Hotels near Cypresswood Golf & Country Club
1099 Clubhouse Rd, Winter Haven, FL 33884
Hotels near Cypresswood Golf & Country Club
Swipe to find hotels on the map.
- 1
Courtyard by Marriott Winter Haven
- 2
Home2 Suites by Hilton Winter Haven
- 3
Best Western Plus Winter Haven Inn & Suites
- 4
Rodeway Inn & Suites Winter Haven Chain of Lakes
- 5
Holiday Inn Express Lake Wales N-Winter Haven by IHG
- 6
Hampton Inn & Suites Lake Wales
- 7
OYO Hotel Dundee by Crystal Lake
- 8
Holiday Inn Winter Haven by IHG
- 9
Hampton Inn Winter Haven
- 10
Howard Johnson by Wyndham Winter Haven FL
- 11
Rodeway Inn Lake Wales - Winter Haven
- 12
Rodeway Inn & Suites Haines City - Winter Haven
- 13
Best Western Auburndale Inn & Suites
- 14
Holiday Inn Express Bartow by IHG
- 15
Fairfield Inn and Suites Orlando Kissimmee Celebration
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15 Hotels near Cypresswood Golf & Country Club
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Courtyard by Marriott Winter Haven
The flagship brand golfers trust when sunburn and sore legs demand real recovery.
- Choose from localized breakfast menus featuring regional morning favorites
- Power up your EV at onsite charging stations overnight
- Place bags on sturdy luggage bench for easy packing routines
Home2 Suites by Hilton Winter Haven
Modern studios designed for golfers who need space to stretch out.
- Utilize EV charging stations to keep your vehicle road ready
- Review yardage books and maps at ergonomic in-room work area
- Connect with other golf groups in The Oasis multi-functional lobby
Best Western Plus Winter Haven Inn & Suites
Recognized for making golf trips easier so foursomes spend more time together, less time worrying.
- Charge electric vehicles at stations available on hotel grounds
- Store wallets and keys in select locations' secure safes
- Gather your group in the contemporary lounge before heading out
Rodeway Inn & Suites Winter Haven Chain of Lakes
Smart pricing frees up the budget so golfers can focus on recovery.
- Clean multiple golf outfits conveniently with onsite washing machines
- Choose from assorted breakfast pastries for a convenient morning meal
- Secure complimentary parking throughout multi-day scramble or member guest events
Holiday Inn Express Lake Wales N-Winter Haven
Smart systems replace guesswork when sunburned foursomes need predictable comfort overnight.
- Wake refreshed on crisp white linens and your choice pillow
- Grab travel sundries from the lobby market day or night
- Soothe your back and shoulders in the heated indoor pool
Hampton Inn & Suites Lake Wales
This brand earns its reputation by making travel straightforward for golfers.
- Extend your golf day at outdoor tables under the stars
- Maintain multiple rounds worth of gear using coin-operated washers
- Grab individually wrapped pastries for quick course-side fuel Monday-Friday
Booking 9+ rooms? Get group rates.
OYO Hotel Dundee by Crystal Lake
Straightforward comfort engineered for foursomes seeking recovery without the markup.
- Gather foursomes in spacious villa garden areas for post-round celebrations
- Access budget-friendly pressing to keep foursomes looking sharp all weekend
- Grab fresh coffee from standardized stations throughout the morning
Holiday Inn Winter Haven by IHG
A household name delivering steady performance when tournament budgets run lean already.
- Stretch out fatigued golf muscles in the warm indoor pool
- Celebrate tournament victories around inviting outdoor fire pit areas
- Handle multi-day gear rotation using onsite coin-operated washers and dryers
Hampton Inn Winter Haven
Hospitality that feels personal keeps golfers coming back trip after trip.
- Clean tournament wear between rounds using convenient laundry facilities onsite
- Enjoy hot eggs and sausage before heading to the links
- Load golf bags easily with free parking directly at property
Howard Johnson by Wyndham Winter Haven FL
A go-to brand when dehydration and fatigue require more than just any place to sleep.
