Webster Square Holidays from £965

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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.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was £1,328, price is now £965 per person
£965
per person
30 Apr - 5 May
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
Our room was always hot and our sheets had stains and the shower was stained pink

Reviewed on 29 Mar 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £3,189, price is now £1,886 per person
£1,886
per person
29 Apr - 4 May
found 8 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on 23 Mar 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was £3,221, price is now £2,316 per person
£2,316
per person
30 Apr - 5 May
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (238 reviews)
The photos doesn’t give this place justice.

Reviewed on 24 Mar 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was £2,963, price is now £2,132 per person
£2,132
per person
17 Jun - 21 Jun
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products.

Reviewed on 29 Mar 2026

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was £5,089, price is now £3,724 per person
£3,724
per person
20 Jun - 27 Jun
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.2/10 Wonderful! (590 reviews)
I enjoyed staying at Newbury Boston for the second time. I happened to tell Kai at check-in that it happened to be my birthday week and surprisingly there was a gorgeous petite cake in our room! Overall, the staff was very friendly and extremely professional. The gym was complete and very clean. We also had breakfast in our room birthday morning and it was delish!

Reviewed on 20 Mar 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
Worcester Central Business District

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

Embassy Suites by Hilton Boston Marlborough

Embassy Suites by Hilton Boston Marlborough

3.5 out of 5
123 Boston Post Rd W Marlborough MA
Fully refundableReserve now, pay when you stay
The price is £115 per night from 9 Apr to 10 Apr
£115
9 Apr - 10 Apr
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
The breakfast was wonderful. The surprise 6:00 am alarm that went off in the room was unfortunate. I shut it off and it reset itself for 6:00 am again for the next day. It happened in my daughter’s suite as well. I changed the time on the alarm for 7:00.

Reviewed on 29 Mar 2026

Embassy Suites by Hilton Boston Marlborough
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is £90 per night from 31 Mar to 1 Apr
£90
31 Mar - 1 Apr
includes taxes & fees
9.2/10 Wonderful! (1,458 reviews)
The hot tub was closed due to a child leaving feces in it. Very disappointed since I waited later in the day to use it to avoid children and found out at the time they were not being properly supervised. In the third floor laundry room there was a water basin that had constant dripping water and ...

Reviewed on 29 Mar 2026

Wellsworth Hotel
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is £74 per night from 7 Apr to 8 Apr
£74
7 Apr - 8 Apr
includes taxes & fees
8/10 Very Good! (1,003 reviews)
This is a recently updated upgraded, renovated hotel in fantastic condition! It is also well located close to a few coffee shop, shops, gas station and even at target. Not close enough that you would hear any noise.

Reviewed on 26 Mar 2026

Sonesta Select Boston Milford
See all 362 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 £965, 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
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
Old Mill Boathouse rowing sailing paddling center city of port moody Esplanade Ave Rocky Point Park Recreational Pier A rowing lesson on the water Teenagers are engaged in sports club 09.2022 Canada

Regatta Point Park

Explore the great outdoors at Regatta Point Park, a lovely green space in Worcester. Attend a sporting event in this family-friendly area.

Regatta Point 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.