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
Save 100% on your flight
Price was $660, price is now $343 per person
$343
per person
Nov 20 - Nov 26
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 Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,004, price is now $476 per person
$476
per person
Nov 7 - Nov 11
found 17 hours ago
Roundtrip 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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $815, price is now $403 per person
$403
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $754, price is now $377 per person
$377
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
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 $713, price is now $398 per person
$398
per person
Nov 7 - Nov 11
found 17 hours 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
$105 nightly
The price is $112 total per night
$112 total
Sep 30 - Oct 1
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
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $189 total per night
$189 total
Sep 13 - Sep 14
Total with taxes and fees
A golf course, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Family-friendly amenities include a children's pool and kid-friendly dining, along with hiking/biking trails. Enjoy the 15 outdoor tennis courts and perks like free WiFi.
Pool
Hot Tub
Spot X Hotel Wesley Chapel - Tampa Area

Spot X Hotel Wesley Chapel - Tampa Area

3 out of 5
5703 Oakley Blvd Wesley Chapel FL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $94 total per night
$94 total
Sep 9 - Sep 10
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
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
$110 nightly
The price is $122 total per night
$122 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hotel in Clermont. Enjoy free breakfast. Popular attractions Lake Felter and Kings Ridge Golf Club are located nearby.
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
$68 nightly
The price is $76 total per night
$76 total
Sep 21 - Sep 22
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, express check-in, and conference space. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
Roadstar Hotel Zephyrhills

Roadstar Hotel Zephyrhills

2 out of 5
5734 Gall Blvd Zephyrhills FL
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Sep 20 - Sep 21
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and a picnic area are also provided.
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.

Stay near popular Webster attractions

Webster Westside Flea Market

8.4/10 (40 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.
See properties

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 $343. 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

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