Book 2 Star Hotels in Winter Haven
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Featured Winter Haven 2 Stars Hotels

Best Western Plus Winter Haven Inn & Suites
5801 Roosevelt Dr Winter Haven FL
Free Cancellation
Reserve now, pay when you stay
3.42 mi from city center
$139 nightly
The price is $155 total per night
$155 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Best Western Plus Winter Haven Inn & Suites enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. Free parking is available if you drive. Front-desk staff are standing by 24/7 to assist with any requests. This smoke-free hotel also has a banquet hall.

Legoland Florida Hotel
1 Legoland Way Winter Haven FL
3.23 mi from city center
$316 nightly
The price is $354 total per night
$354 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
At Legoland Florida Hotel, guests have access to 2 outdoor pools, a water park, and free WiFi in public areas. Valet parking is offered for USD 40 per night. The front desk is staffed 24 hours a day to help with luggage storage and tours/tickets. Additional amenities include a microwave in a common area, express check-in, and a vending machine.

Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW Winter Haven FL
Free Cancellation
0.25 mi from city center
$156 nightly
The price is $175 total per night
$175 total
Dec 28 - Dec 29
Total with taxes and fees
At Staybridge Suites Winter Haven Auburndale by IHG, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Additional amenities include a computer station, laundry facilities, and a fireplace in the lobby.

Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
22.06 mi from city center
$130 nightly
The price is $148 total per night
$148 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Hilton Vacation Club Mystic Dunes Orlando have access to a golf course, 4 outdoor pools, and a children's pool. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and tours/tickets. Other amenities at this golf property include a 24-hour gym, outdoor tennis courts, and free WiFi in public areas.

Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
23.31 mi from city center
$112 nightly
The price is $127 total per night
$127 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests staying at Kompose Boutique Resort at Theme Parks enjoy an outdoor pool, a 24-hour gym, and 2 hot tubs. Self parking is available for USD 14.99 per night. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a sauna, free WiFi in public areas, and a computer station.

Holiday Inn Resort Kissimmee by the Parks by IHG
3011 Maingate Ln Kissimmee FL
Free Cancellation
23.42 mi from city center
$89 nightly
The price is $100 total per night
$100 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
At Holiday Inn Resort Kissimmee by the Parks by IHG, guests enjoy 2 outdoor pools, a children's pool, and a 24-hour gym. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this family-friendly hotel include a hot tub, a conference center, and a 24-hour business center.

Margaritaville Resort Orlando
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
23.35 mi from city center
$195 nightly
The price is $222 total per night
$222 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Margaritaville Resort Orlando features a full-service spa, 3 outdoor pools, and a free water park. Valet parking is available for USD 48.38 per night. The front desk is staffed 24/7 to help with tours or tickets, access to locker space, and securing valuables. Other amenities at this spa resort include a lazy river, a gym, and a steam room.

Holiday Inn Club Vacations at Orange Lake Resort by IHG
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
23.82 mi from city center
$158 nightly
The price is $178 total per night
$178 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Holiday Inn Club Vacations at Orange Lake Resort by IHG features a golf course, 7 outdoor pools, and a free water park. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with tours/tickets and luggage storage. Other amenities at this golf resort include karaoke, a lazy river, and a children's pool.

The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Free Cancellation
Reserve now, pay when you stay
23.86 mi from city center
$218 nightly
The price is $245 total per night
$245 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Guests of The Grove Resort & Water Park Orlando have access to 6 outdoor pools, a free water park, and a lazy river. Self parking is offered for USD 37.28 per night. Multilingual staff at the 24-hour front desk can assist with tours or tickets, securing valuables, and luggage storage. Other amenities at this family-friendly resort include a children's pool, a 24-hour gym, and 2 hot tubs.
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.
Winter Haven hotels essential information
Accommodation | 39,684 hotels |
|---|---|
Lowest Price | $100 |
Highest Price | $354 |
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 |
Recent Reviews

The Grove Resort & Water Park Orlando
5/5 Excellent
"Great room. Perfect for our group of 4 adults. Easy access to Disney Parks. Enjoyed the pool and green spaces. Very satisfied. "
A verified traveler stayed at The Grove Resort & Water Park Orlando
Posted 1 day ago


