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Top 24 Hotels Near Winding Hills Golf Club
1847 New York 17k Montgomery, NY 12549
Holiday Inn Express & Suites Montgomery by IHG
For a visit that balances a key destination with broader travel, Holiday Inn Express & Suites Montgomery by IHG keeps Winding Hills Golf Club within easy reach.
Complimentary coffee and tea service at Holiday Inn Express demonstrates attention to small details, enhancing guest arrival comfort. Each guest room contains branded bath amenities, walk-in showers, and soft towels, supporting refreshing morning and evening routines. Breakfast areas featuring buffets, cereals, and coffee stations provide travelers with dependable clarity to start their mornings.
Business centers, breakfast dining, and Wi-Fi pair with fitness and indoor pools, creating balanced routines for every guest.
Super 8 by Wyndham Montgomery Maybrook
In Montgomery, Super 8 by Wyndham Montgomery Maybrook is situated a simple cross-town drive from Winding Hills Golf Club, a spot that gives value to the guest experience.
Lobbies at Super 8 are bright and efficient, giving guests clear orientation cues and dependable first impressions at every location. Guest rooms emphasize branded toiletries, showers, and fresh linens, providing consistent refreshment and dependable clarity daily. Fitness facilities containing cardio gear, free weights, and stretching mats allow guests to maintain balance while away from home.
Free Wi-Fi, breakfast service, and vending setups combine with pools and parking, supporting clarity and convenience across stays.
Residence Inn by Marriott Middletown Goshen
Because Residence Inn by Marriott Middletown Goshen is a practical base, guests can decide to get to Winding Hills Golf Club refreshed after an easy drive.
Open lobby layouts with natural light at Residence Inn create orientation clarity that reduces confusion and fosters calm arrival impressions. Every guest room includes blackout curtains, plush bedding, and quiet HVAC, ensuring restorative environments that support deep, reliable sleep. Outdoor pools with shaded seating, sun decks, and beverage options create relaxing shared areas that support leisure and social connection.
Complimentary breakfast, rooftop pools, Wi-Fi connectivity, concierge services, and business centers provide premium convenience daily.
Home2 Suites by Hilton Middletown
From Home2 Suites by Hilton Middletown, the easy regional drive to Winding Hills Golf Club makes it a sensible hub for your visit.
Home2 Suites positions its Home2 Market next to reception, ensuring travelers find snacks and essentials without delay or disruption. Guest rooms include plush bedding, coffee makers, and bedside outlets, helping guests combine rest, refreshment, and convenience. In the fitness room, resistance gear, bikes, and mats are available, giving travelers equipment to sustain consistent daily workouts.
Guests benefit from laundry rooms, Inspired Table® breakfast, fitness equipment, and Wi-Fi, creating balance during extended stays.
Super 8 by Wyndham Middletown
The journey from Super 8 by Wyndham Middletown to Winding Hills Golf Club is a straightforward drive, an advantage that suits regional visitors.
Super 8 features complimentary breakfast areas visible from the lobby, ensuring guests begin mornings with clarity and convenience. Each guest room includes microwaves, mini-fridges, and outlets, making everyday conveniences easily accessible to all travelers. Pools designed with towel racks, loungers, and umbrellas give travelers clear recreation zones for both rest and social activity.
Pet-friendly rooms, complimentary breakfast, and Wi-Fi pair with parking and laundry, ensuring dependable routines for family travelers.
La Quinta Inn & Suites by Wyndham Middletown-Goshen
The hotel's spot as a sensible base gives La Quinta Inn & Suites by Wyndham Middletown-Goshen guests choices in how they plan their regional travel.
La Quinta lobbies emphasize clean finishes, bright décor, and symmetry, making arrival experiences predictable and stress-free. Each guest room features coffee makers, microwaves, and mini-fridges, letting travelers keep essential conveniences within reach. Business centers offering computers, printers, and Wi-Fi support productivity, helping professionals manage essential tasks with ease.
Business centers, free Wi-Fi, and breakfast setups align with laundry and parking, supporting both leisure and professional routines.
Hampton Inn by Hilton Middletown
In the Montgomery region, Hampton Inn by Hilton Middletown is situated as a convenient base, a spot that gives value to the guest experience.
Hampton Inn lobbies combine sofa clusters and community seating, creating versatile regrouping spaces for both families and teams. All guest rooms offer rainfall showers, vanities with lighting, and premium toiletries, providing elevated refreshment during daily routines. Fitness facilities with cardio machines, resistance stations, and mats keep routines steady, letting travelers sustain health easily on the road.
