The Best Hotels Closest to Cypresswood Golf and Country Club in Winter Haven - 2026 Updated Prices

Our top choices for Cypresswood Golf and Country Club hotels

Elita Inn

1 mi from Cypresswood Golf and Country Club

lance

includes taxes & fees

21 Jul - 22 Jul

OYO Hotel Dundee By Crystal Lake

1.1 mi from Cypresswood Golf and Country Club

Yassine

includes taxes & fees

7 Jul - 8 Jul

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

2.8 mi from Cypresswood Golf and Country Club

GERARD

includes taxes & fees

28 Jun - 29 Jun

Home2 Suites By Hilton Winter Haven

2.9 mi from Cypresswood Golf and Country Club

Luis

includes taxes & fees

12 Jul - 13 Jul

Courtyard by Marriott Winter Haven

2.9 mi from Cypresswood Golf and Country Club

Tyrone

includes taxes & fees

28 Jun - 29 Jun

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

LEGOLAND Beach Retreat

2.8 mi from Cypresswood Golf and Country Club

Kerstyn M

includes taxes & fees

13 Jul - 14 Jul

Holiday Inn Express Lake Wales N-Winter Haven by IHG

3.9 mi from Cypresswood Golf and Country Club

Jenna

includes taxes & fees

12 Jul - 13 Jul

Staybridge Suites Winter Haven Auburndale by IHG

5.2 mi from Cypresswood Golf and Country Club

SHANNON

includes taxes & fees

5 Jul - 6 Jul

Hampton Inn Winter Haven

4.8 mi from Cypresswood Golf and Country Club

Yamil

includes taxes & fees

28 Jun - 29 Jun

Holiday Inn Winter Haven by IHG

4.8 mi from Cypresswood Golf and Country Club

Maxim

includes taxes & fees

5 Jul - 6 Jul

Blackout curtains, iron/ironing board, free cots/infant beds

Howard Johnson by Wyndham Winter Haven FL

5.1 mi from Cypresswood Golf and Country Club

Pierina

includes taxes & fees

5 Jul - 6 Jul

Suite, Non Smoking | Iron/ironing board, free WiFi, bed sheets, alarm clocks

Rodeway Inn & Suites Haines City - Winter Haven

4.3 mi from Cypresswood Golf and Country Club

Jeffrey

includes taxes & fees

23 Jun - 24 Jun

Lake Roy Beach Inn

3.4 mi from Cypresswood Golf and Country Club

Amanda

includes taxes & fees

24 Jun - 25 Jun

Double Room, 2 Double Beds | Bathroom | Shower, free toiletries, towels

Budget Inn Winter Haven

5.3 mi from Cypresswood Golf and Country Club

Gwen

includes taxes & fees

23 Jun - 24 Jun

Rodeway Inn Lake Wales - Winter Haven

8.8 mi from Cypresswood Golf and Country Club

Krissann

includes taxes & fees

29 Jun - 30 Jun

2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, pool loungers

Legoland Florida Hotel

3.1 mi from Cypresswood Golf and Country Club

Johanny

includes taxes & fees

7 Jul - 8 Jul

Standard Room, 1 King Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets

Budget Inn

9.3 mi from Cypresswood Golf and Country Club

Tracy

includes taxes & fees

28 Jun - 29 Jun

Outdoor pool, pool umbrellas, pool loungers

Lake Ida Beach Resort

5.9 mi from Cypresswood Golf and Country Club

wade

includes taxes & fees

29 Jun - 30 Jun

Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors

BlockHaven near Legoland & Disney

9 mi from Cypresswood Golf and Country Club

Ericka

includes taxes & fees

12 Jul - 13 Jul

Best Western Auburndale Inn & Suites

11 mi from Cypresswood Golf and Country Club

Kathy

includes taxes & fees

25 Jun - 26 Jun

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Compare popular hotels close to Cypresswood Golf and Country Club

Property	Property class	Guest rating
Elita Inn	3.0 star property	7.2 Good 31 reviews	View
OYO Hotel Dundee By Crystal Lake	2.0 star property	4.4 504 reviews	View
Best Western Plus Winter Haven Inn & Suites	3.5 star property	9.4 Exceptional 1,306 reviews	View
Home2 Suites By Hilton Winter Haven	3.0 star property	9.4 Exceptional 349 reviews	View
Courtyard by Marriott Winter Haven	3.0 star property	9.4 Exceptional 767 reviews	View

Top Cypresswood Golf and Country Club Hotel Reviews

Best Western Plus Winter Haven Inn & Suites

10/10 Excellent

"This property was amazing. Staff was awesome and attentive. Gym was clean. They had toys at the pool. Breakfast both day was amazing and it goes to 10 AM on the weekends.I will most definitely be booking this again for my Legoland trips."

