Deals on vacations and trips to Webster

Save when you book Webster package deals

Choose two or more items and save on your trip:

Webster flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $567, price is now $247 per person
$247
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Extended Stay America Suites Orlando Conv Ctr Universal Blvd

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

2.5 out of 5
International Drive District
Price was $997, price is now $384 per person
$384
per person
May 9 - May 14
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
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 on-the-go breakfast and free self parking.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $1,108, price is now $465 per person
$465
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $1,056, price is now $454 per person
$454
per person
Apr 17 - Apr 22
found 1 day ago
Roundtrip non-stop 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.

Top Webster hotels deals

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
$73 nightly
The price is $81 total per night
$81 total
Apr 5 - Apr 6
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
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
$118 nightly
The price is $132 total per night
$132 total
Mar 10 - Mar 11
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
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $182 total per night
$182 total
Mar 24 - Mar 25
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.
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $208 total per night
$208 total
Mar 23 - Mar 24
Total with taxes and fees
This resort features a golf course, a full-service spa, and 3 restaurants. Enjoy the 2 outdoor pools and perks like free WiFi. Enjoy the 15 outdoor tennis courts and gym, and unwind with a drink at the bar/lounge.
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $145 total per night
$145 total
Mar 22 - Mar 23
Total with taxes and fees
The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A coffee shop, luggage storage, and wedding services are also on offer.
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
$95 nightly
The price is $106 total per night
$106 total
Mar 10 - Mar 11
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.
Don't see what you're looking for?
See all available properties in Webster
View all properties
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(24 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

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 $247. 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