Webster Holidays

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Your Webster Holiday

With a holiday package to Webster, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you go, so you can make the most of your time experiencing this exciting city. Every trip to Webster needs a well-planned itinerary. Fill yours with major attractions like Indian Ranch, Lake Chaubunagungamaug and Lake Webster. Expedia will help you escape your routine. Tailor your holiday to Webster to suit your travel style, whatever that may be.

Webster Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
11,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Breezy Picnic Grounds & Waterslides, Wells State Park and Mohegan Bowl

Top hotels in Webster

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 £74 per night from 12 Aug to 13 Aug
£74
12 Aug - 13 Aug
includes taxes & fees
8.8/10 Excellent! (1,463 reviews)
"We loved our stay! We were traveling from Michigan to Maine and only had the opportunity to stay one night, but we had a wonderful meal at the tavern on site. The bakery options were loved by my children, and we all enjoyed walking the grounds. Would definitely return!"

Reviewed on 10 Aug 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is £99 per night from 12 Aug to 13 Aug
£99
12 Aug - 13 Aug
includes taxes & fees
9/10 Wonderful! (1,267 reviews)
Wellsworth Hotel
"Wonderful hotel!! Historic and beautiful!! Friendly staff!! Excellent on-site restaurant! Definitely will be staying there in the future!!"

Reviewed on 9 Aug 2025

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 £90 per night from 2 Sept to 3 Sept
£90
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Late night check-in (unplanned). Staff was great and gladly accommodated my request for late check out. It was nice and quiet and room was spacious and comfortable. Would definitely go back."

Reviewed on 7 Aug 2025

Sonesta Select Boston Milford
See all 378 properties in Webster
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
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Family Friendly Holidays

Frequently asked questions

Why should I book my Webster holiday with Expedia?
With exceptional-value airfares, accommodation and car hire choices all in the same place, Expedia makes planning your Webster adventure a cinch. What's more, we can help you bundle your bookings into a package holiday so you can save even more. Pick from fabulous retreats, add your flights and/or a car hire (and maybe also some fun tours and activities!) and get incredible prices. Need to change plans? Expedia offers a flexible cancellation policy for many reservations. To learn more, visit our Customer Service Portal link.
When is the best time of year to holiday in Webster?
Peak season falls in May, July and August and is a thrilling time to visit — but be prepared for bigger crowds and longer queues. December, January and February are usually quieter times of the year. With daytime average temperatures of -3ºC, January is the coolest period in Webster. The warmest time of year is July, when you can experience averages of 22ºC throughout the day. Whatever the weather conditions, you'll find a whole lot to keep you busy here.
What is the top hotel for my holiday in Webster?
Hampton Inn Sturbridge sets the stage for a fabulous holiday in Webster, offering all the conveniences you need.
How do I get a cheap holiday to Webster?
Our Webster holidays promise plenty of savings for the savvy explorer. For the best deal, simply combine your hotel, flights and extras (including activities). But great bargains are just the beginning of your next unforgettable adventure. Book with Expedia and and you'll have over 400 airlines and 321,000 hotels throughout the world to pick from. No matter your style, there's a holiday here with your name on it. Learn more about how you can save money on your holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Webster holiday?
Ensure your holiday in Webster is an unforgettable one by visiting its leading attractions. Indian Ranch, Lake Chaubunagungamaug, Lake Webster and TriState Speedway are just some of the things worth discovering while you're in the city.
What is the best area to stay in when on holiday in Webster?
Webster has many fascinating places to discover, like Indian Ranch. Book accommodation near this attraction and make sightseeing hassle-free.
Do I need a visa for my Webster holiday?
Visa requirements for Webster vary based on your nationality and reason for your visit. Check official government websites to determine if you need a visa for your holiday. Here you'll also find the most up-to-date information, including details about application procedures or any supporting documentation you might need. Research your visa requirements well in advance to ensure a travel experience that's hassle free. Finally, double-check to see that your passport has at least six months validity from your return date.
What should I wear on my Webster holiday?
Do a little research into the types of things people in Webster wear, and maybe even check out style blogs for some fashion inspiration. Try to create a versatile travel wardrobe full of pieces that work for your destination and show off your unique style. Daytime temperatures in January, Webster's coolest month, average -3ºC. July marks this destination's warmest month when the average temperature reaches 22ºC. Our top tip? Take the guesswork out of packing and check the local weather forecast.
What does an Expedia Webster holiday include?
Choose from any combination of hotels, flights and hire cars. Once you've made your booking, add the fun stuff like activities and tours. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to putting together your dream Webster getaway. Explore an excellent range of property types and choose one that suits your travel needs. The most sought-after holiday rentals here are private holiday homes and apartments. With Expedia, it's a breeze to design your Webster escape any way you want.
Does Expedia offer Book Now, Pay Later Webster holidays?
Expedia has teamed up with online lender Klarna to make your next trip a little easier on the wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that suits your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in several transactions will make that dream getaway possible.
  • No-deposit holidays: When you want to grab an incredible deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Webster Expedia holiday?
Yes — that's the beauty of an Expedia package. You get to decide. We have access to more than 400 partner airlines worldwide, so you have lots of choice when organising your Webster trip.

* 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.