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Top 10 Winter Haven hotels and places to stay

Outdoor pool
Sonder Cirrus
3.5 star property
8.8 out of 10, Excellent, (935)
"2nd time staying & I would stay again! Hopefully next time in one of their many other locations ! The staff is always helpful. Everything you need is very accesible by simplify asking the staff or using their app. Would definitely recommend Sonder to others ! "
The price is CA $190
CA $216 total
includes taxes & fees
Jun 22 - Jun 23
Sonder Cirrus
Outdoor pool, sun loungers
Parkway International Resort
3.0 star property
9.2 out of 10, Wonderful, (1560)
"This hotel was perfect for our family. This was the second time we have stayed here and will definitely stay again. We loved all of the amenities.This location was very convenient for us. It was very close to everything we needed. Didn't like the resort fee, mostly because we were charged after prepaying for our stay. Even with the additional cost it was still pretty reasonable. The showers were typical hotel showers, you never know what you're going to get. Our two showers where total...
The price is CA $141
CA $184 total
includes taxes & fees
May 27 - May 28
Parkway International Resort
Exterior
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, (5938)
"Great for the price..nothing fancy but not to bad."
The price is CA $60
CA $90 total
includes taxes & fees
Jun 11 - Jun 12
Ramada by Wyndham Kissimmee Gateway
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8 Bedroom Home Elite Near Water Park, Private Pool | Living room
Encore Resort at Reunion
5.0 star property
8.4 out of 10, Very good, (727)
"This was our second stay at Encore from Pa. We are a family of 10, seniors, adults and grandchildren and we all totally enjoy our stay."
Encore Resort at Reunion
Outdoor pool, pool umbrellas, sun loungers
Comfort Suites Maingate East
3.0 star property
8.8 out of 10, Excellent, (1799)
"Clean, good location, convenient for families."
The price is CA $139
CA $158 total
includes taxes & fees
May 27 - May 28
Comfort Suites Maingate East
Outdoor pool, sun loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (192)
"Loved the place. Wished the pool was open longer. "
Spectrum Resort Orlando
Lobby
Wyndham Orlando Resort & Conference Center, Celebration Area
3.5 star property
7.6 out of 10, Good, (1576)
"The room was very nice and the upgrade to see the fireworks was icing on the cake. Everything was clean and stocked. "
The price is CA $92
CA $149 total
includes taxes & fees
Jun 16 - Jun 17
Wyndham Orlando Resort & Conference Center, Celebration Area
Hypo-allergenic bedding, pillowtop beds, individually furnished, desk
Quality Inn & Suites Kissimmee by The Lake
3.0 star property
7.8 out of 10, Good, (1487)
"Easy to travel to Disney "
The price is CA $96
CA $109 total
includes taxes & fees
Jun 4 - Jun 5
Quality Inn & Suites Kissimmee by The Lake
Outdoor pool, sun loungers
Barefoot'n Resort
3.0 star property
9.0 out of 10, Wonderful, (1004)
"Clean and quiet."
The price is CA $126
CA $160 total
includes taxes & fees
May 28 - May 29
Barefoot'n Resort
Lobby sitting area
Orbit One Vacation Villas
3.0 star property
9.4 out of 10, Exceptional, (1371)
"We sort of stumbled across this property when looking for a multi room suite. Best decision ever. It was super quiet, very clean and was in a great location. Will definitely stay again."
The price is CA $126
CA $182 total
includes taxes & fees
May 27 - May 28
Orbit One Vacation Villas
Lobby
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
2.0 star property
7.2 out of 10, Good, (1003)
"Basic motel room "
The price is CA $82
CA $93 total
includes taxes & fees
Jun 4 - Jun 5
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
In-room safe, iron/ironing board, free cribs/infant beds, free WiFi
Westgate Towers Resort
3.5 star property
8.4 out of 10, Very good, (1002)
"It was beyond my expectations. The only3 things were the noise from people playing music, the hard water and the charge of resort fees when I haven’t seen a single lifeguard on duty."
The price is CA $106
CA $160 total
includes taxes & fees
May 27 - May 28
Westgate Towers Resort
10 outdoor pools, cabanas (surcharge), pool umbrellas
Club Wyndham Reunion
4.0 star property
9.4 out of 10, Exceptional, (323)
"Our freezer didnt work and fridge was not working well. We had no icemaker working and no water from the fridge. Otherwise very nice unit and place. Comfy clean and large unit!! Front desk i called regarding the freezer issue and was promised will chek It out but no one came"
Club Wyndham Reunion
Seasonal outdoor pool
Travelodge by Wyndham Kissimmee/Orlando
2.0 star property
5.0 out of 10, (118)
"It was perfect for what we needed. The staff were very friendly and helpful. Special thank you to the staff at checkout. "
The price is CA $49
CA $75 total
includes taxes & fees
Jun 5 - Jun 6
Travelodge by Wyndham Kissimmee/Orlando
Bar (on property)
Holiday Inn Winter Haven, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (955)
"Clean , quiet property, close to everything, quite a few dining options , room is clean a spacious and cozy. "
The price is CA $151
CA $169 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Winter Haven, an IHG Hotel
Blackout drapes, iron/ironing board, free cribs/infant beds
Howard Johnson by Wyndham Winter Haven FL
2.0 star property
7.0 out of 10, Good, (1004)
"Breakfast was good coffee good rooms are spacious and pool was nice n warm"
The price is CA $144
CA $161 total
includes taxes & fees
May 27 - May 28
Howard Johnson by Wyndham Winter Haven FL
Captiva-06 (SMV104) | Private kitchen
Summerville Vacation Homes by Columbia Management
4.0 star property
8.4 out of 10, Very good, (145)
"Very much like that each room had it's own bathroom It was not easy to contact the management company when we needed something, they did not return calls when leaving messages and seldom answered phones"
Summerville Vacation Homes by Columbia Management
Exterior
Economy Suites
2.0 star property
4.6 out of 10, (281)
"Small but the people made me feel safe"
The price is CA $89
CA $100 total
includes taxes & fees
Jun 2 - Jun 3
Economy Suites
Lobby
Magic Village Views Trademark Collection by Wyndham
3.5 star property
9.0 out of 10, Wonderful, (253)
"Modern homes with lots of space for families with convenient access to theme parks and retail nearby. However, these properties do lack certain maintenance updates. We had some issues with the A/C not staying at the temperature set and showers with warm not hot water on some days. Sheets are a bit scratchy too. Overall, would stay here again but might take that into consideration. "
Magic Village Views Trademark Collection by Wyndham
Pool
Dazzling Newly Renovated Condo 1.5 miles to Disney
9.4 out of 10, Exceptional, (74)
"Great spot! You can Uber to Disney back and forth from your room and it’s the same or less than parking. Host was super nice and accommodating we needed up extending our stay. Room had everything you need and we never had any issues. "
Dazzling Newly Renovated Condo 1.5 miles to Disney
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See all available properties in Winter Haven
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.

