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Hotels near The Windward School

Hotels near The Windward School

40 W Red Oak Ln, White Plains, NY 10604

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15 Hotels near The Windward School

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Photo of HYATT house White Plains Closest
From $260 / night 0.45 mi

HYATT house White Plains

· 4.2 Very Good · 994 reviews

Residential comfort scaled for guests whose itineraries demand early departures and evening prep.

  • Prepare for interviews at the in-suite desk and work area
  • Access cribs and highchairs delivered directly to your family suite
  • Relax with complimentary beverages at select locations' evening social
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Photo of Cambria Hotel & Suites - White Plains Downtown Top rated
From $269 / night 4.12 mi

Cambria Hotel & Suites - White Plains Downtown

· 4.6 Excellent · 360 reviews

Contemporary hospitality positioned for travelers managing interview-day logistics flawlessly.

  • Wake refreshed from plush bedding before prospective student interviews
  • Review application materials together at modern workspaces with ample surface
  • Sip signature cocktails crafted with local spirits and seasonal ingredients
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Photo of The Opus Westchester Autograph Collection Highly rated
From $336 / night 4.33 mi

The Opus Westchester Autograph Collection

· 4.6 Excellent · 477 reviews

Independent properties chosen for guests who value substance over sameness.

  • Host family conversations in layouts designed for intimate private gatherings
  • Wind down with locally inspired culinary experiences and creative cocktails
  • Encounter signature stay rituals crafted specifically for this one-of-a-kind property
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Photo of Courtyard by Marriott Rye
From $322 / night 5.12 mi

Courtyard by Marriott Rye

· 4.2 Very Good · 421 reviews

Refined hospitality positioned for attendees balancing ceremony with comfort after hours.

  • Experience personalized service tailored to your campus visit schedule
  • Reach campus quickly with direct airport shuttle service coordination available
  • Enjoy localized breakfast menus reflecting regional flavors families recognize and appreciate
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Photo of Central Motel Courtyard
From $157 / night 5.84 mi

Central Motel Courtyard

· 3.7 Good

Road-tested sophistication that serves travelers managing appointment-driven weekends with precision.

  • Sleep soundly on pillow-top mattresses after full days exploring campus
  • Store luggage and personal items in spacious suite layouts
  • Keep siblings close by booking connecting rooms upon request
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Photo of Days Inn by Wyndham Elmsford / White Plains
From $123 / night 9.54 mi

Days Inn by Wyndham Elmsford / White Plains

· 3.2 Average · 681 reviews

Budget-friendly comfort for parents who value conversation over amenities.

  • Simplify airport transfers with scheduled shuttle service to terminals
  • Begin admission days with free hot coffee and breakfast
  • Request extra pillows for personalized comfort during your stay
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Photo of Motel 6 Elmsford NY - White Plains
From $124 / night 9.58 mi

Motel 6 Elmsford NY - White Plains

· 3.2 Average · 625 reviews

The brand families trust when ceremony matters more than hotel extras.

  • Caffeinate before alumni tours and campus events every morning
  • Recharge on clean simple bedding between tours and alumni gatherings
  • Keep belongings organized with the room's clean wood-effect floors
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Photo of Extended Stay America Suites White Plains Elmsford
From $136 / night 9.99 mi

Extended Stay America Suites White Plains Elmsford

· 3.3 Average · 738 reviews

Built for the long-term guest who values consistency across every visit.

  • Park easily with oversized lot space for trailers and moving trucks
  • Grab coffee early before touring the grounds and meeting faculty
  • Pick up fresh muffins before morning sessions with prospective families
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Photo of Baymont by Wyndham White Plains - Elmsford
From $187 / night 10.05 mi

Baymont by Wyndham White Plains - Elmsford

· 4.1 Very Good · 1,969 reviews

Simple reliability crafted for families whose annual visits require zero guesswork.

  • Accommodate overnight guests with pull-out sofa beds in suites
  • Select family suite options designed for comfort during extended visits
  • Fuel up with hot breakfast to prepare for full reunion days
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Photo of Hampton Inn White Plains / Tarrytown
From $158 / night 10.06 mi

Hampton Inn White Plains / Tarrytown

· 3.9 Good · 1,127 reviews

Personal hospitality greets alumni who remember when these visits felt like home.

