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.
Marina Bay Cottages

Marina Bay Cottages

2 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Providence (PVD)
9.4/10 Exceptional! (40 reviews)
The cabins were quaint but updated tastefully. All higher end hotel like linens, towels, shampoos etc. Very close driving to a small beach, walking boardwalk, and many restaurants. Only reason i did not give it full 5 stars in all categories because it was really hot and unit had only 1 small ac. If i had asked however, they would have moved us, or given us another unit. Lively small getaway, perfect

Reviewed on Aug. 4, 2025

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

3 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Providence (PVD)
8.4/10 Very Good! (1,090 reviews)
Liked beds and pillows. Towels smelled good and plenty of them. Good a/c. Bath sink too small, no ice bucket. Our room was quiet. Decent breakfast.

Reviewed on Aug. 4, 2025

Holiday Inn Express Mystic by IHG

Holiday Inn Express Mystic by IHG

2.5 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Providence (PVD)
8.6/10 Excellent! (1,001 reviews)
We waited at least 10 minutes at the desk before we saw an employee. He was very friendly and helpful but we were starting to think no one was working. Breakfast was good, room was nice. My sister accidentally almost walked into an employee. She apologized and that employee, who may have been a manager (only one with a jacke on) proceeded to mock her and make faces, not knowing others could see what she was doing. She them got in the elevatot with us ad proceded to stare down my sister like she wanted to stab her. It was un-nerving. VERY inprofessional, and insafe feeling!

Reviewed on Aug. 1, 2025

Stonecroft Country Inn

Stonecroft Country Inn

3.5 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Providence (PVD)
10/10 Exceptional! (31 reviews)
Langworthy Inn

Langworthy Inn

3.5 out of 5
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Providence (PVD)
9.4/10 Exceptional! (9 reviews)
We were in the area visiting our son, and the Inn was very convenient. The room was very comfortable, and Rebecca was very accommodating and an amazing host. If we are ever back in the area, we will definitely stay again.

Reviewed on Aug. 1, 2025

Ready to book your vacation to Webster?

 

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Webster Hotel Deals

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 $123 per night from Aug 11 to Aug 12
CA $123
CA $137 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,459 reviews)
"Very dog friendly"

Reviewed on Jul. 30, 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 CA $164 per night from Aug 11 to Aug 12
CA $164
CA $183 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (1,261 reviews)
An excellent value and wonderful place to stay
"Hotel and staff are excellent. Very quiet, great bathroom, and close to very good trails for hiking and running."

Reviewed on Aug. 3, 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 CA $175 per night from Aug 10 to Aug 11
CA $175
CA $196 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Quick checkin. Friendly staff."

Reviewed on Jul. 22, 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 Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Webster vacation package cost?
Offering excellent value package deals from CA $675 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.

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