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Winter Haven Florida Accommodations

Find hotels & motels in Winter Haven using the list below. Find cheap and discounted hotel/motel rates in or nearby Winter Haven, FL for your business or personal leisure travel. We show the best Winter Haven Florida hotel/motel rooms. Review the Winter Haven hotel list below to find the perfect lodging. We also have a map of the Winter Haven hotels. Need 5+ Rooms? Secure Winter Haven Group Hotel Deals

The Winter Haven center point is approximately 1 mile north of Winter Haven Amtrak and 1 mile west of Polk Community College.

Whether you're escaping the frigid cold up north during the winter or seeking a sunny, lakefront destination for your summer vacation, Winter Haven is an excellent choice. More than 50 lakes fall within this city's borders, including the famous Chain of Lakes and their associated canals. Select a comfortable Winter Haven hotel and start planning your next trip today. More from this guide...

Winter Haven Hotels & Accommodations

Winter Haven Gardens Inn & Banquet Center 1150 3rd St. Sw, Winter Haven, FL 33880
  • Cheap Downtown property
  • 225 rooms in hotel
Average 3.0 /5Reviews CallBookMore Details
Howard Johnson : 1300 3rd St. Sw
1300 3rd St. Sw, Winter Haven, FL 33880
  • Low Cost Suburban hotel
  • Check-in time: 3:00
  • Continental breakfast left something to be desired
  • About half of guests said the rooms were modern
Americas Best Value Inn - Winter Haven 2275 8th St. Nw, Winter Haven, FL 33881
  • Cheap Highway hotel
  • 2 floors in property
Average 3.5 /5Reviews CallBookMore Details
Hampton Inn Winter Haven : 202 Cypress Gardens Boulvard 202 Cypress Gardens Boulvard, Winter Haven, FL 33880
  • 3-star Downtown property
  • Check-in time: 3:00pm
  • World class service
  • For 91%, the rooms looked old
Very Good 4.0 /5Read Reviews CallBookMore Details
Rodeway Inn & Suites : 1911 Cypress Gardens Blvd. 1911 Cypress Gardens Blvd., Winter Haven, FL 33884
  • Economy Downtown property
  • Free breakfast available
Shergill Grand Hotel - Winter Haven 5665 Cypress Gardens Blvd., Winter Haven, FL 33884
  • Located in Winter Haven, Florida, the Shergill Grand Hotel is the closest hotel to the famous LEGOLAND Florida. Other fascinating attractions, such as the Cypress Gardens and Eagle Lake, are also nearby. Families will especially enjoy this hotel with its affordable rates and pet-friendly policies. A large outdoor pool and Jacuzzi are complimented by a poolside snack shack. Also on the premises is a business center, several meeting rooms, a fitness center, and a restaurant that serves breakfast and dinner only. The Shergill Grand Hotel offers competitive rates without sacrificing on service, and even has packages for those who want to visit LEGOLAND.
  • Affordable Lake hotel
  • 5 meeting rooms in property
Park View Hotel in Winter Haven 5651 Cypress Gardens Blvd., Winter Haven, FL 33884
  • Affordable Lake hotel
  • Access to gym on-site
  • Most guests found problems with the furniture
  • Hotel facilities could use a good clean
Legolanda Florida Resort Hotel in Winter Haven
1 Legoland Way, Winter Haven, FL 33884
  • Three Star hotel
  • Hotel has 5 floors
Lakmar in Winter Haven 2520 Highway 92 West, Winter Haven, FL 33881
  • Three Star Lake hotel
  • Check in time: 3 pm
Best Western Auburndale Inn & Suites - Auburndale 1008 Us Highway 92 West, Auburndale, FL 33823 ~5.89 miles west of Winter Haven
  • 3-star Highway hotel
  • Free comp. breakfast
Very Good 4.0 /5Reviews CallBookMore Details
Fairbridge Inn Express 28610 Us Highway 27 North, Dundee, FL 33838 ~6.04 miles east of Winter Haven