  • Rest in guest rooms between back-to-back tours and information sessions
  • Enjoy complimentary hot breakfast before boarding parent weekend events
  • Sink into the plush Hampton bed after a full day
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Photo of Westchester Marriott
From $240 / night 10.53 mi

Westchester Marriott

· 4.4 Very Good · 760 reviews

Upscale stays engineered for travelers who live by schedules and standards.

  • Refresh with This Works® bath products in spacious walk-in showers
  • Access the exclusive M Club lounge during campus visit days
  • Fit extra guests easily with rollaway beds in larger rooms
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Photo of Sheraton Tarrytown Hotel
From $205 / night 10.99 mi

Sheraton Tarrytown Hotel

· 4.0 Very Good · 704 reviews

Elevated comfort tailored to visitors who want the same room twice.

  • Access the campus and surrounding area with local transport from property
  • Start early with made-to-order eggs and fresh pressed juices
  • Select hypoallergenic pillow options to suit individual comfort preferences and needs
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Photo of Hilton Garden Inn Westchester Dobbs Ferry NY
From $146 / night 11.56 mi

Hilton Garden Inn Westchester Dobbs Ferry NY

· 4.2 Very Good · 482 reviews

Upscale reliability designed for families whose traditions deserve thoughtful hosting.

  • Sample expertly mixed signature cocktails after a full day on campus
  • Utilize business centers for printing admission documents and travel confirmations
  • Coordinate car service for graduation ceremonies and celebratory family dinners
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Photo of SpringHill Suites by Marriott Tarrytown Westchester County
From $203 / night 11.56 mi

SpringHill Suites Tarrytown Westchester County

· 4.1 Very Good · 1,022 reviews

Designed for families whose loyalty spans decades, not just a single weekend.

  • Stock up on Greek yogurt parfaits for energy during lengthy tours
  • Relax under walk-in showers after long days exploring campus grounds
  • Rest between events on stylish West Elm furniture throughout suites
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Photo of Courtyard by Marriott Tarrytown Westchester County Best value
From $239 / night 11.72 mi

Courtyard by Marriott Tarrytown Westchester County

· 4.5 Excellent · 418 reviews

Polished service designed for families where punctuality defines the entire visit.

  • Arrive easily with convenient airport shuttle service at select locations
  • Fuel prospective student tours with hot buffet options and artisan pastries
  • Recharge under premium cotton-rich linens between morning and afternoon tours
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Hotel offerings and amenities can change. Check the hotel page for up-to-date details.
Local Area Guide

The Windward School 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.

The Windward School in White Plains serves as a prominent educational landmark often utilized for various community and regional events. This guide is designed to assist visitors, families, and team coordinators in navigating the venue and the surrounding Westchester area effectively. You will learn about the logistical aspects of event day, including arrival patterns, local parking, and nearby amenities for meals and downtime. Whether you are attending a school function or a broader community gathering, this orientation provides the essential details for a seamless visit. By understanding the local layout, you can ensure your group has a productive and stress-free experience during your time at the campus.

Section 01

Neighborhood Overview

The Windward School is located in the West Red Oak Lane area of White Plains, a suburban setting characterized by corporate offices and institutional facilities. Accessibility is primarily managed via major regional arteries like the Hutchinson River Parkway and I-287, which connect the school to the wider Westchester County network. The closest major aviation hub is Westchester County Airport, which is roughly a 15-minute drive away depending on local traffic conditions. Parking is generally contained within the school's designated areas, and visitors should follow posted signage upon arrival to ensure they are in the correct lot for their specific event.

While the immediate area is not a traditional pedestrian downtown, it is well-connected to the core of White Plains via short drives. Rideshare services are readily available, making it easy for guests to reach the school without navigating complex local street layouts. During busy event days, traffic along Red Oak Lane can increase, so we recommend planning for a slightly earlier arrival to account for any potential congestion near the entrance. Smart arrival tactics include checking event-specific instructions for designated drop-off zones, especially if you are traveling with a large group or carrying equipment.

Section 02

Where to Stay

Most visitors opt to stay in the central White Plains area, which offers a robust selection of hotels ranging from business-class accommodations to extended-stay suites. This cluster is only a short drive from the school campus, providing easy access to both the venue and the city's main dining hubs. Teams and groups often prefer hotels near the downtown corridor to take advantage of the proximity to restaurants and shopping centers during downtime.