Valet service, complimentary breakfast, Wi-Fi, fitness rooms, and business centers deliver convenience that supports guest routines.
Microtel Inn & Suites by Wyndham Middletown
The hotel's spot as a convenient base gives Microtel Inn & Suites by Wyndham Middletown guests a simple way to start their day of travel.
At select properties, Microtel keeps ATM access near reception, solving quick cash needs without a detour before evening plans begin. All guest rooms stock basic bath amenities and bright lighting, so showers reset energy quickly between daytime outings and dinners. ATM kiosks in the lobby at some hotels solve quick cash needs, minimizing detours so evening plans stay on track and unhurried.
With pet-friendly rooms at participating locations, Wi-Fi, breakfast, and laundry, companions stay comfortable without detours or delays.
Courtyard by Marriott Middletown Goshen
When a trip to the Montgomery area involves multiple stops, Courtyard by Marriott Middletown Goshen's position as a practical base is a functional asset.
Guests at Courtyard encounter complimentary lobby coffee service, simple rituals that add comfort and reduce fatigue upon arrival. Each guest room contains ergonomic desks, large TVs, and bedside USB hubs, ensuring travelers stay connected and productive reliably. Guests in the lobby seating encounter community tables, modular chairs, and soft lighting, spaces that support orientation and comfort.
With 24/7 markets, business facilities, indoor pools, and complimentary Wi-Fi, Courtyard creates dependable ease across all stays.
Tru by Hilton Middletown
Reaching Winding Hills Golf Club from Tru by Hilton Middletown is a simple commute, a quality that weaves convenience into the start of any day.
Tru by Hilton offers a contactless check-in option via the Hilton Honors app, allowing you to bypass the front desk entirely. Guest rooms provide coffee makers, bedside outlets, and plush bedding, giving travelers comfort and convenience in daily routines. The business zone with shared desks, Wi-Fi, and charging hubs supports productivity for travelers balancing work during their stay.
With complimentary Wi-Fi, pet-friendly policies, fitness centers, and 24/7 markets, guests enjoy convenience across all properties.
Holiday Inn Express & Suites Middletown - Goshen by IHG
In Montgomery, Holiday Inn Express & Suites Middletown - Goshen by IHG's role as a practical base remains a key asset for visitors who value easy travel.
Holiday Inn Express lobbies incorporate modern finishes and symmetry, delivering consistent first impressions at every location. All guest rooms highlight plush beds, blackout curtains, and quiet HVAC systems, giving guests a reliable foundation for restorative sleep. Breakfast dining rooms with buffets, cereals, and hot beverages support day-start clarity and provide variety for all guests daily.
Free breakfast, reliable Wi-Fi, and self-parking join with laundry and pools, supporting clarity across all travel routines.
Candlewood Suites Middletown Goshen by IHG
The hotel's spot as a practical base gives Candlewood Suites Middletown Goshen by IHG guests a easy way to start their day of travel.
Cupboard® shelving at Candlewood Suites organizes microwavables, drinks, and basics, so short stops finish without searching for items. Suites often add a separate bedroom door and a second TV, improving privacy and keeping wind-down flexible when schedules differ. Patio fire pits frame chairs and side tables at safe distances, offering a relaxed finish to the day without additional driving off-site.
Free Wi-Fi, complimentary guest laundry, and a 24/7 market pair with a fitness room and gazebo grills, keeping everyday routines on site.
The Crossroads Hotel Newburgh
From The Crossroads Hotel Newburgh, Winding Hills Golf Club is a simple commute, a perk that makes the hotel a strategic choice.
The Crossroads Hotel Newburgh often greets arrivals with cozy lobby lounges, artisanal décor, and complimentary refreshments that feel thoughtfully curated. Accommodations typically offer curated minibars, plush bedding, and unique design touches for a boutique-forward impression. Facilities may highlight intimate cocktail bars, curated dining venues, and small libraries for a stylish boutique guest experience.
A visit often offers complimentary Wi-Fi, bike storage, laundry service, and artisanal breakfast, aligning boutique ease with routines.
Courtyard by Marriott Newburgh Stewart Airport
The hotel's spot as a practical base gives Courtyard by Marriott Newburgh Stewart Airport guests a direct way to manage their regional travel.
Upon arrival, Courtyard situates reception desks beside modular seating and open layouts, ensuring orientation clarity and efficiency. Every suite highlights walk-in showers, stocked bath products, and bright décor, refreshing routines with consistency and ease. At the 24/7 Market, travelers access packaged snacks, bottled water, and frozen items, reliable details that simplify daily routines.
Amenities such as Starbucks® coffee, outdoor pools, valet parking, and meeting hubs balance routines with consistent convenience.