  • Low priced Highway property
  • Hotel has 2 floors
Rodeway Inn & Suites 605 B Moore Rd., Haines City, FL 33844 ~6.34 miles northeast of Winter Haven
  • Economy Suburban property
  • Comp. Breakfast
  • Great price
  • Clean pool, said 91%
Balmoral Resort Florida - Haines City 124 Kenny Blvd., Haines City, FL 33897 ~7.70 miles northeast of Winter Haven
  • 4-star Lake property
  • Gym / Fitness Center Available
Very Good 4.5 /5Recent Reviews CallBookMore Details
Holiday Inn Express Lake Wales North Winter Haven 2953 Ridge Way, Lake Wales, FL 33859 ~7.88 miles southeast of Winter Haven
  • Three Star Suburban hotel
  • Free breakfast available
  • Tasty breakfast
  • Most guests thought the building was wonderful
Green Gables Inn 21380 Highway 27, Lake Wales, FL 33859 ~10.15 miles southeast of Winter Haven
  • Low-priced Lake hotel
  • 56 sleeping rooms in hotel
Hampton Inn & Suites Winter Haven / Lake Wales 22900 Us Highway 27, Lake Wales, FL 33859 ~10.15 miles southeast of Winter Haven
  • 3 star Highway property
  • 4 floors in hotel
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hampton Inn Bartow 205 Old Bartow Eagle Lake Rd., Bartow, FL 33830 ~10.26 miles southwest of Winter Haven
  • 3-star Rural hotel
  • 4 floors in property
Holiday Inn Express Hotel & Suites : 1565 N.brodway Ave. 1565 N.brodway Ave., Bartow, FL 33830 ~10.27 miles southwest of Winter Haven
  • Mid-scale Downtown property
  • Hotel has 33 suites
Stay Inn & Suites 1035 North Broadway Ave., Bartow, FL 33830 ~10.53 miles southwest of Winter Haven
  • 2 star Downtown property
  • Free comp. breakfast
  • Comfortable beds
  • No flat screen
Westmont Inn - Lakeland
1817 East Memorial Blvd., Lakeland, FL 33801 ~12.11 miles west of Winter Haven
  • 2-star Lake property
  • Free complimentary breakfast
Best Motel Lakeland in Lakeland 601 East Memorial Blvd., Lakeland, FL 33801 ~13.55 miles west of Winter Haven
  • Low priced Downtown property
  • Check in time: 12:00pm
  • Could use a good cleaning
  • Most guests didn't like the uncomfortable beds
Terrace Hotel - Lakeland 329 East Main St., Lakeland, FL 33801 ~13.59 miles west of Winter Haven
  • Expensive Downtown property
  • Hotel has 9 floors
  • Very good city hotel
  • Most guests thought the dining area was clean
Very Good 4.0 /5Reviews CallBookMore Details
America's Best Inn Lakeland 508 East Memorial Blvd., Lakeland, FL 33801 ~13.60 miles west of Winter Haven
  • Low priced hotel
Still Waters Studio
3020 South Florida Ave. Suite 207, Lakeland, FL 33803 ~13.67 miles west of Winter Haven
  • 4-star property
The Aveune Hotel Lakeland in Lakeland
3405 South Florida Ave., Lakeland, FL 33803 ~13.76 miles west of Winter Haven
  • Affordable Downtown property
  • 2 floors in property
Very Good 4.5 /5Reviews CallBookMore Details
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Best Time to Visit Winter Haven, Florida

Summer represents the high season in Winter Haven, drawing tourists as well as people who have summer homes within the city limits. The hot, humid weather proves excellent for water sports and other outdoor activities, though it might seem oppressive to some visitors — especially those who lack experience with high temperatures and humidity. Additionally, you'll pay higher hotel rates during the summer because of increased demand.

Consider visiting during the fall if you're hoping to find cooler temperatures and fewer crowds. In October, for instance, highs in the 80s and lows in the 60s create the perfect environment for outdoor adventures, and you won't face the increased precipitation that comes later.

