Webster Holidays

Book a Hotel + Flight or Car together to unlock savings

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 2.335.578 ₫ per night from 6 Aug to 7 Aug
2.335.578 ₫
2.608.841 ₫ total
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (1,463 reviews)
"Very clean and quiet despite it being a busy place. We ate at the Tavern which served great scallops. Landscape very attractive."

Reviewed on 3 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 3.119.347 ₫ per night from 10 Aug to 11 Aug
3.119.347 ₫
3.484.311 ₫ total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,259 reviews)
Beautiful and comfortable hote'
"Beautiful, comfortable and cozy hotel. Room was great and clean. The only mishap was that we had to wait some time to checkin since there was nobody at the counter. Clerk wasn't the friendliest one."

Reviewed on 2 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 3.330.859 ₫ per night from 17 Aug to 18 Aug
3.330.859 ₫
3.720.570 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Quick checkin. Friendly staff."

Reviewed on 22 Jul 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.

Popular places to visit

Indian Ranch

Indian Ranch is just one of the places to see in Webster, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savour the top-notch restaurants.

Indian Ranch

Lake Webster

Commune with nature and explore the great outdoors at Lake Webster during your travels in Webster. While in this quaint area, you can savour the top-notch restaurants.

Lake Webster

Mohegan Bowl

You can take time to visit Mohegan Bowl during your travels to Webster. While in this quaint area, you can savour the top-notch restaurants.

Mohegan Bowl

Frequently asked questions

How much does a Webster holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Webster costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Webster?
The off-season is the best time to visit Webster if you're on a budget. Another tip for scoring cheap Webster holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Webster?
With a well-organised itinerary, you can easily tick off the top Webster attractions in a handful of days. But if you want to discover hidden gems or take day trips, think about booking your Webster holiday for longer.
Is it worth booking a holiday package to Webster?
Webster is a good holiday destination with attractions like Lake Webster among the many things to keep you entertained. Whether you're heading away with the family or planning a trip with friends, a Webster holiday promises fun for everyone.
How to find the best Webster package deals?
Bagging a cheap Webster package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical Webster package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Webster holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and stays separately. Better still, you can tailor your Webster trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Webster?
If you're planning an impromptu Webster holiday, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Webster?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Webster.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your hotel will likely be the largest expense during your trip to Webster.
  3. Decide how long to go away for: Now that you're more familiar with Webster, you can work out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised Webster holiday package.