Webster Square Holidays from £879

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Your Webster Square Holiday

Book one of our holiday packages to Webster Square and experience the many charms of this neighbourhood. Especially renowned for its cycling, your next big adventure can be found right here. Can't wait to explore the sights during your trip to Webster Square? Be sure to stop by nearby attractions like DCU Centre, College of the Holy Cross and Worcester Polytechnic Institute. No matter your travel plans or budget, booking the ultimate Webster Square holiday is quick and easy with Expedia.

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

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
21 Oct - 28 Oct
found 16 hours ago
Return direct flight included
London (LHR) to Boston (BOS)
8.6/10 Excellent! (1,033 reviews)
Great stay. Nice location. Parking was very convenient with quite reasonable price. We also enjoyed the pool table and pingpong table in the lobby.

Reviewed on 29 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
18 Oct - 24 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Our favorite hotel in Boston with amazing gym, pool, spa and food. We come here monthly and have tried other hotels but they just can’t compete.

Reviewed on 31 Jul 2025

The Beverly

The Beverly

3 out of 5
Save 100% on your flight
per person
7 Oct - 14 Oct
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
8.4/10 Very Good! (313 reviews)
Stopped in for overnight stay. Awkward check in as no emailed code (no desk staff on premises), got that worked out. Rooms are comfortable and appeared clean. Couple of places across street to eat and little shopping center, so nice options for quick stay.

Reviewed on 31 Jul 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
18 Oct - 24 Oct
found 15 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (227 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
1 Oct - 8 Oct
found 1 day ago
Return direct flight included
London (LGW) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on 14 Jul 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
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Worcester Central Business District

3 out of top 10 points of interest in this area

While visiting Worcester Central Business District, you might make a stop by sights like DCU Center and Mechanics Hall.

Find hotels in Worcester Central Business District

Top hotels in Webster Square

Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundableReserve now, pay when you stay
The price is £92 per night from 3 Aug to 4 Aug
£92
3 Aug - 4 Aug
includes taxes & fees
6.8/10 (1,027 reviews)
"Fine but in decline . Could be better . I have no specific concerns"

Reviewed on 26 Jul 2025

Motel 6 Framingham, MA - Boston West
Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is £75 per night from 3 Aug to 4 Aug
£75
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,455 reviews)
"Very dog friendly"

Reviewed on 30 Jul 2025

Publick House Historic Inn and Country Motor Lodge
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is £101 per night from 10 Aug to 11 Aug
£101
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Great stay, location and breakfast!"

Reviewed on 22 Jul 2025

DoubleTree by Hilton Hotel Boston - Westborough
See all 342 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Webster Square travel package cost?
Starting from a low £879, a package is your passport to affordable travel. Customize your Webster Square adventure by picking from our great range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Webster Square travel package?
Whether it's your hotel, flight or rental car, yes, you can amend or cancel it. Booked your Webster Square travel package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more information, browse our Customer Service Portal. We'll help you every step of the way.
How do I get a cheap travel package to Webster Square?
Think of all the fun things you could do in Webster Square with a wad of extra cash in your wallet. Watch your savings stack up when you combine your hotel and flights into a Webster Square travel package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 hotels around the globe. Whether you're holidaying with the family or adventuring alone, organising a trip to Webster Square is better with a package.
Does Expedia offer Book Now, Pay Later Webster Square holidays?
Expedia has partnered with online lender Klarna to make your next break easier on your wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's monthly instalment plans. If making bite-sized repayments each month works for you, choose this option at checkout.
  • Pay in instalments holidays: If you'd like to pay for your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment option. Simply put down a small deposit on your holiday and then start packing your suitcase.

Where should I stay in Webster Square?
You'll want to stay where the action is. Many visitors book hotels in the vicinity of top sights, like DCU Centre, Worcester Polytechnic Institute and College of the Holy Cross.
What are the top hotels in Webster Square?
Get your escape off to a flying start by booking a room at Hilton Garden Inn Worcester. It's one of most popular hotels in Webster Square. Another cosy option is AC Hotel by Marriott Worcester.
How far in advance should I book my Webster Square holiday?
It depends on the airline, but it's usually possible to look up international airfares on Expedia up to 12 months in advance. While it's advisable to book ahead of time, lucky travellers will sometimes find a cheaper seat just weeks before departure dates.
What does an Expedia Webster Square travel package include?
Flights, hotels and car rentals — we bring you all the best deals. All you'll have to do is pick your ideal combination. After you've made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it easy to put together an unforgettable Webster Square holiday.
What should I know before booking a Webster Square travel package?
A travel package can be tailored to your budget and is a fantastic way to make your hard-earned dollars stretch further. How little or much you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Webster Square Expedia travel package?
You can, and with more than 550 airlines to pick from across the globe, you're spoiled for choice. Scroll through the available options and see which airline best fits your budget and needs.

Popular places to visit

Mechanics Hall

Mechanics Hall

You can make plans for a show at Mechanics Hall during your trip to Worcester. Attend a sporting event in this family-friendly area.

Mechanics Hall
Green Hill Park

Green Hill Park

Enjoy a stop at Green Hill Park, an entertaining place to visit in Worcester. Attend a sporting event in this family-friendly area.

Green Hill Park
Elm Park

Elm Park

Explore the great outdoors at Elm Park, a lovely green space in Worcester. Experience the entertainment venues or attend a sporting event in this family-friendly area.

Elm Park

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.