In winter, highs fall into the 70s, hotel rates plummet, and airfare becomes far more affordable. If you're looking for the least expensive time to vacation in Winter Haven, consider planning your trip between November and February. Winter showers aren't uncommon, but you're unlikely to see rain every day of your visit.

Below is a chart of the current pricing seasonality of hotels and motels in Winter Haven, FL:

seasonality of hotel rates in Winter Haven

Winter Haven, FL: Prices by Star Rating Class

Below are 3 charts illustrating avg. rate trends by star rating class in Winter Haven, FL. Browse these charts to evaluate the best months to stay in Winter Haven for any future trips.

Best Luxury Hotel Options in Winter Haven, Florida

4 Star Average Prices: $121.36

If you'd prefer to splurge during your visit to Winter Haven, consider booking a luxury hotel instead. Although most establishments in this city fall into the budget-friendly category, you'll find a couple of upscale options that provide more amenities in a higher-end environment.

Rooms at the Holiday Inn Winter Haven, for instance, cost around $150 per night. They feature cheerful, pastel colors and contrasting textures to make your stay cozy. You can sit at the work desk if you need to check emails or if you want to play a game on your laptop, and the sliding glass door opens onto a sunny balcony so you can get some fresh air.

The Holiday Inn's rooms come with perks like flat-screen televisions, premium cable channels, free wireless internet access, illuminated vanity mirrors, and hair dryers. You can also use the refrigerator, microwave, and coffeemaker to supplement meals outside the hotel. If you're traveling with friends or relatives, consider booking adjoining rooms, and if you have kids in tow, you can rent a crib or cot for just $10 extra per night.

Rates at the Hampton Inn Winter Haven start at around $160 per night. Each of the establishment's 88 guest rooms features free Wi-Fi, a clean and fresh Hampton bed, an ergonomic lap desk, and traditional decor. You can book a suite as well, which adds a fully-equipped kitchenette and a separate seating area.

Outside your room, you'll find a lagoon-like outdoor pool, a well-equipped business center, and a gym. There's also an on-site laundry facility, and you can always contact the concierge if you have any questions about the hotel or the community. In the morning, fuel up for the day with the Hampton Inn Winter Haven's free hot breakfast. Indulge in Belgian waffles or stick to your diet with fresh fruit, and get your caffeine fix with fresh-brewed coffee. Alternatively, grab a Hampton Breakfast Bag, which contains finger foods that you can consume on the go.

Best Affordable Hotel Options in Winter Haven, Florida

3 Star Average Prices: $97.81

Inexpensive hotels might lack a few of your favorite amenities, but they free up more of your budget for Winter Haven's dining and entertainment venues. For instance, you can book a room at the Winter Haven Suites & Conference Center for between $40 and $52 per night, depending on the season. It's a clean, well-kept establishment with a variety of room sizes and configurations.

You can take a dip in the outdoor pool, work out in the fitness center, and take advantage of the free wireless internet access. There's also an enormous conference center for business travelers. The guest rooms feature simple but tasteful decor, and each comes with a flat-screen television and DirecTV, a hair dryer, linens and towels, maid service, two telephones, and wake-up service. You can also use the guest laundry facilities and grab a cup of on-the-house coffee in the lobby.

Rates at the Ranch House Inn & Suites range from $27 to $52 per night. While the furnishings and decor in the guest rooms might seem somewhat out of fashion, the rooms are larger than in some of the more expensive hotels in Winter Haven. Each room comes with a television, cable service, a king bed or two doubles, and a kitchenette with a refrigerator, microwave, and sink.

There's also an outdoor pool, if you want to cool off or swim a few laps. The hotel also has a coin-operated laundry facility so you don't have to bring as many clothes. While the hotel itself does not serve breakfast, you'll find an IHOP on the premises so you can fuel up before you start your Winter Haven itinerary.

