Webster Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
The Anchor Motel

The Anchor Motel

2 out of 5
Eastward Look
per person
Jun. 5 - Jun. 10
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.6/10 Exceptional! (14 reviews)
Located directly across from the beach. Great location for walking to restaurants or the beach. Contactless check in. Prompt communication with management.

Reviewed on Apr. 26, 2025

The Attwater

The Attwater

3.5 out of 5
Top of the Hill
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.4/10 Exceptional! (400 reviews)
The Attwater has everything you could want in an inn - modern bathrooms and decor, comfortable bed, lovely breakfast, free parking, and it is within walking distance to shops and restaurants. Our spacious King suite (on the 3rd floor) had wood floors, a mini fridge, and a gas fireplace in a separate sitting area. The mansions, Cliff Walk, and Thames Street are a short drive away. (All are within walking distance too). The Inn keeper(s) do everything in their power to ensure check-in is easy and your stay is comfortable. Be sure to do the Ocean Drive loop and stop at Picnic or Cru Cafe for lunch.

Reviewed on Apr. 27, 2025

Gilded

Gilded

3 out of 5
Top of the Hill
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.4/10 Exceptional! (336 reviews)
The property is in a great location, walking distance from lots of restaurants and shopping. The staff was super friendly and accommodating. Would definitely stay here again.

Reviewed on Apr. 27, 2025

Wayfinder Newport

Wayfinder Newport

4 out of 5
per person
Jun. 5 - Jun. 10
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
7.8/10 Good! (771 reviews)
Better hotel than many of the reviews lead me to believe - very quiet, nice, and even had renovated rooms

Reviewed on Apr. 26, 2025

Cliffside Inn

Cliffside Inn

3.5 out of 5
Bellevue Avenue Historic District
Save 100% on your flight
per person
Jun. 5 - Jun. 10
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Providence (PVD)
9.8/10 Exceptional! (385 reviews)
I thought the property was charming. The type of breakfast really wasn’t of our taste, but it was done very nicely.

Reviewed on Apr. 27, 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 $160 per night from May 18 to May 19
CA $160
CA $179 total
includes taxes & fees
May 18 - May 19
9/10 Wonderful! (1,154 reviews)
"Greeted with a SMILE!! Just a perfect way to start a weekend"

Reviewed on Apr. 27, 2025

Wellsworth Hotel
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 $123 per night from May 4 to May 5
CA $123
CA $137 total
includes taxes & fees
May 4 - May 5
7.6/10 Good! (950 reviews)
"Basic hotel, was clean but noisy. The breakfast was very good."

Reviewed on Apr. 26, 2025

Comfort Inn Auburn - Worcester
Hilton Garden Inn Worcester
Hilton Garden Inn Worcester
3 out of 5
35 Major Taylor Boulevard, Worcester, MA
Fully refundableReserve now, pay when you stay
The price is CA $171 per night from May 31 to Jun. 1
CA $171
CA $196 total
includes taxes & fees
May 31 - Jun 1
7.8/10 Good! (1,001 reviews)
"Everything"

Reviewed on Apr. 26, 2025

Hilton Garden Inn Worcester
See all 366 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 $1,266 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.