The Orange Inn Boutique Hotel
From The Orange Inn Boutique Hotel, Winding Hills Golf Club is within driving reach, a detail that gives guests more command over their travel.
Arrivals at The Orange Inn Boutique Hotel may feature efficient check-in, complimentary parking, and a straightforward lobby for easy navigation. Guest rooms often feature plush bedding, climate control, and streaming access, allowing guests to rest while enjoying entertainment. Facilities may provide guest laundries, vending access, and compact breakfast spaces that keep routines straightforward for each stay.
A visit may highlight Wi-Fi, compact breakfast service, vending machines, and parking, giving guests consistent ease while traveling.
Fairfield Inn & Suites by Marriott Goshen Middletown
For guests in the Montgomery region, Fairfield Inn & Suites by Marriott Goshen Middletown is a convenient base, a position that makes for an unhurried start to the day.
At the lobby, Fairfield Inn groups coffee counters, market cases, and seating so travelers can choose a seat, snack, or charge point without wandering. Guest rooms contain stylish décor, comfortable seating, and flat-screen TVs, creating a relaxed environment for travelers to recharge daily. Market pantries carry drinks, packaged meals, and snacks, ensuring dependable convenience and flexible options for every type of traveler.
Complimentary Wi-Fi, meeting rooms, fitness equipment, and breakfast selections provide dependable amenities that maintain travel simplicity.
Days Inn by Wyndham Wurtsboro
The hotel's spot as a practical base gives Days Inn by Wyndham Wurtsboro guests a direct way to engage with the surrounding area.
Wayfinding at Days Inn puts elevator ranges, exits, and amenity icons in one sightline, reducing hesitation as newcomers orient. Every guest room stocks an iron, ironing board, and hair dryer, helping outfits refresh quickly and routines stay on pace before departures. Guest laundry rooms place washers, dryers, and a folding shelf beside detergent vending, keeping wardrobes in rotation on longer stays.
Breakfast seating, tray returns, and utensil caddies plus Wi-Fi and a market keep morning flow organized during busier windows for guests.
Hampton Inn & Suites Newburgh Stewart Airport
As a convenient base, Hampton Inn & Suites Newburgh Stewart Airport is a central element that allows for a more dynamic daily rhythm.
Casual décor and open layouts in Hampton Inn receptions produce dependable clarity, helping travelers orient easily from the start. Guest rooms contain smart HDTVs, streaming access, and ergonomic chairs, giving travelers dependable entertainment for evening relaxation. Breakfast areas with hot buffets, cereal stations, and fresh fruit at Hampton Inn provide clarity, ensuring mornings start with dependable variety.
Complimentary Wi-Fi, hot breakfast, indoor pools, Pavilion Pantry markets, and laundry services simplify extended-stay travel needs.
Sleep Inn & Suites Middletown - Goshen
The journey from Sleep Inn & Suites Middletown - Goshen to Winding Hills Golf Club is a simple commute, an advantage that contributes to a well-rounded and convenient stay.
After travel, Sleep Inn's open-plan lobby encourages short breaks on comfortable chairs and couches, supporting a smoother transition to stay. Guest rooms supply a sizeable workspace, premium bedding, an in-room coffee station and free Wi-Fi to keep routines steady. Business centers include private booths, USB charging and printing access so last-minute materials and boarding passes can be handled fast.
Between free Wi-Fi, hot breakfast, a small marketplace, fitness equipment, meeting rooms and accessible parking, stays stay practical.
Days Inn by Wyndham Middletown
This sensible base from Days Inn by Wyndham Middletown lets guests to feel more in control of their schedule in the Montgomery area.
Near reception, Days Inn may stage local guides and dining lists, shortening questions and mapping the first walk to nearby essentials. All guest rooms cluster microwave, fridge, and coffee supplies, turning short windows into simple, no-drive meals during busy days. Vending banks position cold drinks, snacks, and a microwave along main corridors, covering late arrivals when neighborhood shops are closed.
Fitness gear, posted pool hours where offered, towel bins, and Wi-Fi balance movement and recovery with minimal setup each day indoors.
Newburgh Inn
This practical base from Newburgh Inn lets guests to feel oriented and comfortable in the Montgomery area.
Newburgh Inn often highlights accessible arrivals with modest reception, vending access, and practical on-site parking for travelers. Accommodations may include tasteful interiors, hardwood floors, and rainfall showers, reinforcing comfort in a practical guest setting. Public areas typically highlight breakfast rooms, vending areas, and seating zones that emphasize simplicity across travel routines.
