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The Best Hotels for First Time Visitors in Winter Haven

Where to Stay on Your First Trip to Winter Haven

If it's your first trip to Winter Haven, Florida for the activities and sightseeing, then you're in for a treat. But the biggest question is often where to stay for a first time visitor to Winter Haven. With so many amazing hotels to choose from, it can be tough to make a decision to make the most of your first trip here. That's where we come in! In this comprehensive guide, we'll help you find the best hotels for first-timers in Winter Haven. After analyzing all of the hotels based on price, location, amenities, ratings, and more, we have come up with our list of the best hotels in Winter Haven for first time visitors. We'll cover everything you need to know about these hotels, including the amenities, location, prices and ratings. So, whether you're traveling solo, with family, or as a couple on a romantic getaway, you'll find the perfect hotel if you've never visited Winter Haven beofre. So check out these terrific hotels, many of which have sparkling swimming pools, delicious restaurants, and top-notch amenities, along with the perfect balance of comfort, location, and affordability. So, let's get to it and discover the best hotels in Winter Haven for your first trip!

(Prices are listed in U.S. Dollars.)

Staybridge Suites Winter Haven - Auburndale By IHG

3-star Hotel with prices starting at $145 (before taxes) - See All Prices
Great Hotel for First Time Visitors
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
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Located at 305 5th St Nw And Avenue D Nw, Staybridge Suites Winter Haven - Auburndale By IHG has great rooms from $145 (before taxes). It offers an outdoor pool, a fitness center, rooms with kitchens, laundry services, and laundry facilities. It has a terrific 9.50 rating out of 10 from previous guests who have stayed here. Only 0.2 miles from the city center, first time visitors will especially love bicycle rental, family rooms, air-conditioning, a 24-hour desk, and a microwave at this relaxing hotel. The swimming pool is fantastic and lots of fun, too. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Kitchen
More Great Amenities
  • Fitness center
  • Laundry service
  • Bicycle rental
  • Family rooms
  • Microwave
  • Refrigerator
View Prices and Reviews


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Courtyard by Marriott Winter Haven

3-star Hotel with prices starting at $156 (before taxes) - See All Prices
Perfect for Your First Visit to Winter Haven
  • Great Value: the price is lower than average for 3-star hotels.
  • Heated pool
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A great place to stay is Courtyard by Marriott Winter Haven which has nice rooms starting at $156. Offering an outdoor pool, a restaurant, a fitness center, a bar, and laundry services, it also has a great guest rating of 8.40 out of 10 from many previous guests. It's located at 6225 Cypress Gardens Boulevard SE. This convenient hotel is also nice because it offers free parking, a heated pool, air-conditioning, a 24-hour desk, and a microwave which visitors will enjoy. Also, it's just 4.1 miles from the city center. You'll love relaxing in the heated pool after a busy day exploring. It's also less than the average price for first time trip hotels, so it's a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
More Great Amenities
  • Restaurant
  • Fitness center
  • Bar/Lounge
  • Laundry service
  • Free parking
  • Heated pool
  • Microwave
  • Refrigerator
View Prices and Reviews


LEGOLAND Florida Resort

3-star Resort with prices starting at $226 (before taxes) - See All Prices
A Good Stay for Your First Trip
  • Heated pool
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We found LEGOLAND Florida Resort to be a great place to stay, and the price starts at $226. We loved that is has an outdoor pool, a restaurant, a bar, parking, and evening entertainment, and it also has a terrific guest rating of 8.20 out of 10 from previous guests. It's located at 1 Legoland Way. You'll also find an indoor play area, mini-golf, family rooms, a heated pool, and air-conditioning which travelers will love. And this fun hotel is just 3.2 miles from the center of town. Unwinding at the restaurant after sightseeing is a nice way to end the day.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Parking
More Great Amenities
  • Restaurant
  • Bar/Lounge
  • Family rooms
  • Heated pool
  • Refrigerator
  • Playground
  • Kids' club
View Prices and Reviews