Demand for local hotels can spike during major regional events or peak academic seasons, so booking your accommodations well in advance is highly recommended. Many of these hotels offer shuttle services or are located near public transit lines, which can simplify your daily commute. If you are traveling as part of a larger team, inquire about group blocks early to ensure all participants are housed in the same vicinity for easier coordination.

Section 03

Quick-Plan Overview

Closest airport

Westchester County Airport is the nearest hub, typically requiring a 15-minute drive to reach the school campus from the terminal.

Parking tactic

Follow all posted signage for event-specific parking areas to ensure you are directed to the correct lot upon your arrival.

Walkable hangout

The immediate vicinity is primarily corporate and residential, so most visitors prefer a short drive to reach active downtown dining spots.

Rainy-day fallback

The Westchester Mall is a short drive away, offering extensive indoor shopping, dining, and climate-controlled areas for your group to gather.

Regroup zone

The lobby or designated outdoor common areas on campus are the most reliable spots for your group to meet after events.

  • Closest airport: Westchester County Airport is the nearest hub, typically requiring a 15-minute drive to reach the school campus from the terminal.
  • Parking tactic: Follow all posted signage for event-specific parking areas to ensure you are directed to the correct lot upon your arrival.
  • Walkable hangout: The immediate vicinity is primarily corporate and residential, so most visitors prefer a short drive to reach active downtown dining spots.
  • Rainy-day fallback: The Westchester Mall is a short drive away, offering extensive indoor shopping, dining, and climate-controlled areas for your group to gather.
  • Regroup zone: The lobby or designated outdoor common areas on campus are the most reliable spots for your group to meet after events.
Section 04

Event Day Flow

Check-In & Warm-Up

Plan to arrive at least 30 minutes before your scheduled activity to allow for parking and transit to the venue. Check-in procedures are typically handled at the main entrance, so have your credentials or registration information ready to present. Once inside, locate your assigned field or activity area to begin your warm-up routine. There are usually designated spaces for teams to store gear safely while they prepare for the event. Be mindful of other groups using the facility and maintain a steady flow toward your designated zone.

Mid-Day Regroup

During breaks, regroup with your team in the designated common areas to hydrate and review your performance or session objectives. The campus layout allows for easy movement between activity zones, but stay organized to avoid losing track of your group members. If you brought snacks or light refreshments, these areas are perfect for a quick energy boost. Keep the space clean and respectful so that other teams can enjoy the facilities throughout the day. Check your event schedule periodically to ensure you are ready for your next session on time.

Wrap-Up & Departure

When your event concludes, gather all personal equipment and double-check your area to ensure nothing is left behind during the transition. Exit the venue by following the designated pathways toward the parking lot to avoid congestion at the main gates. If you are waiting for rideshare services, coordinate a clear pickup point away from the primary traffic lanes to facilitate a smooth departure. Traffic exiting the campus can be heavy immediately following an event, so remain patient as vehicles move through the access roads. Safely store your gear and proceed toward your next destination with plenty of time for transit.

Check-In & Warm-Up

Plan to arrive at least 30 minutes before your scheduled activity to allow for parking and transit to the venue. Check-in procedures are typically handled at the main entrance, so have your credentials or registration information ready to present. Once inside, locate your assigned field or activity area to begin your warm-up routine. There are usually designated spaces for teams to store gear safely while they prepare for the event. Be mindful of other groups using the facility and maintain a steady flow toward your designated zone.

Mid-Day Regroup

During breaks, regroup with your team in the designated common areas to hydrate and review your performance or session objectives. The campus layout allows for easy movement between activity zones, but stay organized to avoid losing track of your group members. If you brought snacks or light refreshments, these areas are perfect for a quick energy boost. Keep the space clean and respectful so that other teams can enjoy the facilities throughout the day. Check your event schedule periodically to ensure you are ready for your next session on time.

Wrap-Up & Departure

When your event concludes, gather all personal equipment and double-check your area to ensure nothing is left behind during the transition. Exit the venue by following the designated pathways toward the parking lot to avoid congestion at the main gates. If you are waiting for rideshare services, coordinate a clear pickup point away from the primary traffic lanes to facilitate a smooth departure. Traffic exiting the campus can be heavy immediately following an event, so remain patient as vehicles move through the access roads. Safely store your gear and proceed toward your next destination with plenty of time for transit.

