Book Exclusive Webster Vacation Packages

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Webster flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $1,431, price is now CA $480 per person
CA $480
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was CA $2,939, price is now CA $1,218 per person
CA $1,218
per person
Feb 26 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
Book a stay at this business-friendly hotel in Daytona Beach Shores. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Beach at Daytona Beach and Daytona Beach Boardwalk are located nearby.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was CA $1,274, price is now CA $549 per person
CA $549
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach 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 $1,165, price is now CA $544 per person
CA $544
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
Book a stay at this family-friendly aparthotel 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.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,434, price is now CA $688 per person
CA $688
per person
Feb 20 - Feb 27
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Top Webster hotels deals

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 $123 per night
CA $123
CA $138 total
Dec 22 - Dec 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
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Free cancellation
Reserve now, pay when you stay
Get rates
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
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 $103 per night
CA $103
CA $115 total
Dec 22 - Dec 23
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
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441 Leesburg FL
Free cancellation
Reserve now, pay when you stay
The price is CA $99 per night
CA $99
CA $109 total
Dec 29 - Dec 30
includes taxes & fees
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Paul P. Williams Auditorium and Lake Sumter Sports Complex and Recreation Area are located nearby.
Breakfast included
Parking included
WoodSpring Suites Orlando West - Clermont

WoodSpring Suites Orlando West - Clermont

2.5 out of 5
16311 FL-50 Clermont FL
Free cancellation
Reserve now, pay when you stay
The price is CA $95 per night
CA $95
CA $106 total
Dec 22 - Dec 23
includes taxes & fees
Stay at this hotel in Clermont. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Clermont National and Sanctuary Ridge Golf Club are located nearby.
Pet-friendly
Parking included
Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

3.5 out of 5
928 East State Road 44 Wildwood FL
Free cancellation
The price is CA $149 per night
CA $149
CA $160 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brownwood Paddock Square and Miona Lake Golf Club are located nearby.
Pool
Breakfast included
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See all available properties in Webster
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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

4.5/5(2 reviews)

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 $480. 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