Webster Vacations from $317

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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.

The Latest Webster vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn New London - Mystic Area by IHG

Holiday Inn New London - Mystic Area by IHG

3 out of 5
Price was $394, price is now $317 per person
$317
per person
Feb 13 - Feb 16
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Providence (PVD)
8.4/10 Very Good! (1,005 reviews)
Clean and very spacious. Great value. Staff friendly and very helpful.

Reviewed on Jan 3, 2026

Hilton Mystic

Hilton Mystic

3.5 out of 5
Price was $478, price is now $374 per person
$374
per person
Feb 13 - Feb 16
found 2 hours ago
Roundtrip flight included
Dallas (DFW) to Providence (PVD)
8.6/10 Excellent! (1,003 reviews)
Beautiful property, easy parking. Clean rooms excellent staff.

Reviewed on Jan 5, 2026

Edgewood Manor

Edgewood Manor

3 out of 5
Edgewood
Price was $760, price is now $605 per person
$605
per person
Mar 8 - Mar 11
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Providence (PVD)
7.8/10 Good! (23 reviews)
Was met with a rude, quick phone call from the host when expressing the room accommodations were not as displayed on Expedia. Purchased a "deluxe king room" that had a jacuzzi for our anniversary and was told thats not what we get for the price point even though what we paid was in the range of that said room on their personal website. The shower had mold, bed was creaky and moderately comfortable, and breakfast was limited (2 pieces of bread and half a pear- bacon offered but I dont eat red meat and no alternatives were able to be made). Host was nicer in person but disappointed with the lack of accommodations.

Reviewed on Oct 1, 2025

Forty 1 North

Forty 1 North

4.5 out of 5
Downtown Newport
Price was $1,161, price is now $930 per person
$930
per person
Mar 8 - Mar 11
found 2 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Providence (PVD)
9/10 Wonderful! (440 reviews)
beautiful property, they paid attention to details, this hotel goes above and beyond expectations. Would definitely recommend and come back.

Reviewed on Oct 21, 2025

Omni Providence Hotel

Omni Providence Hotel

4 out of 5
Downtown Providence
Price was $587, price is now $474 per person
$474
per person
Mar 8 - Mar 11
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Providence (PVD)
8.8/10 Excellent! (2,866 reviews)
Rooms were amazing/ clean !! The staff and management went above and beyond to accommodate my needs

Reviewed on Jan 4, 2026

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Discover the most popular places to visit in Webster

Indian Ranch

5/5(3 reviews)

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 savor the top-notch restaurants.

Indian Ranch

Lake Webster

4.5/5(3 reviews)

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

Mohegan Bowl

Webster Hotel Deals

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!

Webster MA
$395 nightly
The price is $441 total per night from Jan 12 to Jan 13
$441 total
Jan 12 - Jan 13
Total with taxes and fees
10/10 Exceptional! (2 reviews)
We loved the space, it accommodated our larger group and had all the amenities we needed. We only stayed 1 night but would have loved to stay longer! The porch area was very nice to sit out on at night.

Reviewed on Nov 4, 2025

Family-friendly 5-Bedroom Webster Home w/ Cozy Balcony - Perfect for Families!
Webster Lake - One Home -Two Apartments

Webster Lake - One Home -Two Apartments

Webster MA
9.8/10 Exceptional! (17 reviews)
Excellent stay, as usual. Hope to visit again.

Reviewed on Nov 3, 2025

Get rates
Webster Lake - One Home -Two Apartments
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $98 total per night from Jan 28 to Jan 29
$98 total
Jan 28 - Jan 29
Total with taxes and fees
8/10 Very Good! (1,009 reviews)
Staff was great! We requested the first floor and while we could have chosen the 3 o 4 th. Renovated floors, we wanted easy access to our car. Our children live in Hopkinton so we like the easy in and out of that floor. That being said the room was clean and comfortable! We always stay here when ...

Reviewed on Jan 3, 2026

Sonesta Select Boston Milford
See all 421 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.

Find the Best Webster Vacation Packages

Webster Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
11,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Breezy Picnic Grounds & Waterslides, Wells State Park and TriState Speedway

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Frequently asked questions

How much does a Webster vacation package cost?
You can grab a vacation package to this destination from $317 on Expedia. But how much your vacation to Webster costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Webster?
If you'd like to score a cheap Webster vacation package, consider planning a trip in December, January and February. You'll usually find better prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Webster?
Usually, a handful of days is enough to tick off the major attractions during your Webster vacation. But if you want to have time to chill out or take day trips, think about extending your itinerary.
Is it worth booking a vacation package to Webster?
It's easy to see why a Webster vacation is on the to-do list of many travelers. Top attractions like Indian Ranch are just the beginning of what you can explore here.
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 customize your search by "Property class," "Number of bedrooms," "Traveler 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 vacation as a package?
An Expedia vacation 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 vacation package to Webster?
If you're planning an impromptu Webster vacation, 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.
Does Expedia offer Book Now, Pay Later Webster vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Webster vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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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.