Section 05

Things to Do

Walkable

Nature Trails

0.2 mi

Adjacent to the campus, there are quiet, wooded areas that offer a peaceful escape from the event atmosphere. These paths are perfect for a brief walk to clear your head or stretch your legs between sessions. The terrain is relatively flat and well-maintained, making it accessible for most visitors. It is a great way to enjoy the local landscape without needing to drive anywhere.

Campus Grounds

On site

The Windward School campus itself provides a well-manicured environment for walking and casual observation. You can navigate the exterior pathways to get a sense of the facility layout and find comfortable spots to sit. It serves as a central hub where attendees can gather before or after their activities. Please remain within public access areas while exploring the school grounds.

5–15 Minutes Away

The Westchester

3.5 mi

This premium shopping destination features a wide array of retail stores, department shops, and dining options for all tastes. It is a popular spot for groups looking to spend a few hours away from the event venue. The mall is climate-controlled, making it an excellent choice regardless of the current weather conditions. You will find plenty of seating areas throughout the facility for your group to regroup.

Saxon Woods Park

2.8 mi

This expansive park offers beautiful green spaces, trails, and recreational facilities for those interested in outdoor activities. It is a fantastic place to visit if you have a longer break between events and want to enjoy nature. The park is well-kept and provides a quiet retreat from the busy pace of the city. Consider bringing a picnic or just enjoying the scenery during your visit.

Walkable

  • Nature Trails — Adjacent to the campus, there are quiet, wooded areas that offer a peaceful escape from the event atmosphere. These paths are perfect for a brief walk to clear your head or stretch your legs between sessions. The terrain is relatively flat and well-maintained, making it accessible for most visitors. It is a great way to enjoy the local landscape without needing to drive anywhere. 0.2 mi
  • Campus Grounds — The Windward School campus itself provides a well-manicured environment for walking and casual observation. You can navigate the exterior pathways to get a sense of the facility layout and find comfortable spots to sit. It serves as a central hub where attendees can gather before or after their activities. Please remain within public access areas while exploring the school grounds. On site

5–15 Minutes Away

  • The Westchester — This premium shopping destination features a wide array of retail stores, department shops, and dining options for all tastes. It is a popular spot for groups looking to spend a few hours away from the event venue. The mall is climate-controlled, making it an excellent choice regardless of the current weather conditions. You will find plenty of seating areas throughout the facility for your group to regroup. 3.5 mi
  • Saxon Woods Park — This expansive park offers beautiful green spaces, trails, and recreational facilities for those interested in outdoor activities. It is a fantastic place to visit if you have a longer break between events and want to enjoy nature. The park is well-kept and provides a quiet retreat from the busy pace of the city. Consider bringing a picnic or just enjoying the scenery during your visit. 2.8 mi
Section 06

Food & Drink

Inside & Adjacent

Local Deli Options

0.5 mi

Several delis are located just a short drive from the school, offering quick sandwiches and salads perfect for a fast lunch. These spots are accustomed to serving groups on the go and provide efficient service. You can easily grab a meal and return to the venue without missing any event action. Their menus typically feature a variety of classic deli staples that appeal to all ages.

Campus Cafe

On site

The school may offer limited concessions depending on the specific event schedule and facility usage. It is always a good idea to check in with event organizers regarding the availability of on-site food services. If available, this is the most convenient option for attendees who want to stay close to the action. Keep in mind that options may be limited to light snacks and beverages.

Nearby Gathering Spots

White Plains Diner

2.5 mi

This classic diner is a staple for groups, offering a massive menu that caters to every possible preference. It is a reliable spot for breakfast, lunch, or dinner, with plenty of space to accommodate larger parties. The atmosphere is casual and welcoming, making it an ideal choice for a post-event meal. You can expect hearty portions and quick service from their experienced staff.

City Sports Bar

2.2 mi

For groups looking to unwind, this local sports bar provides a high-energy environment with plenty of screens and pub fare. It is well-equipped to handle groups, with large tables and a menu full of crowd-pleasing appetizers. This is a popular spot for celebrating a successful day or just relaxing after a long session. The central location makes it very easy to reach from the school.

