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Cheap Winter Haven Hotels

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
$139 nightly
The price is $155 total per night
$155 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
3.42 mi from city center
With a stay at Best Western Plus Winter Haven Inn & Suites  in Winter Haven, you'll be within a 15-minute walk of LEGOLAND® Florida and Peppa Pig Theme Park Florida.
Pool
Breakfast included
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
$374 nightly
The price is $419 total per night
$419 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
3.23 mi from city center
When you stay at Legoland Florida Hotel in Winter Haven, you'll be within a 5-minute drive of LEGOLAND® Florida.
Pool
Breakfast included
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
$156 nightly
The price is $175 total per night
$175 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Free Cancellation
0.25 mi from city center
With a stay at Staybridge Suites Winter Haven Auburndale by IHG in Winter Haven, you'll be in a shopping district, within a 10-minute drive of LEGOLAND® Florida and Winter Haven Public Library.
Pool
Breakfast included
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
$218 nightly
The price is $245 total per night
$245 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.86 mi from city center
Located in Four Corners, The Grove Resort & Water Park Orlando is on a lake, a 1-minute drive from Surfari Water Park and 11 minutes from Orange County National Golf Club.
Pool
Hot Tub
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
$112 nightly
The price is $127 total per night
$127 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.31 mi from city center
With a stay at Kompose Boutique Resort at Theme Parks in Kissimmee, you'll be a 5-minute drive from Walt Disney World® Resort and 7 minutes from Old Town.
Pool
Hot Tub
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle Kissimmee FL
$188 nightly
The price is $213 total per night
$213 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.35 mi from city center
Located in Kissimmee, Margaritaville Resort Orlando is a 3-minute drive from Island H2O Live! and 8 minutes from Walt Disney World® Resort.
Pool
Hot Tub
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
$130 nightly
The price is $148 total per night
$148 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
22.06 mi from city center
Located in Kissimmee, Hilton Vacation Club Mystic Dunes Orlando is within a 15-minute drive of Disney's Hollywood Studios® and Disney Springs™.
Pool
Parking included
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
$158 nightly
The price is $178 total per night
$178 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
23.82 mi from city center
Located in Kissimmee (Orange Lake), Holiday Inn Club Vacations at Orange Lake Resort by IHG is within a 15-minute drive of Old Town and ChampionsGate Golf Club.
Pool
Hot Tub
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln Kissimmee FL
$89 nightly
The price is $100 total per night
$100 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Free Cancellation
23.42 mi from city center
Located in Kissimmee, Holiday Inn Resort Kissimmee by the Parks by IHG is connected to the convention center, within a 10-minute drive of Disney's Blizzard Beach Water Park and ESPN Wide World of Sports Complex.
Pool
Hot Tub
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln Kissimmee FL
$120 nightly
The price is $137 total per night
$137 total
Jan 19 - Jan 20, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.33 mi from city center
Located in Kissimmee, Galleria Palms Hotel is in the entertainment district, a 4-minute drive from Island H2O Live! and 9 minutes from ESPN Wide World of Sports Complex.
Pool
Breakfast included
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy. Kissimmee FL
$68 nightly
The price is $78 total per night
$78 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.19 mi from city center
Located in Kissimmee, Ramada by Wyndham Kissimmee Gateway is in the entertainment district, within a 10-minute drive of ESPN Wide World of Sports Complex and Disney's Hollywood Studios®.
Pool
Pet friendly
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd Winter Garden FL
$131 nightly
The price is $148 total per night
$148 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.16 mi from city center
Located in Four Corners, Hilton Vacation Club Aqua Sol Orlando West is within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club.
Pool
Hot Tub
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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.

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Winter Haven hotels essential information

Accommodation
39,684 hotels
Lowest Price
$78
Highest Price
$419
Popular hotels
Best Western Plus Winter Haven Inn & Suites , Legoland Florida Hotel, Staybridge Suites Winter Haven Auburndale by IHG, The Grove Resort & Water Park Orlando, Kompose Boutique Resort at Theme Parks, Margaritaville Resort Orlando, Hilton Vacation Club Mystic Dunes Orlando, Holiday Inn Club Vacations at Orange Lake Resort by IHG, Holiday Inn Resort Kissimmee by the Parks by IHG, Galleria Palms Hotel, Ramada by Wyndham Kissimmee Gateway, Hilton Vacation Club Aqua Sol Orlando West

Most Recent Winter Haven Hotel Reviews

Comfort Inn & Suites Kissimmee by the Parks

Comfort Inn & Suites Kissimmee by the Parks

5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"The staff was kind and the breakfast was always fresh"
A verified traveler stayed at Comfort Inn & Suites Kissimmee by the Parks
Comfort Inn & Suites Kissimmee by the Parks