More cheap stays in Winter Haven

Hotels near Popular Winter Haven Attractions

Winter Haven Travel Info

Number of hotels
39,584
Highest price
CA $190
Lowest price
CA $49
Known attractions
LEGOLAND® Florida, Theatre Winter Haven and Indigo's Billiards, Bowling & Games
Hotels with family-friendly amenities
15
Hotels with outdoor pools
21

Frequently asked questions

What's the best place to stay in Winter Haven?

Staybridge Suites Winter Haven Auburndale, an IHG Hotel is ranked highly by Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Courtyard by Marriott Winter Haven and Holiday Inn Winter Haven, an IHG Hotel as top options for your trip. See all available top hotels, or vacation rentals in Winter Haven.

What are some of the best vacation home rentals in Winter Haven?

The Berkley, Orlando: This vacation home rental outside of Winter Haven offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a spa tub. See all vacation rentals in Winter Haven.

If I need to cancel my hotel reservation in Winter Haven, will I receive a refund?

Yes! The majority of room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winter Haven.

Where can I learn more about changing or cancelling my trip to Winter Haven?

To access more information about updating your trip to Winter Haven or cancelling it, click here.

What's the best accommodation for a budget-friendly stay in Winter Haven?

Based on reviews, Econo Lodge Winter Haven Chain Of Lakes is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. Other choices for your budget-friendly stay include Budget Inn Winter Haven and Rodeway Inn & Suites Winter Haven Chain Of Lakes. View all budget hotels in Winter Haven.

What's the best place to stay for a family vacation in Winter Haven?

Holiday Inn Winter Haven, an IHG Hotel is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other choices for your stay with the kids include Howard Johnson by Wyndham Winter Haven FL and Hampton Inn Winter Haven. Attractions like LEGOLAND® Florida and Indigo's Family Fun Center are also fun for kids of all ages. Find more child-friendly accommodations in Winter Haven.

What's the best LGBTQ-friendly place to stay in Winter Haven?

Holiday Inn Winter Haven, an IHG Hotel is a top LGBTQ-friendly hotel that features free WiFi and free parking. Courtyard by Marriott Winter Haven and Hampton Inn Winter Haven are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Winter Haven.

What's the best pet-friendly hotel in Winter Haven?

Quality Inn & Suites Conference Center is a top hotel for people traveling with their pets, and offers an outdoor pool and free WiFi for its human guests. Other good choices for you and your pet include Howard Johnson by Wyndham Winter Haven FL and Staybridge Suites Winter Haven Auburndale, an IHG Hotel. See more pet-friendly hotel accommodations in Winter Haven.

Where is the best hotel to stay near Cypresswood Golf and Country Club?

Courtyard by Marriott Winter Haven is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an outdoor pool. It's located 2.9 mi (4.6 km) from Cypresswood Golf and Country Club. Other good options within 5 miles include OYO Hotel Dundee By Crystal Lake and Econo Lodge Winter Haven Chain Of Lakes.

What about the best place to stay close to Willowbrook Golf Course?

One of the top choices for your stay is Disney, Legoland! Your Home away from Home in Winter Haven, FL. Pets Welcome!, located 1.6 mi (2.6 km) from Willowbrook Golf Course, and this resort offers a water park and private decks. Lake Ida Beach Resort and Winter Haven Gardens Inn are two other good choices within a few miles.

What's the best place to stay if I'm looking to play golf in Winter Haven?

Howard Johnson by Wyndham Winter Haven FL is one of the top choices for golfers based on our travel data. Another good option is Legoland Hotel if you'd like to stay near a golf course while in town. You can tee off at Baytree Golf Club, Willowbrook Golf Course, or Lake Region Golf Club while you're in town. See more golf hotels in Winter Haven.

What are some accommodations with pools in Winter Haven?

Holiday Inn Winter Haven, an IHG Hotel is a top hotel with a pool, free WiFi, and free parking. Courtyard by Marriott Winter Haven is an additional hotel that offers an onsite pool. View all hotels with pools in Winter Haven.

Recent Reviews in Winter Haven
Expedia verified reviews