- Reach your room directly from parking with exterior corridor convenience
- Iron your polo and pants with in-room pressing equipment provided
- Fuel your foursome with complimentary hot coffee every morning
Rodeway Inn Lake Wales - Winter Haven
Straightforward stays that free up funds for what brought them here.
- Access quick grab-and-go options before early morning tee times
- Utilize free guest parking for carts and equipment transport vehicles
- Refresh under curved shower rods offering extra elbow room
Rodeway Inn & Suites Haines City - Winter Haven
Built for golfers who rise early and log full days on fairways.
- Refresh your entire golf wardrobe during extended tournament stays
- Access quick morning fuel without delaying your scheduled tee time
- Enjoy park-at-your-door convenience after long days on the course
Best Western Auburndale Inn & Suites
Predictable comfort and dependable service appeal to golfers watching weekend totals.
- Warm up by the fireplace before heading to the course
- Enjoy uninterrupted sleep with blackout curtains blocking early light
- Fuel early rounds with complimentary coffee available around the clock
Holiday Inn Express Bartow by IHG
Smart stays keep the foursome's focus on fairways, not hotel bills.
- Skip ride-share fees with complimentary airport shuttle at select properties
- Store tournament gear in open closets for quick morning access
- Recharge between rounds in the Great Room's flexible community areas
Fairfield Inn and Suites Orlando Kissimmee
Fair pricing paired with genuine recovery for golfers serious about tomorrow's round.
- Connect with other golfers in the open-concept lobby's gathering spaces
- Choose firm or soft pillows to match your sleep preference
- Pack cold beverages from the market for your golf bag
Cypresswood Golf & Country Club Travel Guide
We built this guide so your team doesn't have to figure it all out from a Google search. Neighborhoods, restaurants, game day logistics, local tips — it's all here.
Welcome to Cypresswood Golf & Country Club, a premier destination for golf enthusiasts and event attendees in Winter Haven, Florida. This guide is designed for players, families, and groups looking to plan their visit, understand the local surroundings, and make the most of their time here. Discover essential information about navigating the course, nearby amenities, dining options, and local attractions to ensure a smooth and enjoyable experience at Cypresswood.
Neighborhood Overview
Cypresswood Golf & Country Club is situated in Winter Haven, Florida, a city known for its chain of over 50 lakes and its role in the state's citrus industry, located about midway between Tampa and Orlando. Access to the club is primarily via Clubhouse Road, which connects to the main thoroughfares like Cypress Gardens Boulevard (State Road 540) and further afield to U.S. Highway 17 and State Road 542. These routes provide relatively straightforward access to larger cities and their respective airports. For those driving, parking is ample and typically located directly at the clubhouse and surrounding the course. Public transportation options are limited in this area, making a personal vehicle or rideshare service the most practical ways to reach Cypresswood. Plan to arrive at least 20-30 minutes before your tee time or event to allow ample time for check-in, finding parking, and navigating to the correct starting point, especially during peak golf seasons or organized tournaments.
Where to Stay
The immediate vicinity of Cypresswood Golf & Country Club offers a mix of residential areas and other recreational facilities, but the core hotel accommodations are generally found a short drive away in the main Winter Haven area or along the corridors connecting to Lakeland and Haines City. Many visitors opt to stay closer to the city's downtown or the main commercial arteries where hotel clusters are more concentrated. Demand for lodging can spike around significant golf tournaments or community events hosted at the club, making early booking a strategic advantage. When searching for accommodations, utilizing map filters to view hotels within a 5-10 mile radius will yield the most convenient options. Consider hotels that offer amenities catering to golfers, such as extended check-out times or proximity to dining and shopping, to enhance your stay near Cypresswood.
Quick-Plan Overview
Getting There
Orlando International Airport (MCO) is about 50 miles away, a 1-hour drive.
Arrival & Parking
Arrive 30 minutes early for check-in and to familiarize yourself with the clubhouse area.
Food & Dining
Explore Lake Wales downtown for local shops and casual dining options nearby.
Rainy Day Plan
Visit the Bok Tower Gardens for a serene, indoor-outdoor experience if weather is unpredictable.
