Find kid-friendly hotels & resorts in Webster Square, Worcester from $59

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Check availability on Webster Square Family Hotels

Tonight
Nov 29 - Nov 30
Tomorrow
Nov 30 - Dec 1
Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Top Webster Square Family Hotels

Exterior
Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express & Suites Sturbridge by IHG

2.5 star property
Sturbridge
  • Cribs/infant beds
9.2 out of 10, Wonderful, (1003)
Family adventures flourish at this spotless retreat offering spacious rooms with blackout drapes for optimal rest. Children enjoy cribs upon request while parents appreciate the free breakfast, 24-hour fitness center, and proximity to Old Sturbridge Village.
$95 nightly
The price is $106
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express & Suites Sturbridge by IHG
Outdoor wedding area
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 star property
Sturbridge
  • Pool
  • Spa
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.0 out of 10, Wonderful, (1568)
Special family memories await at this colonial inn, where children can splash in the seasonal outdoor pool while parents relax nearby. The pet-friendly resort offers comfortable rooms, complimentary breakfast pastries, and easy access to Old Sturbridge Village and Wells State Park.
$80 nightly
The price is $90
Nov 30 - Dec 1
Total with taxes and fees
Publick House Historic Inn and Country Motor Lodge
Exterior
Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2.0 star property
Southborough
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
  • Microwave
7.2 out of 10, Good, (1002)
$52 nightly
The price is $59
Nov 30 - Dec 1
Total with taxes and fees
Red Roof Inn Boston - Southborough/ Worcester
Terrace/patio
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3.0 star property
Milford
  • Indoor pool
8.2 out of 10, Very Good, (1006)
$82 nightly
The price is $92
Dec 19 - Dec 20
Total with taxes and fees
Sonesta Select Boston Milford
Terrace/patio
Hyatt Place Marlborough/Apex Center

Hyatt Place Marlborough/Apex Center

3.0 star property
Marlborough
  • Cribs/infant beds provided
  • Indoor pool
9.2 out of 10, Wonderful, (1006)
Splashy fun begins at the spotless indoor pool where sun loungers invite parents to relax while kids play. Beyond swimming, families appreciate free breakfast, cribs, parking, plus spacious rooms with sofa beds. The Apex Entertainment Center nearby adds extra excitement to a comfortable stay.
$103 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Place Marlborough/Apex Center
Breakfast and dinner served
Hilton Garden Inn Boston/Marlborough

Hilton Garden Inn Boston/Marlborough

3.0 star property
Marlborough
  • Cribs/infant beds provided
9.2 out of 10, Wonderful, (1006)
Sparkling clean accommodations provide the perfect family base with cribs available upon request. Just a 13-minute walk to Apex Entertainment Center, kids delight in the pool while parents appreciate BLVD Kitchen & Bar's children's menu and spotless, spacious rooms.
$99 nightly
The price is $111
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Boston/Marlborough
Exterior
Scottish Inn Sturbridge

Scottish Inn Sturbridge

2.0 star property
Sturbridge
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
8.4 out of 10, Very Good, (1006)
Spacious rooms equipped with refrigerators, microwaves, and premium TV channels provide the perfect family headquarters. After complimentary breakfast, explore nearby Old Sturbridge Village or take a quick drive to Wells State Park for outdoor fun.
$70 nightly
The price is $78
Nov 30 - Dec 1
Total with taxes and fees
Scottish Inn Sturbridge
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Comfort Inn & Suites Sturbridge - Brimfield

Comfort Inn & Suites Sturbridge - Brimfield

2.5 star property
Sturbridge
  • Indoor pool
9.0 out of 10, Wonderful, (1001)
Splash into family fun at this welcoming hotel featuring both indoor and seasonal outdoor swimming pools with sun loungers. Kids adore the pristine waters while parents appreciate the spotless rooms, hearty breakfast offerings, and proximity to Wells State Park.
$100 nightly
The price is $112
Dec 21 - Dec 22
Total with taxes and fees
Comfort Inn & Suites Sturbridge - Brimfield
Game room
Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

3.5 star property
Marlborough
  • Cribs/infant beds provided
  • Arcade/game room
9.2 out of 10, Wonderful, (1009)
Spacious accommodations provide family fun with a clean indoor pool and exciting arcade room for kids. Located steps from Apex Entertainment Center with convenient access to Solomon Pond Mall, this hotel delivers modern comfort and complimentary cooked-to-order breakfast.
$107 nightly
The price is $120
Dec 28 - Dec 29
Total with taxes and fees
Embassy Suites by Hilton Boston Marlborough
Suite, Multiple Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
Super 8 by Wyndham Sturbridge

Super 8 by Wyndham Sturbridge

2.0 star property
Sturbridge
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.0 out of 10, Very Good, (1010)
Poolside fun captivates children at this family-friendly retreat near Wells State Park. Parents relish the quiet, comfortable accommodations featuring microwaves, refrigerators, and free breakfast. Modern rooms with premium TV channels, blackout drapes, and complimentary cribs ensure restful family vacations.
$73 nightly
The price is $82
Dec 28 - Dec 29
Total with taxes and fees
Super 8 by Wyndham Sturbridge
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.
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Top Webster Square Hotel Reviews

DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

10/10 Excellent
"Parking lot was busy but there were available spaces "
john 1-night trip
Posted 20 hours ago
DoubleTree by Hilton Hotel Boston - Westborough

Frequently asked questions

What's Webster Square like for family-friendly vacations?
The destination of Webster Square is a good option if you've been considering a getaway with the kids. There are some entertaining activities you and the family might enjoy. Arrange a flight into Worcester, MA (ORH-Worcester Regional), which is the closest airport, or Pawtucket, RI (SFZ-North Central State), which is located 29.6 mi (47.6 km) from the center of Webster Square.
What's there to see and do with your family in Webster Square?
While you are visiting Webster Square, you might want to round up the kiddos and make time to see interesting attractions such as The Hanover Theatre for the Performing Arts and Mechanics Hall. Make sure you have lots of time for activities like DCU Center and Auburn Mall.

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