Webster Square Holidays

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Price found within the past 48 hours. Click for updated prices.
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
South End
Save 100% on your flight
Price was €2,204, price is now €1,688 per person
€1,688
per person
18 Jun - 24 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (1,008 reviews)
Accommodations and staff were above what I expected. Will absolutely be back.

Reviewed on 13 Apr 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was €3,030, price is now €1,901 per person
€1,901
per person
18 Jun - 24 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Value for money. Short work into downtown Boston with the business district and tourist attractions.

Reviewed on 14 Apr 2026

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was €2,397, price is now €1,711 per person
€1,711
per person
18 Jun - 24 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (3,000 reviews)
We had the opportunity to stay in one of the newly decorated rooms and it was beautiful! The other rooms are great too, but the new color scheme and furniture are radiant. The staff is always so welcoming and helpful, whenever we stay. I always book this hotel when traveling to Boston, this is the sixth time and I will always continue to book here!

Reviewed on 13 Apr 2026

The Verb Hotel

The Verb Hotel

3.5 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was €3,032, price is now €2,299 per person
€2,299
per person
18 Jun - 24 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (2,028 reviews)
Lots of breakfast options, super unique features like the many vinyls available to play in your hotel room, and in a good area with a lot of things to do. We had a great experience here, wished it as longer so we had more time to explore!

Reviewed on 14 Apr 2026

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
Seaport District
Save 100% on your flight
Price was €2,865, price is now €2,179 per person
€2,179
per person
18 Jun - 24 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (4,116 reviews)
Beautiful hotel in a great location. Went above and beyond for our stay.

Reviewed on 14 Apr 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
The price is €147 per night from 23 Apr to 24 Apr
€147
23 Apr - 24 Apr
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
The frontdesk could be more helpful and put more smile on their face. They forgot to explain where the room is and how the elevators operate from the garage. It took us 10 min to rind the room because the garage elevator is far from the main building.

Reviewed on 14 Apr 2026

Embassy Suites by Hilton Boston Marlborough
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St Southbridge MA
The price is €97 per night from 19 Apr to 20 Apr
€97
19 Apr - 20 Apr
includes taxes & fees
9.2/10 Wonderful! (1,488 reviews)
So when I checked in I was made aware that there was no heat in the building due to an explosion in a power plant but was told there is hot water from a temporary water heater, next morning no hot water for showers very disappointed i wasn’t made aware of the issue before hand so I could have found ...

Reviewed on 14 Apr 2026

Wellsworth Hotel
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr Westborough MA
The price is €130 per night from 23 Apr to 24 Apr
€130
23 Apr - 24 Apr
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
This was a very comfortable and clean hotel. Will definitely stay here again.

Reviewed on 14 Apr 2026

DoubleTree by Hilton Hotel Boston - Westborough
See all 364 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.

Frequently asked questions

How much does a Webster Square holiday package cost?
From as low as €1,688, you can build your own Webster Square package the way you want. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Webster Square?
Bundle your hotels and flights with Expedia to save big bucks on your next big adventure. With over 550 partner airlines and 1,000,000 properties around the globe, your Webster Square holiday package can be customized exactly to suit your travel style. With all that extra money, why not throw in one or two interesting activities and tours? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Webster Square is much closer than you thought!
Where should I stay in Webster Square?
With so much to explore in Webster Square, it makes sense to lock in a hotel near its attractions. DCU Centre, College of the Holy Cross and Clark University are some good ones to add to your to-do list.
What are the top hotels in Webster Square?
When it comes to comfy places to stay in Webster Square, you can't go past Modern Lakeside Single Family Home. Look up its deals and score a bargain.
How far in advance should I book my Webster Square holiday?
You'll be rewarded with the biggest variety at the cheapest prices by booking your trip to Webster Square early. Airlines tend to release tickets around a year before departure, so secure your spot ASAP. That said, Expedia is committed to giving you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Webster Square travel package include?
Expedia has all you need to organise your Webster Square escape, but what goes into your package is your call. Choose from any combination of hotels, flights and rental cars. Looking for some activities or tours to fill in your time? Once you've made your booking, you can add them too. No matter your style or budget, there's a deal to meet your needs.
What should I know before booking a Webster Square travel package?
An Expedia travel package can be customized for your circumstances and is a fantastic way to make your money go further. How little or much you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with a Webster Square Expedia holiday package?
Most definitely. Expedia has access to more than 550 airlines around the world, so you can design your Webster Square escape according to your budget and needs.
If I'm not able to travel, can I cancel my Webster Square holiday package?
We get it — sometimes life doesn't go according to plan. If you've locked in a Webster Square holiday package and have to amend or cancel it, we can help. We suggest looking up our Customer Service Portal first for information. But generally, if you've taken out your package within 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.

Popular places to visit

Union Station

Union Station

You can learn about the history of Worcester when you stop by Union Station. Attend a sporting event in this family-friendly area.

Union Station
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

Things to do

1-Hour Axe Throwing in Worcester

1-Hour Axe Throwing in Worcester

€24
per adult
90% of travellers recommend
1-Hour Axe Throwing in Worcester
See all activities in Worcester
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.