Food & Dining
The clubhouse patio or a nearby lakeside restaurant are excellent spots to regroup after play.
- Orlando International Airport (MCO) is about 50 miles away, a 1-hour drive.
- Arrive 30 minutes early for check-in and to familiarize yourself with the clubhouse area.
- Explore Lake Wales downtown for local shops and casual dining options nearby.
- Visit the Bok Tower Gardens for a serene, indoor-outdoor experience if weather is unpredictable.
- The clubhouse patio or a nearby lakeside restaurant are excellent spots to regroup after play.
Round Day Flow
Check-In & Warm-Up
As you approach Cypresswood, locate the main clubhouse for your initial check-in, whether for a tee time or an event. Allow ample time to handle registration, confirm your starting hole, and pick up any necessary scorecards or event materials. The practice facilities, including the driving range and putting green, are accessible from the clubhouse area; familiarize yourself with their locations to get in a proper warm-up. This pre-round window is crucial for settling in, gathering your gear, and mentally preparing for the course or your event activities. Ensure you know the exact time your round or event is scheduled to begin to avoid any last-minute rushes.
Mid-Day Regroup
During your time at Cypresswood, the clubhouse offers a central hub for players and guests. If you have a break between rounds or need a place to gather before an afternoon event, the clubhouse facilities are available. Consider utilizing the lounge areas or the outdoor patio for a relaxed regrouping session. For those playing a full 18 holes, the turn between the front and back nine often presents an opportunity for a quick snack or beverage, though dedicated lunch services are typically best utilized before or after your primary activity. Stay hydrated throughout your game, especially during Florida’s warmer months, by utilizing water coolers on the course or visiting the clubhouse.
Wrap-Up & Departure
Upon completing your round or event, return to the clubhouse to settle any outstanding balances, review scores, or enjoy post-game refreshments. Many golfers opt to have a casual meal or drinks at the Cypresswood Grille to discuss their performance and unwind. If you have a longer drive ahead, this is also a good time to gather your belongings and prepare for departure. Be mindful of traffic patterns, particularly if there are other large groups departing simultaneously, and allow extra time for exiting the club grounds. A final check of the clubhouse facilities ensures you haven't left any personal items behind before heading out.
Check-In & Warm-Up
As you approach Cypresswood, locate the main clubhouse for your initial check-in, whether for a tee time or an event. Allow ample time to handle registration, confirm your starting hole, and pick up any necessary scorecards or event materials. The practice facilities, including the driving range and putting green, are accessible from the clubhouse area; familiarize yourself with their locations to get in a proper warm-up. This pre-round window is crucial for settling in, gathering your gear, and mentally preparing for the course or your event activities. Ensure you know the exact time your round or event is scheduled to begin to avoid any last-minute rushes.
Mid-Day Regroup
During your time at Cypresswood, the clubhouse offers a central hub for players and guests. If you have a break between rounds or need a place to gather before an afternoon event, the clubhouse facilities are available. Consider utilizing the lounge areas or the outdoor patio for a relaxed regrouping session. For those playing a full 18 holes, the turn between the front and back nine often presents an opportunity for a quick snack or beverage, though dedicated lunch services are typically best utilized before or after your primary activity. Stay hydrated throughout your game, especially during Florida’s warmer months, by utilizing water coolers on the course or visiting the clubhouse.
Wrap-Up & Departure
Upon completing your round or event, return to the clubhouse to settle any outstanding balances, review scores, or enjoy post-game refreshments. Many golfers opt to have a casual meal or drinks at the Cypresswood Grille to discuss their performance and unwind. If you have a longer drive ahead, this is also a good time to gather your belongings and prepare for departure. Be mindful of traffic patterns, particularly if there are other large groups departing simultaneously, and allow extra time for exiting the club grounds. A final check of the clubhouse facilities ensures you haven't left any personal items behind before heading out.
