Deals on vacations and trips to Webster

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Webster flight + hotel vacation packages

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

Seasons Florida Resort

2 out of 5
Price was $632, price is now $287 per person
$287
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $931, price is now $389 per person
$389
per person
Oct 27 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,017, price is now $430 per person
$430
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $1,766, price is now $880 per person
$880
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $908, price is now $459 per person
$459
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.

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
$126 nightly
The price is $135 total per night
$135 total
Sep 14 - Sep 15
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Spa
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
$104 nightly
The price is $116 total per night
$116 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast 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
Reserve now, pay when you stay
$85 nightly
The price is $91 total per night
$91 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
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
$72 nightly
The price is $81 total per night
$81 total
Sep 7 - Sep 8
Total with taxes and fees
This motel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast 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
$69 nightly
The price is $77 total per night
$77 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities are provided for your convenience.
Pet friendly
Parking included
Staybridge Suites Clermont Southeast by IHG

Staybridge Suites Clermont Southeast by IHG

3 out of 5
3440 South US Hwy 27, Clermont, FL
Free Cancellation
$95 nightly
The price is $105 total per night
$105 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this 3-star hotel in Clermont. Enjoy free breakfast. Popular attractions Kings Ridge Golf Club and Kings Ridge Driving Range are located nearby.
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

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

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 $287. 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 35 mi 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 45 mi east of Webster. Other options worth considering are Tampa Intl. Airport (TPA) (55 mi away from central Webster) and Orlando Sanford Intl. Airport (SFB) (50 mi 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