Webster Square Vacations

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Your Webster Square Vacation

Book one of our vacation packages to Webster Square and experience the many charms of this neighborhood. 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 Center, College of the Holy Cross and Worcester Polytechnic Institute. No matter your travel plans or budget, booking the ultimate Webster Square vacation is quick and easy with Expedia.

The Latest Webster Square Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
Excellent experience

Reviewed on Jun 3, 2024

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
per person
Aug 7 - Aug 13
found 5 hours ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
10/10 Exceptional! (3 reviews)
Everything was perfect

Reviewed on May 28, 2024

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Jul 11 - Jul 15
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (215 reviews)
Beautiful room, amenities, service, snacks and coffee station.

Reviewed on May 26, 2024

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
Aug 15 - Aug 22
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
7.4/10 Good! (189 reviews)
We stayed only one night for a wedding at a nearby venue. Great value for less than $300/night in the city on a Friday. Staff was great and bed was comfy.

Reviewed on Jun 2, 2024

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
Jul 27 - Aug 3
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
7/10 Good! (85 reviews)
Buy the parking in advance if you need it. They offer earlier check-in for a price too. Extremely beautiful area. Lost my key, luckily someone works there until 12am and Avis from customer service and Brandon at the front were amazing and helped us get back in our room after a concert. Worth the stay, just follow-up with what you need.

Reviewed on May 18, 2024

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 showing heritage architecture and a city

Worcester Central Business District

4 out of top 10 points of interest in this area
4/5(116 area reviews)

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

Find hotel + flight trips in Worcester Central Business District

Webster Square Hotel Deals

Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is $112 per night from Jun 4 to Jun 5
$112
$125 total
includes taxes & fees
Jun 4 - Jun 5
9/10 Wonderful! (1,005 reviews)
"Friendly staff, well maintained facilities. Depending on your room, you do hear street noise. Wish there was coffee in the lobby during breakfast time. We've enjoyed returning here each year, it is convenient to our local activities."

Reviewed on May 31, 2024

Wellsworth Hotel
Courtyard by Marriott Boston Marlborough
Courtyard by Marriott Boston Marlborough
3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is $134 per night from Jun 9 to Jun 10
$134
$150 total
includes taxes & fees
Jun 9 - Jun 10
8.6/10 Excellent! (933 reviews)
Service and Restaurant
"Staff was very attentive. Restaurant/bar in lobby was convenient."

Reviewed on Jun 1, 2024

Courtyard by Marriott Boston Marlborough
Motel 6 Framingham, MA - Boston West
Motel 6 Framingham, MA - Boston West
2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundable
The price is $94 per night from Jun 9 to Jun 10
$94
$102 total
includes taxes & fees
Jun 9 - Jun 10
7/10 Good! (1,011 reviews)
"Had to wait over 15 minutes to check in. Called the hotel’s phone number but was on hold. When the desk clerk became unavailable she stated her apologies that she was upstairs. She needs a portable phone in order to “help” the staff and be available when guests arrive. Checking out again no clerk ..."

Reviewed on May 29, 2024

Motel 6 Framingham, MA - Boston West
See all 308 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Webster Square vacation package cost?
From as low as $535, 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 vacation 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 vacation 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 Center, 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 vacation?
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 vacation!
What does an Expedia Webster Square travel package include?
Expedia has all you need to organize 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 vacation 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 vacation package?
We get it — sometimes life doesn’t go according to plan. If you’ve locked in a Webster Square vacation 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.

Discover the most popular places to visit in Webster Square

Image for Union Station

Union Station

4.5/5(41 reviews)

Worcester’s picturesque transportation hub is also a popular tourist attraction with majestic architecture and a long history to learn about.

Union Station
Image for Worcester Art Museum

Worcester Art Museum

4.5/5(29 reviews)

You can spend an afternoon studying the exhibits at Worcester Art Museum in Worcester. You can attend a sporting event while in the area.

Worcester Art Museum
Image for The Hanover Theatre for the Performing Arts

The Hanover Theatre for the Performing Arts

5/5(1 review)

Enjoy a dazzling musical or a dramatic play at this historic Worcester theater that attracts the biggest stars of the stage.

The Hanover Theatre for the Performing Arts

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.