Things to Do
Walkable
Cypresswood Golf & Country Club
On siteThis premier golf club features an 18-hole championship course designed to challenge golfers of all skill levels. Beyond the fairways and greens, the club offers practice facilities, a pro shop, and a welcoming clubhouse with dining options. It serves as a central point for both daily play and larger tournaments and events, providing a scenic and well-maintained environment for a full day of golfing activities. The course layout itself offers a natural setting, winding through mature trees and strategically placed water hazards, promising a memorable golfing experience.
Cypresswood Grille
On siteLocated within the Cypresswood Golf & Country Club, the Grille offers a convenient dining experience for golfers and visitors. Serving breakfast, lunch, and sometimes dinner, it provides a relaxed atmosphere to enjoy a meal before or after a round, or while attending an event. The menu typically features classic American fare, with options ranging from light snacks and sandwiches to more substantial entrees. Enjoying a meal here allows you to soak in the golf course views and the camaraderie of fellow enthusiasts, making it an integral part of the club experience.
5–15 Minutes Away
Lake Evamarie Park
1.5 miA local neighborhood park offering a peaceful escape with its scenic lake views. Lake Evamarie Park features walking paths, picnic areas, and open green spaces, making it a pleasant spot for a leisurely stroll or a family outing. It's an ideal location for a short break from golf, offering a glimpse into the natural beauty of the Winter Haven area. Visitors can enjoy the tranquility of the water and the surrounding Florida landscape, providing a relaxed setting for recreation or simply to enjoy the outdoors.
Winter Haven Public Library
3.3 miA community hub offering a quiet environment for reading, research, or accessing public computers. The library provides a good indoor option for a short visit, especially if seeking a break from outdoor activities or needing a moment of calm. It's a place where visitors can find local information, relax with a book, or utilize free Wi-Fi. While not a typical tourist attraction, it serves as a functional and accessible community resource for those looking for a quiet indoor space.
Walkable
- Cypresswood Golf & Country Club — This premier golf club features an 18-hole championship course designed to challenge golfers of all skill levels. Beyond the fairways and greens, the club offers practice facilities, a pro shop, and a welcoming clubhouse with dining options. It serves as a central point for both daily play and larger tournaments and events, providing a scenic and well-maintained environment for a full day of golfing activities. The course layout itself offers a natural setting, winding through mature trees and strategically placed water hazards, promising a memorable golfing experience. On site
- Cypresswood Grille — Located within the Cypresswood Golf & Country Club, the Grille offers a convenient dining experience for golfers and visitors. Serving breakfast, lunch, and sometimes dinner, it provides a relaxed atmosphere to enjoy a meal before or after a round, or while attending an event. The menu typically features classic American fare, with options ranging from light snacks and sandwiches to more substantial entrees. Enjoying a meal here allows you to soak in the golf course views and the camaraderie of fellow enthusiasts, making it an integral part of the club experience. On site
5–15 Minutes Away
- Lake Evamarie Park — A local neighborhood park offering a peaceful escape with its scenic lake views. Lake Evamarie Park features walking paths, picnic areas, and open green spaces, making it a pleasant spot for a leisurely stroll or a family outing. It's an ideal location for a short break from golf, offering a glimpse into the natural beauty of the Winter Haven area. Visitors can enjoy the tranquility of the water and the surrounding Florida landscape, providing a relaxed setting for recreation or simply to enjoy the outdoors. 1.5 mi
- Winter Haven Public Library — A community hub offering a quiet environment for reading, research, or accessing public computers. The library provides a good indoor option for a short visit, especially if seeking a break from outdoor activities or needing a moment of calm. It's a place where visitors can find local information, relax with a book, or utilize free Wi-Fi. While not a typical tourist attraction, it serves as a functional and accessible community resource for those looking for a quiet indoor space. 3.3 mi
Food & Drink
Inside & Adjacent
Cypresswood Grille
On siteThis on-site restaurant at Cypresswood Golf & Country Club provides a convenient and relaxed dining option for golfers and visitors. Open for breakfast, lunch, and often early dinner, the Grille serves a menu of American classics designed to satisfy post-game appetites or provide a casual meal between activities. With views of the golf course, it’s an ideal spot for a laid-back lunch or a refreshing drink. Expect a comfortable atmosphere that complements the golf club setting, perfect for unwinding after a round.
