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Our top choices for Cypresswood Golf and Country Club hotels

Lobby sitting area
OYO Hotel Dundee By Crystal Lake

OYO Hotel Dundee By Crystal Lake

OYO Hotel Dundee By Crystal Lake
2.0 star property
1.7 km from Cypresswood Golf and Country Club
4.4 out of 10, (474)
"Staff was friendly. But the property was dusty, had roach traps under the bed. Lamps were dirty ans dusty. No door on the bathroom. No towels or basic toiletries. Disgusting."
United States
Cristina
The price is 1.874.373 ₫
2.283.448 ₫ total
includes taxes & fees
14 Dec - 15 Dec
OYO Hotel Dundee By Crystal Lake
Desk, laptop workspace, free WiFi
Elita Inn

Elita Inn

Elita Inn
3.0 star property
1.7 km from Cypresswood Golf and Country Club
10.0 out of 10, Exceptional, (1)
"Have stayed here a few times rooms are clean, beds comfortable and staff is super friendly and helpful. Spend alot of time in hotels and only a few on list of places we come back to regularly this is on that list "
United States
Adrianne
The price is 1.578.420 ₫
1.767.830 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Elita Inn
Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout curtains, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
4.5 km from Cypresswood Golf and Country Club
9.6 out of 10, Exceptional, (1078)
"Clean rooms, great staff"
United States
Whitney
The price is 3.429.907 ₫
3.841.496 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Best Western Plus Winter Haven Inn & Suites 
Property amenity
Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
4.6 km from Cypresswood Golf and Country Club
9.4 out of 10, Exceptional, (731)
"Great staff, great location "
United States
katherine
The price is 4.445.883 ₫
4.979.390 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Winter Haven
Terrace/patio
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
4.7 km from Cypresswood Golf and Country Club
9.4 out of 10, Exceptional, (259)
"Great property. Great Staff! We had a very relaxing stay! "
United States
Wendy
The price is 3.556.706 ₫
3.983.511 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Home2 Suites By Hilton Winter Haven
Property amenity
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
8.4 km from Cypresswood Golf and Country Club
9.8 out of 10, Exceptional, (664)
"Hotel was very clean and quiet. Beds were amazing. Will stay here again"
United States
Sofia
The price is 3.998.664 ₫
4.478.504 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Staybridge Suites Winter Haven Auburndale by IHG
Exterior
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG
2.5 star property
6.3 km from Cypresswood Golf and Country Club
9.2 out of 10, Wonderful, (1005)
"Room was comfortable, breakfast was good, and fresh grind and brew individual coffee was excellent."
United States
Jaci
The price is 3.209.454 ₫
3.594.589 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Lake Wales N-Winter Haven by IHG
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, pool loungers
Legoland Florida Hotel

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
5 km from Cypresswood Golf and Country Club
9.0 out of 10, Wonderful, (51)
"Really enjoyable stay. "
United Kingdom
John
The price is 9.707.283 ₫
11.903.391 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Legoland Florida Hotel
Bar (on property)
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
7.7 km from Cypresswood Golf and Country Club
9.0 out of 10, Wonderful, (1000)
"Clean room, great staff, easy check-in."
United States
Vanessa
The price is 3.656.673 ₫
4.095.473 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Winter Haven by IHG
Exterior
Hampton Inn Winter Haven

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
7.7 km from Cypresswood Golf and Country Club
9.0 out of 10, Wonderful, (1003)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is 2.925.338 ₫
3.276.378 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn Winter Haven
House (3 Bedrooms) | Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
7.9 km from Cypresswood Golf and Country Club
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is 4.498.497 ₫
11.529.306 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Standard Room, 1 King Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
Budget Inn

Budget Inn

Budget Inn
2.0 star property
15 km from Cypresswood Golf and Country Club
8.6 out of 10, Excellent, (683)
"Yes, our room was better than perfect!!"
United States
paul
The price is 1.841.227 ₫
2.062.206 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Budget Inn
Room, 1 King Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets, alarm clocks
Rodeway Inn & Suites Haines City - Winter Haven

Rodeway Inn & Suites Haines City - Winter Haven

Rodeway Inn & Suites Haines City - Winter Haven
2.0 star property
7 km from Cypresswood Golf and Country Club
7.4 out of 10, Good, (843)
"Great place "
United States
Arnulfo
The price is 2.104.560 ₫
2.357.107 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Rodeway Inn & Suites Haines City - Winter Haven
Outdoor pool
Rodeway Inn Lake Wales - Winter Haven

