October 17, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    Save 100% on your flight
    $1,017
    $496
    per traveler
    found 1 day ago
    Boston Lodge and Suites
  • A multi-story building with a curved corner, large windows, and a brick facade.
    Jan 28 - Feb 2

    Eurostars The Boxer + Flight

    West End
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,636 reviews)
    "Great place"
    Reviewed November 7, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    $878
    $589
    per traveler
    found 1 day ago
    Eurostars The Boxer
  • A lobby with a central round table, potted plants, and artwork on the walls.
    Dec 23 - Dec 26

    Mandarin Oriental, Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (468 reviews)
    "Overall Excellent! clean room, very nice staff"
    Reviewed November 4, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • 2 stops
    $1,828
    $1,272
    per traveler
    found 1 day ago
    Mandarin Oriental, Boston
  • A park with a lamp post, a bridge, and buildings in the background.
    Dec 10 - Dec 13

    The Newbury Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (747 reviews)
    "Beautiful hotel and the staff was wonderful. They gave us a corner room with a great view of the city. The room was spacious with a comfortable seating area."
    Reviewed November 7, 2026
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • Nonstop
    $1,650
    $1,153
    per traveler
    found 1 day ago
    The Newbury Boston
  • A beachside hotel with a balcony overlooking the ocean, a pool area, and a beach with umbrellas.
    Dec 21 - Dec 26

    Ashworth by the Sea + Flight

    Hampton Beach
    5 nights
    3.0 star property
    8.4/10 - Very good (1,441 reviews)
    Roundtrip • Austin (AUS) - Boston (BOS)
    AUS - BOS • Nonstop BOS - AUS • 2 stops
    $858
    $614
    per traveler
    found 1 day ago
    Ashworth by the Sea

Where to stay in Webster Square

Find the best Webster Square areas and neighborhoods for the activities you enjoy most.
A historic white building with two towers and green windows, located at a city intersection.

Worcester Central Business District

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

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 indoor dining area with tables and chairs, large windows, and hanging light bulbs.
Photo by Lisa Frackiewicz
Open Photo by Lisa Frackiewicz

Shrewsbury Street

Shrewsbury Street might not have many top sights, but Union Station and DCU Center are two attractions nearby that you can check out.

A restaurant named 'The Hangover' with large windows and a signboard.
Photo by Paula Jellison
Open Photo by Paula Jellison

Canal District

If you're looking for some top things to see and do in Canal District and surrounding area, you can visit Union Station and The Hanover Theatre for the Performing Arts.

Franklin Plantation

While Franklin Plantation isn't home to many top sights, Union Station and EcoTarium are some notable places to visit nearby.

Discover the most popular places to visit in Webster Square

John J. Binienda Memorial Beach

Why not spend a lazy afternoon at John J. Binienda Memorial Beach during your trip to Worcester?
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Webster Square Hotel Deals

A hotel with a parking lot, a covered entrance, and a brick facade.

Holiday Inn Express Hotel & Suites Auburn by IHG

Holiday Inn Express Hotel & Suites Auburn by IHG
2.5 star property
4.1 mi from Webster Square
8.8 out of 10, Excellent, (1,005 reviews)
"The $ 100 home for TEN days for possible damages to property, only slept there , no damages, have stayed in many way more expensive hotels and never experienced this kind of long hold"
$91 nightly
The price is $102
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express Hotel & Suites Auburn by IHG
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.
See all properties in Webster Square
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.