3 Star Hotel Prices in Winter Haven

2 Star Average Prices: $67.05

2 Star Hotel Prices in Winter Haven

Where are the real discounts in Winter Haven

Several Winter Haven hotels offer discounts for budget-conscious travelers. For instance, you can get 10 to 15 percent off your hotel bill if you stay at the Holiday Inn Express Lake Wales North-Winter Haven or the Rodeway Inn & Suites and present your AAA membership card. Additionally, the Shergill Grand Hotel Conference Center Resort (formerly the Park View Hotel) offers reduced rates for senior citizens.

Staying at a chain hotel can have advantages, too. IHG Rewards members can earn discounted hotel stays with each reservation. If you already have points, consider staying at the Holiday Inn Winter Haven to redeem them.

Best Value Hotel Options in Winter Haven, Florida

You don't have to choose between budget-friendly and luxurious hotels in Winter Haven. Several establishments offer an appealing middle ground: lots of amenities at low prices.

The Shergill Grand Hotel Conference Center Resort, for instance, charges around $69 per night for one of its comfortable and spacious guest rooms. Opulent decor and luxurious linens ensure that you'll enjoy every evening and night in this venue. You'll get complimentary Wi-Fi, a coffeemaker, satellite television service with HBO, and private voicemail. Some units also come with small refrigerators and microwaves.

This hotel contains a business center, a tropical outdoor pool, a fitness center with several types of equipment, and a conference space. Take advantage of the weekday valet dry cleaning services and the free parking. Every morning, you can treat yourself to a continental breakfast while you review the morning paper, and the hotel welcomes your furry pet pal if you decide to bring him or her along.

The Lake Roy Beach Inn Winter Haven also offers excellent value, especially if you're looking for accommodations on the water. Rates average around $69 per night, though you'll pay slightly more for a lake-view room. This hotel has a private beach as well as docks if you're in the mood to lounge in the sand or hit the water. There's also an outdoor pool if you'd rather swim laps or play with the kids.

All rooms come with free wireless internet access, hair dryers, coffeemakers, luxurious linens, and spacious bathrooms. When you book one night or more at the Lake Roy Beach Inn, you'll get a discount at the local water-skiing school, and you can enjoy free beverages, including coffee and juice, all day in the lobby. The sun deck offers comfortable lounge chairs if you're in the mood to relax, and you'll find picnic tables nearby if you feel like eating al fresco.

Top Attractions in Winter Haven, Florida

Legoland Florida serves as the primary family entertainment venue in Winter Haven. It's a sprawling theme park with dozens of different rides, including several roller coasters that will test your nerve and delight the kids. It offers several "immersive play areas" that invite children to exercise their imaginations and to celebrate their favorite building toys.

After you exhaust the rides and attractions at Legoland, head to the Chain of Lakes Park. Take a stroll along the water's edge, cast your fishing line and catch a few bass, or sit on the benches and watch the kids have fun on the playground equipment.

You might also enjoy an evening at Andy's Drive-In Restaurant, which meticulously recreates the '50s drive-in experience. Afterwards, satisfy your sweet tooth at Webb's Candy.

Get out on the water by renting a pontoon boat at one of Winter Haven's many lakes. You'll see plenty of wildlife, including gators and birds.

You can't go wrong with a vacation or business trip in Winter Haven, Florida. The plentiful lakes, friendly locals, and myriad attractions create an irresistible combination. Plus, you'll have your choice of hotels, regardless of your budget.

Verified reviews of the city: Winter Haven, FL

Below are reviews of the city of Winter Haven, FL from an actual visitor's perspective.

"Won A Tournament, Ate Great Food"
Score 4.0 / 5

Our team won the ball tournament, we had a lot of fun. The area is great and there's good food all around.

Lawrence S., from 12-Feb-2017
"Really Great Shopping"
Score 4.0 / 5

Shopping was awesome

Deborah A., from 25-Feb-2016
"Family Adventure"
Score 4.0 / 5

We came to Winter Haven to go to Legoland. We all had a great time.

Unknown U., from 26-Oct-2015
The average traveler rating of the city of Winter Haven, FL shown above is 4.0 out of 5 based on 3 reviews
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