Legoland Florida Hotel

10/10 Excellent

"We stayed at the Beach Retreat hotel. We absolutely loved it. Pros: - Checkin was done via your car. Which was awesome because the kids didn’t have to argue about wanting to get out to check in. The place is truly family friendly. Big family breakfasts to go, playgrounds for every 8ish rooms. You can literally open your door and there’s a playground. Trolley across the street to Peppa Pig & LEGOLAND. We went to the other hotels and they were truly incredible but 3x the cost. This was a good inbetween. Cons: There’s no table inside the rooms. Which isn’t ideal for big families who need space to spread out. And there is a very small gift shop which barely any “grocery” items. The room has sharp edges EVERYWHERE. I asked for extra pillows so I could pad some of the ones around nightstands and they told me I could only have 1 extra pillow per room. We also had the DND sign on our door and staff knocked repeatedly to ask if we needed anything. Our toddlers were napping and it woke them up. Also, no pizza?!?!?! Overall, it was nice but next time we’ll save up for the main resort!"

LEGOLAND Beach Retreat

10/10 Excellent

"The only recommendation is to inform better the employees about ticket information. We have left our tickets on the table after breakfast and went back ask multiple people if they saw and envelope left on the table and no one did. I also call the phone number on the key card and no one was able to help. Then we decided to go back to the park and buy new tickets and when we told the attendant that we lost the tickets, she look in the computer by our name and was able to find them, checked that they were not use and issue the tickets. Any employee should be able at least to recommend to check at the ticket booth. We spend over and hour going back and forward between the hotel (beach retreat) and the park to find out that they can look up the tickets on the computer. Also the tickets were on a envelope the person cleaning up the table Should have given it to a manager or someone else."

Home2 Suites By Hilton Winter Haven

10/10 Excellent

"Unfortunately when we were there, we were the because we had central air issues at our house. As in none. So we chose a hotel with a pool that allowed dogs. Because of the weather the previous week, the pool was out of commission. That was my bad for not calling and verifying that it had a pool that was open. Other than that, the hotel and staff were fantastic!"

Minutes to Legoland. Heated Pool and Private Hot Tub. Relaxation Awaits!

10/10 Excellent

"The property was everything it was advertised to be and even better than it looked in the photos. The bedrooms were spacious and comfortable, the pool and the hot tub were a hit with the kids and adults alike. This is a wonderful family-friendly and dog-friendly vacation rental and a great place to stay if you are visiting Winterhaven and Legoland. We will definitely stay here again on our next trip to this area!"

Hotels near other Cypresswood Golf and Country Club attractions

LEGOLAND® Florida

9.0/5 (2,150 reviews)

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

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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 180 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay close to Cypresswood Golf and Country Club?

Elita Inn is one of the top choices for your stay based on our traveller data, and this aparthotel offers free parking and free WiFi. It's located 1 mi (1.7 km) from Cypresswood Golf and Country Club. Other good choices within a few miles include OYO Hotel Dundee By Crystal Lake and Legoland Florida Hotel.

How many hotels can I expect to find close to Cypresswood Golf and Country Club?

Expedia has 180 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 Northgate Shopping Center and Eagle Ridge Mall might be just the ticket for souvenir shopping. If you're looking for something to do, plan a visit to Jump Florida Skydiving, Baytree Golf Club and Lake Region Golf Club while you're in the area.

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Our top choices for Cypresswood Golf and Country Club hotels

Elita Inn

OYO Hotel Dundee By Crystal Lake

Best Western Plus Winter Haven Inn & Suites

Home2 Suites By Hilton Winter Haven

Courtyard by Marriott Winter Haven

LEGOLAND Beach Retreat

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Staybridge Suites Winter Haven Auburndale by IHG

Hampton Inn Winter Haven

Holiday Inn Winter Haven by IHG

Howard Johnson by Wyndham Winter Haven FL

Rodeway Inn & Suites Haines City - Winter Haven

Lake Roy Beach Inn

Budget Inn Winter Haven

Rodeway Inn Lake Wales - Winter Haven

Legoland Florida Hotel

Budget Inn

Lake Ida Beach Resort

BlockHaven near Legoland & Disney

Best Western Auburndale Inn & Suites

Compare popular hotels close to Cypresswood Golf and Country Club

Top Cypresswood Golf and Country Club Hotel Reviews

Best Western Plus Winter Haven Inn & Suites

Hotels near other Cypresswood Golf and Country Club attractions

LEGOLAND® Florida

Frequently asked questions