Local & Elevated Picks

Downtown Bistro

3.0 mi

This elevated bistro offers a more refined dining experience with a focus on seasonal ingredients and local flavors. It is a great choice if your group wants a sit-down meal that feels a bit more special. The ambiance is sophisticated yet comfortable, providing a nice contrast to the busy event schedule. Be sure to make a reservation if you have a large party joining you.

Italian Kitchen

2.8 mi

Known for authentic pasta and wood-fired pizzas, this restaurant is a local favorite for those seeking high-quality comfort food. The portions are generous and the atmosphere is warm, making it perfect for family gatherings after a long day. Their commitment to fresh ingredients shines through in every dish served. It is a fantastic way to experience the culinary culture of the White Plains area.

Inside & Adjacent

  • Local Deli Options — Several delis are located just a short drive from the school, offering quick sandwiches and salads perfect for a fast lunch. These spots are accustomed to serving groups on the go and provide efficient service. You can easily grab a meal and return to the venue without missing any event action. Their menus typically feature a variety of classic deli staples that appeal to all ages. 0.5 mi
  • Campus Cafe — The school may offer limited concessions depending on the specific event schedule and facility usage. It is always a good idea to check in with event organizers regarding the availability of on-site food services. If available, this is the most convenient option for attendees who want to stay close to the action. Keep in mind that options may be limited to light snacks and beverages. On site

Nearby Gathering Spots

  • White Plains Diner — This classic diner is a staple for groups, offering a massive menu that caters to every possible preference. It is a reliable spot for breakfast, lunch, or dinner, with plenty of space to accommodate larger parties. The atmosphere is casual and welcoming, making it an ideal choice for a post-event meal. You can expect hearty portions and quick service from their experienced staff. 2.5 mi
  • City Sports Bar — For groups looking to unwind, this local sports bar provides a high-energy environment with plenty of screens and pub fare. It is well-equipped to handle groups, with large tables and a menu full of crowd-pleasing appetizers. This is a popular spot for celebrating a successful day or just relaxing after a long session. The central location makes it very easy to reach from the school. 2.2 mi

Local & Elevated Picks

  • Downtown Bistro — This elevated bistro offers a more refined dining experience with a focus on seasonal ingredients and local flavors. It is a great choice if your group wants a sit-down meal that feels a bit more special. The ambiance is sophisticated yet comfortable, providing a nice contrast to the busy event schedule. Be sure to make a reservation if you have a large party joining you. 3.0 mi
  • Italian Kitchen — Known for authentic pasta and wood-fired pizzas, this restaurant is a local favorite for those seeking high-quality comfort food. The portions are generous and the atmosphere is warm, making it perfect for family gatherings after a long day. Their commitment to fresh ingredients shines through in every dish served. It is a fantastic way to experience the culinary culture of the White Plains area. 2.8 mi
Section 07

Local Tips

Traffic near parkways: Commuter traffic on the Hutchinson River Parkway can be heavy, so allow extra time for your morning arrival.

Weekend event crowds: Events held on weekends often result in higher parking demand, so arrive early to secure a convenient spot.

Local ride share: Rideshare services are reliable in White Plains, making it easy to navigate between the school and downtown hotels.

Evening restaurant reservations: Popular restaurants in downtown White Plains fill up quickly on Friday and Saturday nights; book your table early.

Weather awareness: Always check the local forecast, as Westchester weather can change quickly throughout the day, impacting your outdoor plans.

Seasonal note: White Plains experiences a distinct rhythm throughout the year, with spring and fall offering the most pleasant weather for outdoor activities and travel. Summers can be warm and humid, while winters bring cold temperatures and occasional snow, which may affect road conditions. The area is generally busy with local and commuter traffic, but it remains accessible for visitors year-round. Planning your trip during the shoulder seasons often provides the best balance of comfortable temperatures and manageable event crowds.