Clubhouse Bistro (Potential/Seasonal)
VariesWhile not always a permanent fixture, some golf clubs have seasonal or secondary bistro services available at their clubhouses. This option, if active, would offer lighter fare or grab-and-go items suitable for a quick bite between holes or before a tournament. It’s worth checking with the club directly upon arrival to see if any additional casual dining outlets are operating. These spots often focus on speed and convenience, serving sandwiches, salads, and snacks.
Nearby Gathering Spots
Salty's Tropical Bar & Grill
2.1 miA popular local spot offering a casual atmosphere with a focus on seafood and American pub fare. Salty's is known for its relaxed vibe, making it a good place for groups to gather after a day on the course. They often feature a diverse menu that includes burgers, sandwiches, fresh catches, and appetizers, alongside a selection of beverages. It’s a go-to for many in the Winter Haven area looking for a friendly, unpretentious dining experience with consistent quality.
99th Flavors
2.7 miThis restaurant offers a diverse culinary experience, often highlighting international flavors with American influences, catering to a range of palates. It provides a comfortable setting for groups looking for a sit-down meal with varied menu options, from savory entrees to lighter bites. 99th Flavors is known for its welcoming service and a menu that aims to please many, making it a reliable choice for team dinners or family outings looking for a bit more variety.
Local & Elevated Picks
Champs Sports Bar & Grill
4.5 miChamps offers a lively sports bar atmosphere coupled with a solid menu of American favorites, including wings, burgers, and sandwiches. It's a great spot for watching games or gathering with friends in a boisterous setting. The plentiful seating and extensive drink menu make it suitable for larger groups looking for a casual and entertaining dining experience. Expect a casual environment with friendly service and a menu designed for crowd-pleasing.
Thaimee
3.9 miA well-regarded establishment offering authentic Thai cuisine in a pleasant dining environment. Thaimee provides an excellent option for those seeking flavorful curries, noodle dishes, and other traditional Thai specialties. The restaurant is known for its carefully prepared dishes and often offers a more refined dining experience compared to casual sports bars or grills. It's a good choice for groups looking for a flavorful and slightly more upscale meal in the heart of Winter Haven.
Inside & Adjacent
- Cypresswood Grille — This on-site restaurant at Cypresswood Golf & Country Club provides a convenient and relaxed dining option for golfers and visitors. Open for breakfast, lunch, and often early dinner, the Grille serves a menu of American classics designed to satisfy post-game appetites or provide a casual meal between activities. With views of the golf course, it’s an ideal spot for a laid-back lunch or a refreshing drink. Expect a comfortable atmosphere that complements the golf club setting, perfect for unwinding after a round. On site
- Clubhouse Bistro (Potential/Seasonal) — While not always a permanent fixture, some golf clubs have seasonal or secondary bistro services available at their clubhouses. This option, if active, would offer lighter fare or grab-and-go items suitable for a quick bite between holes or before a tournament. It’s worth checking with the club directly upon arrival to see if any additional casual dining outlets are operating. These spots often focus on speed and convenience, serving sandwiches, salads, and snacks. Varies
Nearby Gathering Spots
- Salty's Tropical Bar & Grill — A popular local spot offering a casual atmosphere with a focus on seafood and American pub fare. Salty's is known for its relaxed vibe, making it a good place for groups to gather after a day on the course. They often feature a diverse menu that includes burgers, sandwiches, fresh catches, and appetizers, alongside a selection of beverages. It’s a go-to for many in the Winter Haven area looking for a friendly, unpretentious dining experience with consistent quality. 2.1 mi
- 99th Flavors — This restaurant offers a diverse culinary experience, often highlighting international flavors with American influences, catering to a range of palates. It provides a comfortable setting for groups looking for a sit-down meal with varied menu options, from savory entrees to lighter bites. 99th Flavors is known for its welcoming service and a menu that aims to please many, making it a reliable choice for team dinners or family outings looking for a bit more variety. 2.7 mi
Local & Elevated Picks
- Champs Sports Bar & Grill — Champs offers a lively sports bar atmosphere coupled with a solid menu of American favorites, including wings, burgers, and sandwiches. It's a great spot for watching games or gathering with friends in a boisterous setting. The plentiful seating and extensive drink menu make it suitable for larger groups looking for a casual and entertaining dining experience. Expect a casual environment with friendly service and a menu designed for crowd-pleasing. 4.5 mi
- Thaimee — A well-regarded establishment offering authentic Thai cuisine in a pleasant dining environment. Thaimee provides an excellent option for those seeking flavorful curries, noodle dishes, and other traditional Thai specialties. The restaurant is known for its carefully prepared dishes and often offers a more refined dining experience compared to casual sports bars or grills. It's a good choice for groups looking for a flavorful and slightly more upscale meal in the heart of Winter Haven. 3.9 mi
Local Tips
Florida’s afternoon thunderstorms are common in summer: always check the forecast before teeing off.