Rodeway Inn Lake Wales - Winter Haven

Rodeway Inn Lake Wales - Winter Haven
2.0 star property
14.2 km from Cypresswood Golf and Country Club
8.2 out of 10, Very good, (167)
"Easy check-in friendly staff quiet atmosphere clean rooms"
United States
Erica
The price is 2.222.678 ₫
2.489.168 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Rodeway Inn Lake Wales - Winter Haven
Property grounds
Lake Roy Beach Inn

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
5.5 km from Cypresswood Golf and Country Club
7.0 out of 10, Good, (987)
"Great very nice comfortable room"
United States
Rian
The price is 2.557.040 ₫
2.863.885 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Lake Roy Beach Inn
Free daily buffet breakfast
Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
3.5 star property
17.6 km from Cypresswood Golf and Country Club
8.2 out of 10, Very good, (1002)
"Clean room and friendly staff "
United States
Parker
The price is 3.108.172 ₫
3.481.153 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Auburndale Inn & Suites
Blackout curtains, iron/ironing board, free cots/infant beds
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
8.2 km from Cypresswood Golf and Country Club
7.0 out of 10, Good, (1011)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is 2.236.095 ₫
2.504.426 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Howard Johnson by Wyndham Winter Haven FL
Double Room, 2 Double Beds | Desk, free WiFi, bed sheets
Budget Inn Winter Haven

Budget Inn Winter Haven

Budget Inn Winter Haven
2.0 star property
8.5 km from Cypresswood Golf and Country Club
6.8 out of 10, (268)
"It was a good place to stay for what we were looking for to refresh and sleep for 2 nights. The room was clean, new sheets, fresh. We had a good experience. Thank you."
United States
Fernando
The price is 2.183.481 ₫
2.445.499 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Budget Inn Winter Haven
Property grounds
Prince of Wales Motel

Prince of Wales Motel

Prince of Wales Motel
2.0 star property
14.9 km from Cypresswood Golf and Country Club
6.4 out of 10, (124)
"Nice staff, clean and new ac!"
United States
Daniel
The price is 1.578.157 ₫
1.767.567 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Prince of Wales Motel
Exterior
Hampton Inn & Suites Lake Wales

Hampton Inn & Suites Lake Wales

Hampton Inn & Suites Lake Wales
2.5 star property
8 km from Cypresswood Golf and Country Club
9.0 out of 10, Wonderful, (1001)
"Staff was friendly and the hotel was clean and local. "
United States
John
The price is 2.778.019 ₫
3.111.381 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn & Suites Lake Wales
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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Top Cypresswood Golf and Country Club Hotel Reviews

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

10/10 Excellent
"Room was clean. Bed was comfy. Little touches like free mini figs and free apple juice made our stay feel so special. Staff was excellent and so friendly. Pool was heated and they had a great sandy area nearby so kids could play football. Loved our stay! "
Natalie 1-night trip
Posted 6 days ago
LEGOLAND Beach Retreat

Hotels near other Cypresswood Golf and Country Club attractions

Legoland Florida which includes rides as well as a small group of people

LEGOLAND® Florida

4.4/5 (1,704 reviews)
Have a fun-filled day at LEGOLAND® Florida and see why this is a favourite theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
See properties
Sunrise at Rotary Riverfront Park, Titusville, Florida

Rotary Park

3.3/5 (9 reviews)
Rotary Park is just one of the places to see in Winter Haven, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
See properties

Frequently asked questions

What's the area like around Cypresswood Golf and Country Club?
Cypresswood Golf and Country Club is located in a family-friendly area of Winter Haven known for its array of dining options and golfing. You'll find 156 hotels and other accommodations within a few miles for a convenient home base.
How many hotels can I expect to find close to Cypresswood Golf and Country Club?
Expedia has 156 hotels and other accommodation options a few miles from Cypresswood Golf and Country Club.
If I need to cancel the hotel reservation for my stay near Cypresswood Golf and Country Club, will I receive a refund?
Yes, most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get the best deals available near Cypresswood Golf and Country Club.
What can I see and do near Cypresswood Golf and Country Club?
Bring the family to LEGOLAND® Florida, Chain Of Wakes and Peppa Pig Theme Park Florida while you're checking out the area near Cypresswood Golf and Country Club. A trip to Eagle Ridge Mall and Northgate Shopping Center might be just the ticket for souvenir shopping. If you're looking for something to do, plan a visit to Jump Florida Skydiving, Lake Region Golf Club and Baytree Golf Club while you're in the area.

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