Home2 Suites by Hilton Winter Haven

3-star Hotel with prices starting at $155 (before taxes) - See All Prices
Perfect for Your First Time in Winter Haven
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
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With terrific rooms from $155, Home2 Suites by Hilton Winter Haven, at 6015 Cypress Gardens Boulevard provides an outdoor pool, a fitness center, rooms with kitchens, laundry services, and golf. Its terrific guest rating is 9.20 out of 10 from previous guests staying here. New visitors will really like this amazing hotel which also offers pet-friendly rooms, laundry facilities, air-conditioning, a 24-hour desk, and a microwave. It's located just 3.7 miles from the city center, too. And with the ability to cook your own meals in the kitchen, you can save money and time. It's a great value, as the price is less than the average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
  • Kitchen
More Great Amenities
  • Fitness center
  • Laundry service
  • Pets allowed
  • Microwave
  • Refrigerator
View Prices and Reviews


Best Western Plus Winter Haven Inn & Suites

3-star Hotel with prices starting at $149 (before taxes) - See All Prices
Perfect for First-Timers
  • Great Value: the price is lower than average for 3-star hotels.
  • High Quality: guest ratings are higher than average.
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Best Western Plus Winter Haven Inn & Suites has a great guest rating of 9.10 out of 10, and offers an outdoor pool, a fitness center, rooms with kitchenettes, free parking, and laundry facilities. The great rooms here start at $149 before taxes and depending on the season. It can be found at 5801 Roosevelt Drive. Furthermore, it also offers air-conditioning, a 24-hour desk, a microwave, a refrigerator, and an EV charging station, which is nice for first time visitors. Just 3.4 miles from the city center, this fantastic hotel is a terrific choice. We find the kitchenette here to be a great way to get a good breakfast and save time and money. We found the price of this hotel to be a great value because the price is less than average for first time trip hotels.

First Time Trip Hotel Amenities
  • Outdoor pool
More Great Amenities
  • Fitness center
  • Kitchenette
  • Free parking
  • Microwave
  • Refrigerator
View Prices and Reviews


Hampton Inn Winter Haven

3-star Hotel with prices starting at $129 (before taxes) - See All Prices
Among the Best Places to Stay for a First Visit to Winter Haven
  • Great Value: the price is lower than average for 3-star hotels.
  • Heated pool
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Location on Map

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The great guest rating of Hampton Inn Winter Haven is 8.60 out of 10. This place has an outdoor pool, a fitness center, laundry services, golf, and pet-friendly rooms. Prices for the terrific rooms are from $129, and it's located at 202 Cypress Gardens Boulevard. We also love the free parking, laundry facilities, a heated pool, air-conditioning, and a 24-hour desk which are great for visitors. And since it's just 1.3 miles from the center of the town, the location is great, too. The price of this hotel is less than average for first time trip hotels, which makes it a great value.

First Time Trip Hotel Amenities
  • Outdoor pool
More Great Amenities
  • Fitness center
  • Laundry service
  • Pets allowed
  • Free parking
  • Heated pool
  • Refrigerator
View Prices and Reviews


Also, take a look at the first time trip hotels in nearby destinations: Orlando, Kissimmee, Tampa, Lake Buena Vista, and Sarasota.

For more terrific hotel ideas in Orlando, make sure you also see Best Family-Friendly Hotels in Orlando, Best Luxury Hotels in Orlando, Best Pet-Friendly Hotels in Orlando, Best Hotels for First Time Visitors in Orlando, Best Hotels for a Weekend Getaway in Orlando, Best Hotels for One Week in Orlando, Best Hotels for One Night in Orlando, Best Romantic Hotels for Couples in Orlando, Best Party Hotels in Orlando, Best Business Hotels in Orlando, or Best Party Hotels in Orlando.


How much do hotels for first-time visitors cost in Winter Haven?

Winter Haven Average First Time Trip Hotel Price
$160

After analyzing 6 first time trip hotels in Winter Haven, Florida, we found the average first time trip hotel price to be a remarkably economical $160. Naturally, this destination has many fantastic first time trip accommodation options with a variety of prices. The price will vary by the hotel's amenities, available dates, and the general location. If you're interested in more information about hotels here, see our guide to hotel prices in Winter Haven.

The average prices of our suggested first time trip hotels by star rating:

  • 3-star hotels: $160


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