Hydration is key: carry water bottles as course water stations may be spaced out.
Book tee times well in advance: , especially for weekends or during peak winter season.
Embrace the slower pace of life in Winter Haven: factor in extra travel time for relaxed drives.
Seasonal note: Winter brings pleasant temperatures and the peak golf season, with warmer days attracting visitors from cooler climates, so expect higher demand and earlier booking necessity. Spring and early summer offer warmer weather with increasing humidity and the chance of afternoon showers, making for lush course conditions. Mid-summer is hot and humid, with frequent thunderstorms; playing in the early morning or late afternoon is often preferred, and the course remains green but can be demanding. Fall provides a transition with milder temperatures, less humidity, and beautiful foliage, offering comfortable playing conditions and fewer crowds than peak season.
- Florida’s afternoon thunderstorms are common in summer always check the forecast before teeing off.
- Hydration is key carry water bottles as course water stations may be spaced out.
- Book tee times well in advance , especially for weekends or during peak winter season.
- Local traffic can be unpredictable around major event dates or during holiday periods.
- Embrace the slower pace of life in Winter Haven factor in extra travel time for relaxed drives.
- Seasonal note: Winter brings pleasant temperatures and the peak golf season, with warmer days attracting visitors from cooler climates, so expect higher demand and earlier booking necessity. Spring and early summer offer warmer weather with increasing humidity and the chance of afternoon showers, making for lush course conditions. Mid-summer is hot and humid, with frequent thunderstorms; playing in the early morning or late afternoon is often preferred, and the course remains green but can be demanding. Fall provides a transition with milder temperatures, less humidity, and beautiful foliage, offering comfortable playing conditions and fewer crowds than peak season.
Weather & Seasons
Winter
Winter offers mild and comfortable days, typically ranging from the high 60s to low 70s Fahrenheit, with cooler evenings. This season is ideal for golf, with sunny skies being common. Visitors should pack layers, including a light jacket for mornings and evenings, but daytime play usually requires just golf attire. Rain is infrequent but possible; check forecasts before heading out.
Spring & early summer
As spring progresses into early summer, temperatures begin to climb, with daytime highs commonly reaching the low to mid-80s Fahrenheit. Humidity starts to increase, and the possibility of daily afternoon thunderstorms becomes more frequent. Lightweight, breathable clothing is recommended for comfort on the course. Be prepared for quick, heavy rain showers that usually pass quickly.
Mid-summer
Mid-summer in Winter Haven is characterized by high heat and humidity, with daytime temperatures frequently in the high 80s to low 90s Fahrenheit, often feeling hotter due to the humidity. Morning tee times are strongly advised to avoid the most intense heat and potential storms. Lightweight, moisture-wicking fabrics are essential. Always have rain gear handy for sudden downpours.
Fall season
Fall brings a welcome respite from the summer heat, with temperatures gradually cooling to pleasant levels, averaging in the 70s Fahrenheit. Humidity decreases, making for very comfortable playing conditions. The skies are often clear, and the transition offers a great period for outdoor activities without the intensity of summer. Light layers are still a good idea for cooler mornings and evenings.
