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Top Webster hotels

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
Fully refundable
$79 nightly
The price is $85 total per night from Aug 9 to Aug 10
$85 total
Aug 9 - Aug 10
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. ...
"This was, by far, the worst hotel experience I have ever had. We arrived late because of traffic and upon arrival found out they sold our 6 person suite to someone else. The people on staff at the table then proceeded to spend the next HOUR scolding me for booking through Expedia saying that it doesn’t ..."

Reviewed on Jul 25, 2026

Opens in a new windowHoliday Inn Express & Suites Wildwood The Villages by IHG
Staybridge Suites Clermont Southeast by IHG

Staybridge Suites Clermont Southeast by IHG

3 out of 5
3440 South US Hwy 27 Clermont FL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Aug 2 to Aug 3
$94 total
Aug 2 - Aug 3
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.
"Very clean and the staff was very friendly and helpful"

Reviewed on Jul 25, 2026

Opens in a new windowStaybridge Suites Clermont Southeast by IHG
Fairfield Inn & Suites by Marriott Clermont

Fairfield Inn & Suites by Marriott Clermont

3 out of 5
1750 Hunt Trace Clermont FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Aug 2 to Aug 3
$103 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
"Pool and food was good"

Reviewed on Jul 25, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Clermont
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $136 total per night from Aug 13 to Aug 14
$136 total
Aug 13 - Aug 14
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 ...
Opens in a new windowBrownwood Hotel & Spa
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $189 total per night from Aug 2 to Aug 3
$189 total
Aug 2 - Aug 3
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 ...
Opens in a new windowSaddlebrook Resort
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
$85 nightly
The price is $95 total per night from Jul 29 to Jul 30
$95 total
Jul 29 - Jul 30
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 ...
Opens in a new windowSPOT X Hotel Tampa - Wesley Chapel by The Red Collection
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $149 total per night from Jul 27 to Jul 28
$149 total
Jul 27 - Jul 28
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 ...
Opens in a new windowHotel Eastport
Best Western Wesley Chapel

Best Western Wesley Chapel

2.5 out of 5
5639 Oakley Blvd. Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $106 total per night from Aug 1 to Aug 2
$106 total
Aug 1 - Aug 2
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Opens in a new windowBest Western Wesley Chapel
Mission Resort and Club

Mission Resort and Club

4 out of 5
10400 County Road 48 Howey-in-the-Hills FL
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $165 total per night from Aug 1 to Aug 2
$165 total
Aug 1 - Aug 2
Total with taxes and fees
This hotel features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with a playground and an arcade/game room, and families will ...
Opens in a new windowMission Resort and Club
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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.

Top reasons for your vacation to Webster

  • Outdoor Activities: Webster, Florida offers a variety of outdoor activities suitable for all ages, including hiking and biking trails, fishing spots, and golf courses.
  • Webster Flea Market: Explore the popular Webster Flea Market, known for its wide selection of vendors selling antiques, collectibles, and unique items.
  • Dade Battlefield Historic State Park: Visit the Dade Battlefield Historic State Park, where you can learn about the history of the Second Seminole War and explore the park's trails and picnic areas.
  • Adventure Island: For water park enthusiasts, nearby Adventure Island offers thrilling water slides and pools for a fun-filled day of aquatic adventures.
  • Charming Local Shops: Take a short walk to explore the charming local shops and boutiques in Webster, where you can find unique souvenirs and delicious treats.

Explore the best activities and sights in Webster

Webster, Florida is a perfect destination for an outdoor vacation with your family. With its close proximity to shopping, there are plenty of activities suitable for all ages. Nearby attractions include hiking and biking trails, fishing spots, and golf courses. During the day, you can explore popular landmarks such as the Webster Flea Market and the Dade Battlefield Historic State Park. For water park enthusiasts, the nearby Adventure Island offers thrilling water slides and pools. With lots of activities to choose from, Webster guarantees a fun-filled outdoor vacation for the whole family.

  1. Webster Westside Flea Market: This vibrant public market is a must-visit for those seeking a unique experience. With its lively atmosphere, you'll have the chance to browse through a wide variety of stalls offering everything from antiques to fresh produce. The market also hosts camping events, festivals, and biking and running trails, making it a perfect destination for outdoor enthusiasts. Indulge in delicious seafood dishes and enjoy a cup of coffee while taking in the bustling surroundings. Explore the wildlife exhibits and immerse yourself in the rich historical heritage of the area. The Webster Westside Flea Market offers a perfect blend of city life and natural beauty, providing an exciting and diverse experience for visitors.