  • Traffic near parkways Commuter traffic on the Hutchinson River Parkway can be heavy, so allow extra time for your morning arrival.
  • Weekend event crowds Events held on weekends often result in higher parking demand, so arrive early to secure a convenient spot.
  • Local ride share Rideshare services are reliable in White Plains, making it easy to navigate between the school and downtown hotels.
  • Evening restaurant reservations Popular restaurants in downtown White Plains fill up quickly on Friday and Saturday nights; book your table early.
  • Weather awareness Always check the local forecast, as Westchester weather can change quickly throughout the day, impacting your outdoor plans.
  • Seasonal note: White Plains experiences a distinct rhythm throughout the year, with spring and fall offering the most pleasant weather for outdoor activities and travel. Summers can be warm and humid, while winters bring cold temperatures and occasional snow, which may affect road conditions. The area is generally busy with local and commuter traffic, but it remains accessible for visitors year-round. Planning your trip during the shoulder seasons often provides the best balance of comfortable temperatures and manageable event crowds.
Section 08

Weather & Seasons

❄️

Winter

Winters in White Plains are cold, with temperatures often dropping below freezing. Visitors should pack heavy coats, hats, and gloves to stay comfortable during any outdoor transitions. Snowfall is common, so ensure your vehicle is prepared for winter driving if you are renting. Most events remain indoors, but walking between buildings can be chilly.

🌱

Spring & early summer

Spring brings mild temperatures and blooming landscapes, making it a very pleasant time to visit the campus. You should pack layers, as mornings can still be crisp while afternoons warm up significantly. It is a popular season for events, so expect moderate crowd levels. Comfortable walking shoes are recommended for navigating the grounds.

☀️

Mid-summer

Mid-summer is typically warm and humid, with frequent sunny days perfect for outdoor activities. Pack lightweight, breathable clothing and stay hydrated throughout your event day. If your activities are primarily indoors, you will appreciate the air conditioning common in most local facilities. Be prepared for occasional afternoon thunderstorms that can roll in quickly.

🍂

Fall season

Fall is arguably the most beautiful time to visit, featuring crisp air and vibrant foliage throughout Westchester County. Pack a medium-weight jacket for the cooler mornings and evenings. This season is very active for local events, so book your travel and dining in advance. It is an ideal time for walking and exploring nearby parks.

📅

Rain & snow

Rain can occur at any time, so keeping a compact umbrella or a light rain jacket in your bag is a smart move. Snow is generally limited to the winter months, but it can impact travel on local parkways. Always monitor local weather reports if you are traveling during the colder months for your event.

Winter

Winters in White Plains are cold, with temperatures often dropping below freezing. Visitors should pack heavy coats, hats, and gloves to stay comfortable during any outdoor transitions. Snowfall is common, so ensure your vehicle is prepared for winter driving if you are renting. Most events remain indoors, but walking between buildings can be chilly.

Spring & early summer

Spring brings mild temperatures and blooming landscapes, making it a very pleasant time to visit the campus. You should pack layers, as mornings can still be crisp while afternoons warm up significantly. It is a popular season for events, so expect moderate crowd levels. Comfortable walking shoes are recommended for navigating the grounds.

Mid-summer

Mid-summer is typically warm and humid, with frequent sunny days perfect for outdoor activities. Pack lightweight, breathable clothing and stay hydrated throughout your event day. If your activities are primarily indoors, you will appreciate the air conditioning common in most local facilities. Be prepared for occasional afternoon thunderstorms that can roll in quickly.

Fall season

Fall is arguably the most beautiful time to visit, featuring crisp air and vibrant foliage throughout Westchester County. Pack a medium-weight jacket for the cooler mornings and evenings. This season is very active for local events, so book your travel and dining in advance. It is an ideal time for walking and exploring nearby parks.

Rain & snow

Rain can occur at any time, so keeping a compact umbrella or a light rain jacket in your bag is a smart move. Snow is generally limited to the winter months, but it can impact travel on local parkways. Always monitor local weather reports if you are traveling during the colder months for your event.