Rain & snow
Snow is virtually non-existent in this region of Florida. Rainfall is most common during the summer months as afternoon thunderstorms, which can cause temporary course closures or delays. Spring and fall see less frequent but still possible rain showers. Winter is the driest season. Always have a waterproof jacket or poncho available, especially from May through September, and be aware of lightning protocols on the course.
Winter
Winter offers mild and comfortable days, typically ranging from the high 60s to low 70s Fahrenheit, with cooler evenings. This season is ideal for golf, with sunny skies being common. Visitors should pack layers, including a light jacket for mornings and evenings, but daytime play usually requires just golf attire. Rain is infrequent but possible; check forecasts before heading out.
Spring & early summer
As spring progresses into early summer, temperatures begin to climb, with daytime highs commonly reaching the low to mid-80s Fahrenheit. Humidity starts to increase, and the possibility of daily afternoon thunderstorms becomes more frequent. Lightweight, breathable clothing is recommended for comfort on the course. Be prepared for quick, heavy rain showers that usually pass quickly.
Mid-summer
Mid-summer in Winter Haven is characterized by high heat and humidity, with daytime temperatures frequently in the high 80s to low 90s Fahrenheit, often feeling hotter due to the humidity. Morning tee times are strongly advised to avoid the most intense heat and potential storms. Lightweight, moisture-wicking fabrics are essential. Always have rain gear handy for sudden downpours.
Fall season
Fall brings a welcome respite from the summer heat, with temperatures gradually cooling to pleasant levels, averaging in the 70s Fahrenheit. Humidity decreases, making for very comfortable playing conditions. The skies are often clear, and the transition offers a great period for outdoor activities without the intensity of summer. Light layers are still a good idea for cooler mornings and evenings.
Rain & snow
Snow is virtually non-existent in this region of Florida. Rainfall is most common during the summer months as afternoon thunderstorms, which can cause temporary course closures or delays. Spring and fall see less frequent but still possible rain showers. Winter is the driest season. Always have a waterproof jacket or poncho available, especially from May through September, and be aware of lightning protocols on the course.
Venue Facts
Primary team
N/A (Golf Club)
Neighborhood
Lake Chain Area
Nearest airport
Orlando International (MCO)
Parking
Clubhouse lot, ample space
Walkable district
Limited to course & clubhouse
Groceries & supplies
Publix (nearby on Cypress Gardens Blvd)
Pharmacy
CVS/Walgreens (multiple locations within 4 miles)
Urgent care
Winter Haven Urgent Care (approx. 4 miles)
Downtime
Lakeside parks, Winter Haven shopping centers
Pro tip
Factor in Florida’s heat and humidity; hydrate and play early or late.
| Primary team | N/A (Golf Club) |
| Neighborhood | Lake Chain Area |
| Nearest airport | Orlando International (MCO) |
| Parking | Clubhouse lot, ample space |
| Walkable district | Limited to course & clubhouse |
| Groceries & supplies | Publix (nearby on Cypress Gardens Blvd) |
| Pharmacy | CVS/Walgreens (multiple locations within 4 miles) |
| Urgent care | Winter Haven Urgent Care (approx. 4 miles) |
| Downtime | Lakeside parks, Winter Haven shopping centers |
| Pro tip | Factor in Florida’s heat and humidity; hydrate and play early or late. |
Frequently Asked Questions
Real questions travelers ask before booking near Cypresswood Golf & Country Club — answered with the specifics you actually need.
Questions Travelers Ask What people want to know before booking near Cypresswood Golf & Country Club
What are the closest hotels to Cypresswood Golf & Country Club?
The closest hotel to Cypresswood Golf & Country Club is Courtyard by Marriott Winter Haven (1.6 mi, from $213/night) — a 3-minute drive. Other nearby options include Home2 Suites by Hilton Winter Haven (2.25 mi, from $182/night) and Best Western Plus Winter Haven Inn & Suites (2.71 mi, from $129/night). Courtyard by Marriott Winter Haven offers free breakfast, a pool, and a fitness center. Home2 Suites by Hilton Winter Haven offers free breakfast, a pool, and a fitness center. Best Western Plus Winter Haven Inn & Suites offers free breakfast, a pool, and a fitness center.