Where to stay in Webster

Get ready to experience the joys of outdoor vacation in Webster, Florida! Known for its close proximity to shopping, Webster offers a variety of outdoor activities for you and your family to enjoy. Take a short walk to explore the charming local shops and boutiques, where you can find unique souvenirs and delicious treats. If you're craving a taste of the vibrant nightlife, head to nearby Wesley Chapel for a fun evening out. And for nature lovers, make sure to visit the beautiful outdoor destinations like Las Vegas and South Dakota, where you can immerse yourself in stunning landscapes and thrilling adventures.

  1. Tarrytown: Tarrytown is a charming city nestled in the heart of Florida. Known for its picturesque landscapes and warm hospitality, it offers a unique outdoor experience for families. Tarrytown is surrounded by beautiful lakes and forests, perfect for hiking, fishing, and boating. Families can also explore the city's rich history by visiting historic sites like the Tarrytown Lighthouse and the Sleepy Hollow Cemetery. The local farmers' markets and festivals provide a taste of the town's vibrant culture and delicious cuisine. With its small-town charm and natural beauty, Tarrytown is an ideal destination for an outdoor vacation with your family.

Best times to go to Webster

The travel seasons of Webster

Trips to Webster show a small change in popularity throughout the year. The peak season to visit is from January to March, with March being the highest month. Off-peak season starts from October to December, and October sees the least travelers.

Webster has something in store for you whenever you visit. January is the coldest month of the year, while July and August are hottest, with average temperatures up to 81.5 degrees Fahrenheit. The wettest month in Webster is August, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January58.5°F (14.7°C)Light RainMostly Sunny
February62.8°F (17.1°C)Light RainMostly Sunny
March66.2°F (19.0°C)Light RainMostly Sunny
April71.8°F (22.1°C)Light RainMostly Sunny
May76.6°F (24.8°C)Light RainMostly Sunny
June80.4°F (26.9°C)Light RainMostly Sunny
July81.5°F (27.5°C)Light RainMostly Sunny
August81.5°F (27.5°C)Light RainMostly Sunny
September79.2°F (26.2°C)Light RainMostly Sunny
October73.8°F (23.2°C)Light RainMostly Sunny
November66.6°F (19.2°C)No Rain (Dry)Mostly Sunny
December62.6°F (17.0°C)Light RainMostly Sunny

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys an unforgettable vacation. Utilize our family-friendly badge to find hotels with additional amenities for children. Our custom filters assist in narrowing down options to hotels that are nearest to popular attractions, offer enhanced cleaning, and are within your budget. Trust us to help you discover the perfect accommodations.

Why should I book with Travelocity?

Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are stress-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating cherished memories. To that end, we will assist you in finding and planning your perfect trip, along with offering transparent pricing and reliable reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Webster?

When planning your trip to Webster, Florida, it's best to visit during the off-peak season from October to December to save money. Consider bundling your flight, hotel, and car bookings together to get a discounted price. As for inexpensive local activities, you can visit the Webster Westside Flea Market, where you can find a variety of affordable items. Another option is to explore nature at the Withlacoochee State Forest, which offers hiking and wildlife viewing opportunities. Lastly, you can enjoy a picnic or go fishing at the nearby Lake Panasoffkee.

Frequently asked questions

What are the top kid-friendly hotels in Webster?
From fun amenities to bigger rooms, kid-friendly hotels are equipped with features that can help turn a good family vacation into an extraordinary one. These Webster options make traveling with your youngsters child's play: Blueberry Hill will help make your break the most memorable one yet. It features a range of nice touches, such as a swimming pool and pet-friendly facilities. Otherwise, spend your Webster trip at Red Oaks. Take advantage of a swimming pool, laundry facilities and more here.
Where can I find cheap hotels in Webster?
At Travelocity you'll find really nice hotels in Webster at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Webster rather than in Webster. We may find you even better rates, too.
How do I find the best Webster hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Webster then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Webster?
The cheapest hotel in Webster is $85. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Webster?
There are 2,258 hotels in Webster on Travelocity.
What are the best hotels in Webster?
Webster has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Webster for you!
When is the best time to visit Webster?
If you want the joy of a fun-filled trip in peak season, visit Webster during February, March and April. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, July and October.
When is the cheapest time to stay in Webster?
Based on historic data is usually the cheapest month to visit Webster. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Webster?
There are multiple hotels in Webster that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Webster. We have plenty of kid-friendly hotels in Webster to choose from on Travelocity!
Why book a hotel in Webster through Travelocity?
Because we have the top hotels in Webster! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Webster on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Webster hotel reviews by fellow wanderers

Staybridge Suites Clermont Southeast by IHG

Staybridge Suites Clermont Southeast by IHG

5 out of 5
Posted 19 hours ago
Travelocity Verified Review
"Very clean and the staff was very friendly and helpful"
A verified traveler stayed at Staybridge Suites Clermont Southeast by IHG
Staybridge Suites Clermont Southeast by IHG

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