Book Exclusive Webster Vacation Packages

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Webster flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,125, price is now CA $556 per person
CA $556
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney Springs™ and ESPN Wide World of Sports Complex are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,756, price is now CA $1,675 per person
CA $1,675
per person
Jul 24 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,199, price is now CA $732 per person
CA $732
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orange County Convention Center and Aquatica are located nearby.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was CA $1,730, price is now CA $1,066 per person
CA $1,066
per person
Aug 1 - Aug 8
found 10 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
CW Hotel

CW Hotel

4 out of 5
Price was CA $1,726, price is now CA $1,090 per person
CA $1,090
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.

Top Webster hotels deals

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Free cancellation
Reserve now, pay when you stay
The price is CA $153 per night
CA $153
CA $163 total
Jun 21 - Jun 22
includes taxes & fees
Book a stay at this spa hotel in Wildwood. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Brownwood Paddock Square and Lake Okahumpka Park are located nearby.
Pool
Spa
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Free cancellation
Reserve now, pay when you stay
The price is CA $198 per night
CA $198
CA $266 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Pool
Hot tub
Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd Brooksville FL
Free cancellation
Reserve now, pay when you stay
The price is CA $95 per night
CA $95
CA $106 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this golf motel in Brooksville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sherman Hills Golf & Country Club and Withlacoochee Trail State Park are located nearby.
Pool
Breakfast included
SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

3 out of 5
5703 Oakley Blvd Wesley Chapel FL
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $156 total
Jun 22 - Jun 23
includes taxes & fees
Book a stay at this business-friendly hotel in Wesley Chapel. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions KRATE Shopping Center and The Grove at Wesley Chapel are located nearby.
Pool
Breakfast included
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $161 total
Jul 20 - Jul 21
includes taxes & fees
Book a stay at this golf hotel in Wildwood. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Shallow Creek Country Club and Continental Country Club are located nearby.
Pool
Pet-friendly
Roadstar Hotel Zephyrhills

Roadstar Hotel Zephyrhills

2 out of 5
5734 Gall Blvd Zephyrhills FL
Free cancellation
Reserve now, pay when you stay
The price is CA $106 per night
CA $106
CA $126 total
Jun 24 - Jun 25
includes taxes & fees
Book a stay at this business-friendly motel in Zephyrhills. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Zephyr Park and Links at Lake Bernadette are located nearby.
Pool
Breakfast included
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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

Webster Westside Flea Market

You can do some window-shopping at Webster Westside Flea Market during your trip to Webster. You can enjoy the coffeehouses while in the area.

Webster Westside Flea Market

Webster Vacations

We get it, geography isn't everyone's specialty. If you're not sure where Webster sits on a map, you'd be wise to investigate its location before you jet off!

You'll find it 11 miles (18 kilometers) from Mascotte and 13 miles (21 kilometers) from Dade City.

Ready to rub shoulders with the locals? 800 people call this part of Florida home.

Places to visit in Webster

Slip on your khakis and find your lucky putter. If you'd love to get outside for an afternoon on the green, secure a tee time at Sherman Hills Golf & Country Club. Need more options? Time spent in nature is proven to enhance both your physical and spiritual state of being. Spend time at Withlacoochee Trail State Park and experience the benefits of reconnecting with our natural world. That's not all there is to do here. An excellent way to really experience an area's culture is to venture to its lively marketplaces. Browse through the products and shop like a local at Webster Westside Flea Market.

Where do you fly into for Webster?

There's no better feeling than finally hitting the tarmac in a new place. If you're going to Webster, there's a good chance you'll be flying into Orlando International Airport (MCO). It's 45 miles (72 kilometers) to the east of the main streets. Collect your luggage and get set to kick-start your vacation!

Frequently asked questions

How much are vacation packages to Webster?
Enjoy an unforgettable travel experience in Webster with a vacation package starting from as low as CA $556. Organizing your tours, hotels and flights with Travelocity is so simple. And even better, our great deals will leave you with more cash in your pocket for fun, fun, fun!
Where can I get the best vacation package deals for Webster?
For an amazing package deal to Webster, book with Travelocity. Choose from 400 partner airlines and 1,000,000 properties across the globe to create your ultimate adventure — it couldn't be simpler.
Why should I purchase my Webster vacation package via Travelocity?
Whether you're searching for the ultimate unplugged vacation or you crave the fun and excitement of the big smoke, booking everything with Travelocity saves you time, money and hassle. No need to sift through hundreds of websites looking for the best deal — our Price Match Guarantee ensures you'll always get the lowest price, and our professional customer service experts are available 24/7 should you need anything at all.
Can I save on my Webster car rental if I combine it with my hotel or flight?
With a Webster vacation package, you can bundle your flight, hotel and car bookings and save a whole lot. If you can't wait to uncover the best of this wonderful location, why not check out Universal Studios Florida? This top sight is 56 kilometers from Webster. With your own wheels, you'll be there in a flash.
Which airport is best for Webster?
Orlando Intl. Airport (MCO) is popular. It's located approximately 72 kilometers east of Webster. Other options worth considering are Tampa Intl. Airport (TPA) (88 kilometers away from central Webster) and Orlando Sanford Intl. Airport (SFB) (80 kilometers away from central Webster).
What is there to do in Webster?
Webster Westside Flea Market should be at the top of your itinerary. Once you've crossed off this well-known attraction, simply roam the streets of Webster and discover what makes this wonderful destination tick.
Where should I stay when visiting Webster?
If you're looking for somewhere to base yourself, consider the River Daze Cabin - A cozy cabin right on the river. It's the top pick for many travelers.

Photos of local treasures

Browse Webster vacation photos for more inspiration