Are there upscale or luxury hotels near Cypresswood Golf & Country Club?
Several upscale hotels are available near Cypresswood Golf & Country Club. Courtyard by Marriott Winter Haven (1.6 mi, from $213/night) and Holiday Inn Winter Haven by IHG (6.4 mi, from $157/night) both offer on-site dining and a pool. Courtyard by Marriott Winter Haven also has room service.
Which hotels near Cypresswood Golf & Country Club are great for a weekend getaway?
Several hotels near Cypresswood Golf & Country Club are ideal for a weekend getaway. Courtyard by Marriott Winter Haven (1.6 mi, from $213/night) and Holiday Inn Winter Haven by IHG (6.4 mi, from $157/night) both offer a pool and on-site dining.
Which hotels near Cypresswood Golf & Country Club are good for families?
Several hotels near Cypresswood Golf & Country Club are well-suited for families. Courtyard by Marriott Winter Haven (1.6 mi, from $213/night), Home2 Suites by Hilton Winter Haven (2.25 mi, from $182/night), and Best Western Plus Winter Haven Inn & Suites (2.71 mi, from $129/night) all offer suites, connecting rooms, a pool, complimentary breakfast, and on-site laundry.
Which hotels near Cypresswood Golf & Country Club are good for team or group travel?
Several hotels near Cypresswood Golf & Country Club accommodate team and group travel. Courtyard by Marriott Winter Haven (1.6 mi, from $213/night), Home2 Suites by Hilton Winter Haven (2.25 mi, from $182/night), and Best Western Plus Winter Haven Inn & Suites (2.71 mi, from $129/night) all offer meeting space, complimentary breakfast, and on-site laundry.
Hotel Amenities & Features Pools, breakfast, pet policies, and more
Which hotels near Cypresswood Golf & Country Club offer free breakfast?
Home2 Suites by Hilton Winter Haven (2.25 mi, from $182/night), Best Western Plus Winter Haven Inn & Suites (2.71 mi, from $129/night), and Rodeway Inn & Suites Winter Haven Chain of Lakes (4.51 mi, from $171/night) include complimentary breakfast.
Which hotels near Cypresswood Golf & Country Club offer free parking?
Home2 Suites by Hilton Winter Haven (2.25 mi, from $182/night), Best Western Plus Winter Haven Inn & Suites (2.71 mi, from $129/night), and Rodeway Inn & Suites Winter Haven Chain of Lakes (4.51 mi, from $171/night) offer complimentary parking.
Which hotels near Cypresswood Golf & Country Club have a fitness center?
Courtyard by Marriott Winter Haven (1.6 mi, from $213/night), Home2 Suites by Hilton Winter Haven (2.25 mi, from $182/night), and Best Western Plus Winter Haven Inn & Suites (2.71 mi, from $129/night) have an on-site fitness center.
Which hotels near Cypresswood Golf & Country Club have an outdoor pool?
Rodeway Inn & Suites Winter Haven Chain of Lakes (4.51 mi, from $171/night), Rodeway Inn Lake Wales - Winter Haven (11.36 mi, from $87/night), and Rodeway Inn & Suites Haines City - Winter Haven (11.4 mi, from $74/night) have an outdoor pool.
Are there smoke-free hotels near Cypresswood Golf & Country Club?
Yes — Courtyard by Marriott Winter Haven (1.6 mi, from $213/night), Home2 Suites by Hilton Winter Haven (2.25 mi, from $182/night), and Best Western Plus Winter Haven Inn & Suites (2.71 mi, from $129/night) are 100% smoke-free properties.
Other golf courses nearby
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Baytree Golf Club
Winter Haven, FL · 0 mi
Mountain Lake Golf Course
Lake Wales, FL · 5 mi
Four Lakes Golf Club
Winter Haven, FL · 6 mi
Lake Henry Course at Lake Henry Golf Club
Winter Haven, FL · 6 mi
Cypress Greens Golf & Tennis Community
Lake Alfred, FL · 9 mi
Diamondback Golf Club
Haines City, FL · 9 mi
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