Guests may enjoy Wi-Fi, laundry support, modest breakfast, and vending access, maintaining straightforward clarity across overnight visits.
Howard Johnson by Wyndham Newburgh / West Point
The journey from Howard Johnson by Wyndham Newburgh / West Point to Winding Hills Golf Club is an easy regional drive, an asset that adds to the overall sense of convenience.
At destination hubs, Howard Johnson helps align guests with local shuttles stopping at the hotel, wrapping transit neatly into check-in. All guest rooms provide a work surface and chair near handy outlets, organizing planning time while luggage is unpacked without rush. Outdoor pools with seasonal hours and loungers offer a simple cooldown, helping travelers decompress before evening activities resume.
With guest laundry, breakfast, and Wi-Fi, plus a seasonal outdoor pool, simple comforts align to reduce detours during busy itineraries.
Wildflower Farms Auberge Collection
For visitors to the region, Wildflower Farms Auberge Collection is a convenient base, keeping Winding Hills Golf Club a simple commute.
Guests at Wildflower Farms Auberge Collection may find a reception with refined finishes, professional concierge presence, and courteous staff shaping an upscale start. Rooms may offer spacious seating, elegant décor, and in-room coffee or tea service for a refined and comfortable luxury experience. Amenities typically highlight upscale restaurants, cocktail bars, and stylish lounges that create a refined and comfortable retreat.
Accommodations often showcase spa-inspired spaces, dining venues, Wi-Fi, and valet parking, creating ease across both leisure and routine.
Ramada by Wyndham Newburgh / West Point
This convenient base helps Ramada by Wyndham Newburgh / West Point guests get grounded in the local Montgomery area while keeping Winding Hills Golf Club accessible.
Lobby markets inside Ramada properties supply packaged snacks, drinks, and travel items, simplifying routines for busy travelers. Each guest room highlights sofa seating, HDTVs, and charging hubs, balancing entertainment ease with comfort and practical function. Meeting rooms arranged with AV systems, breakout spaces, and flexible layouts provide dependable support for group collaboration.
Complimentary breakfast, Wi-Fi, and laundry pair with fitness centers and parking, helping guests maintain balance across stays.
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Winding Hills Golf Club Local Area Guide
Event & Visitor Overview – Winding Hills Golf Club
Winding Hills Golf Club primarily hosts recreational and club-level golf activity: daily tee sheets for casual players, recurring member leagues, and occasional weekend outings and charity tournaments. Visitors are a mixed recreational demographic — regular members and local golfers, family groups, older adult players who favor morning rounds, and Sunday or holiday players who visit with friends. The venue also supports organized play such as club championships and group outings that attract visiting parties from across the Montgomery, NY area. Trips are usually organized around scheduled tee times or shotgun-start charity events, with many visitors planning round-plus-meal days rather than single-hour visits.
Day-of flowGame & Event Day Rhythm
Typical days begin early with first-tee waves and steady morning traffic as players arrive for cooler conditions and less congested pace of play. Midday often brings a second wave of tee times and casual groups, while tournament or outing days use shotgun starts or block tee reservations that concentrate activity into a single extended session followed by post-round scoring and social time. Warm-ups on the driving range and putting green are common before play, and groups commonly plan longer blocks on event days to accommodate slower play, socializing, and on-course breaks. Weekdays are generally quieter with more flexible timing, while weekends and special events create peak flows that lengthen on-course times and extend stays in the clubhouse afterward.
Getting thereTravel & Arrival Patterns
Most visitors drive in from the wider Hudson Valley and surrounding towns, usually arriving the morning of play unless part of an organized outing that concentrates arrivals. Carpooling and group arrivals are typical for larger parties, which helps consolidate parking and pre-round check-in. Arrival surges occur in the hour before peak tee times, and departures cluster after the final groups finish and complete scoring or meals. For those aiming to avoid congestion, arriving a bit earlier than booked tee times or planning for off-peak midweek rounds reduces bottlenecks, and staying locally when participating in early shotgun starts can simplify logistics for groups.
Weather checkWeather & Seasonal Considerations
Seasonal swings influence comfort and course conditions: spring brings wet ground and occasional frost delays that affect early starts, summers produce warm, sometimes humid conditions with possible afternoon thunderstorms, and autumn offers cooler, drier play that extends comfortable rounds into the evening. Wind can be a factor on exposed holes and changes club selection, while morning dew and soggy turf can slow play in wet periods. Players typically plan layers for cool starts, sun protection and hydration for warm afternoons, and rain gear for unsettled days; maintenance windows and reduced play are common in the coldest months as course upkeep takes priority.

