Webster Vacation Packages

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Your Webster Vacation

With a vacation 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 vacation to Webster to suit your travel style, whatever that may be.

Top Webster Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Neptune, an Ash Hotel

Neptune, an Ash Hotel

3.5 out of 5
Downtown Providence
per person
Aug 4 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
8.2/10 Very Good! (1,000 reviews)
Too small, dust in the room, too small shower booth, Karaoke underground, bars next door. But I love the coffee.

Reviewed on Jun. 14, 2025

Marina Bay Cottages

Marina Bay Cottages

2 out of 5
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
9.6/10 Exceptional! (28 reviews)
Very nice quiet retreat for my boyfriend and I.

Reviewed on Jun. 11, 2025

The Atlantic Inn

The Atlantic Inn

3.5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
9.6/10 Exceptional! (69 reviews)
Due to the Atlantic Inn not being able to accommodate guests for safety reasons, we were upgraded to their Sister hotel, The Rose Farm Inn which was lovely. We loved the Jacuzzi in our room. The communication was terrific.

Reviewed on Jun. 1, 2025

Pleasant View Inn

Pleasant View Inn

3 out of 5
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
8/10 Very Good! (1,001 reviews)
like the pool. need more umbrellas on outside lounge chairs

Reviewed on Jun. 16, 2025

Block Island Beach House

Block Island Beach House

3.5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Providence (PVD)
8.6/10 Excellent! (250 reviews)
This is our third time staying there. We were in one of the satellite buildings. Room looked newly renovated and clean. Space was very small, however, even for two people wit

Reviewed on Jun. 11, 2025

Ready to book your vacation to Webster?

 

Choose your dates

Webster 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 CA $158 per night from Jun 17 to Jun 18
CA $158
CA $176 total
Jun 17 - Jun 18
includes taxes & fees
9/10 Wonderful! (1,183 reviews)
"The staff and property were nice. The room was large however the room I stayed in was an interior room meaning the windows faced the lobby and not outside so I had to keep my blinds closed for the majority of my stay. I'd prefer the windows face the outside to get natural light. I wasn't advised ..."

Reviewed on Jun. 13, 2025

Wellsworth Hotel
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 CA $121 per night from Jun 17 to Jun 18
CA $121
CA $135 total
Jun 17 - Jun 18
includes taxes & fees
8.6/10 Excellent! (1,413 reviews)
"I love staying at the Publick Inn. Besides the cleanliness of the rooms, the ambience filled restaurant and pub, the gorgeous breakfast pastries (included), there are gorgeous grounds surrounding the inn. And they are pet friendly!"

Reviewed on Jun. 14, 2025

Publick House Historic Inn and Country Motor Lodge
Comfort Inn Auburn - Worcester
Comfort Inn Auburn - Worcester
2.5 out of 5
426 Southbridge St, Auburn, MA
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Jul 6 to Jul 7
CA $143
CA $160 total
Jul 6 - Jul 7
includes taxes & fees
7.6/10 Good! (1,012 reviews)
"Beds were comfortable , staff there were very nice and respectful!"

Reviewed on Jun. 12, 2025

Comfort Inn Auburn - Worcester
See all 374 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Webster vacation package cost?
Offering excellent value package deals from CA $849 on Expedia, you’ll be surprised at how little a vacation to Webster costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Webster?
To score cheap Webster vacation packages, plan your trip outside of peak periods like public holidays and major events. You’ll generally find lower prices and better availability for flights and hotels.
How many days is enough for Webster?
With a well-organized itinerary, you can easily hit the most popular Webster sights in a few days. But if you prefer to explore off the beaten track or take day trips, think about booking your Webster vacation for longer.
Is it worth booking a vacation package to Webster?
It’s no wonder a Webster vacation is on the must-do list of many travellers. Well-known attractions like Lake Webster are just the start of what you can explore here.
How to find the best Webster package deals?
Use Expedia’s filter tool to find some tempting Webster package deals. When you start your search, just set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your adventure for midweek, or browse for Webster package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your vacation package as soon as possible.
Is it cheaper to book a Webster vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You’ll generally land a better deal than booking each component individually. And you’ll still have the freedom to create a customized Webster vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Webster?
If you have your Webster travel dates finalized, book as early as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Webster?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Webster.
  2. Budget wisely: On top of the cost of your accommodations, you’ll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may come up during your trip to Webster.
  3. Decide how long to go for: Now that you’re up to speed on Webster, you can figure out the perfect length of your break. Create a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Webster vacation package.

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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.