Section 09

Venue Facts

Primary team

None

Neighborhood

West Red Oak Lane

Nearest airport

Westchester County Airport (HPN), ~7 miles

Parking

On-site parking available; follow event-specific signage

Walkable district

Limited

Groceries & supplies

Stop & Shop, White Plains

Pharmacy

CVS, White Plains

Urgent care

Urgent Care of White Plains

Downtime

Visit The Westchester mall or local parks

Pro tip

Check event-specific arrival instructions for designated drop-off zones

Primary teamNone
NeighborhoodWest Red Oak Lane
Nearest airportWestchester County Airport (HPN), ~7 miles
ParkingOn-site parking available; follow event-specific signage
Walkable districtLimited
Groceries & suppliesStop & Shop, White Plains
PharmacyCVS, White Plains
Urgent careUrgent Care of White Plains
DowntimeVisit The Westchester mall or local parks
Pro tipCheck event-specific arrival instructions for designated drop-off zones
Need to Know

Frequently Asked Questions

Real questions travelers ask before booking near The Windward School — answered with the specifics you actually need.

Questions Travelers Ask What people want to know before booking near The Windward School

What are the closest hotels to The Windward School?

The closest hotel to The Windward School is HYATT house White Plains (0.45 mi, from $260/night) — a 2-minute drive. Other nearby options include Cambria Hotel & Suites - White Plains Downtown (4.12 mi, from $269/night) and The Opus Westchester Autograph Collection (4.33 mi, from $336/night). HYATT house White Plains offers free breakfast, a pool, and a fitness center. Cambria Hotel & Suites - White Plains Downtown offers free breakfast, a pool, and a fitness center. The Opus Westchester Autograph Collection offers free breakfast, a pool, and a fitness center.

Are there any walkable hotels near The Windward School?

Yes — HYATT house White Plains (0.45 mi, from $260/night) is within walking distance, about a 9-minute walk.

Which hotels near The Windward School are good for families?

Several hotels near The Windward School are well-suited for families. HYATT house White Plains (0.45 mi, from $260/night), Cambria Hotel & Suites - White Plains Downtown (4.12 mi, from $269/night), and The Opus Westchester Autograph Collection (4.33 mi, from $336/night) all offer suites, connecting rooms, a pool, complimentary breakfast, and on-site laundry.

Which hotels near The Windward School are good for team or group travel?

Several hotels near The Windward School accommodate team and group travel. HYATT house White Plains (0.45 mi, from $260/night), Cambria Hotel & Suites - White Plains Downtown (4.12 mi, from $269/night), and The Opus Westchester Autograph Collection (4.33 mi, from $336/night) all offer meeting space, complimentary breakfast, and on-site laundry.

Are there budget-friendly hotels near The Windward School?

Yes — Days Inn by Wyndham Elmsford / White Plains (9.54 mi, from $123/night), Motel 6 Elmsford NY - White Plains (9.58 mi, from $124/night), and Baymont by Wyndham White Plains - Elmsford (10.05 mi, from $187/night) are budget-friendly options near The Windward School, with free breakfast, free Wi-Fi, and free parking.

Hotel Amenities & Features Pools, breakfast, pet policies, and more

Which hotels near The Windward School offer free breakfast?

HYATT house White Plains (0.45 mi, from $260/night), Days Inn by Wyndham Elmsford / White Plains (9.54 mi, from $123/night), and Extended Stay America Suites White Plains Elmsford (9.99 mi, from $136/night) include complimentary breakfast.

Which hotels near The Windward School have an outdoor pool?

The Opus Westchester Autograph Collection (4.33 mi, from $336/night) and Motel 6 Elmsford NY - White Plains (9.58 mi, from $124/night) have an outdoor pool.

Which hotels near The Windward School have an indoor pool?

HYATT house White Plains (0.45 mi, from $260/night), Cambria Hotel & Suites - White Plains Downtown (4.12 mi, from $269/night), and Courtyard by Marriott Rye (5.12 mi, from $322/night) have an indoor pool available year-round.

Which hotels near The Windward School have a fitness center?

HYATT house White Plains (0.45 mi, from $260/night), Cambria Hotel & Suites - White Plains Downtown (4.12 mi, from $269/night), and The Opus Westchester Autograph Collection (4.33 mi, from $336/night) have an on-site fitness center.

Which hotels near The Windward School are pet-friendly?

HYATT house White Plains (0.45 mi, from $260/night), Cambria Hotel & Suites - White Plains Downtown (4.12 mi, from $269/night), and The Opus Westchester Autograph Collection (4.33 mi, from $336/night) accept pets. Fee policies vary by property.

Ready to book near The Windward School?

15 hotels to choose from. Lowest rate guarantee, flexible cancellation on most rooms, and a support team that gets sports travel.