The best deals on hotels near Winter Park Westside Pool in Winter Park, FL.

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Top 24 Hotels Near Winter Park Westside Pool
721 W New England Ave Winter Park, FL 32789-4106

Park Plaza Hotel

307 South Park Avenue Winter Park, Florida

Within Winter Park, Park Plaza Hotel is a brief trip from Winter Park Westside Pool, a fact that lets the hotel to serve as a convenient hub.

Park Plaza Hotel often provides arrivals with curated design, boutique reception, and complimentary tea or coffee for visiting guests. Rooms often feature refined interiors, locally inspired décor, and curated minibars that emphasize boutique character and comfort. Facilities may provide farm-to-table restaurants, eclectic décor, and cocktail lounges that emphasize boutique-style experiences.

Guests may encounter Wi-Fi, yoga mats, laundry access, and boutique breakfast, reinforcing daily balance in boutique hospitality.

  Call (855) 235-0725 to book with an agent.
  0.7 miles from Winter Park Westside Pool

Starting at

$221.99

per night

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The Alfond Inn

300 East New England Avenue Winter Park, Florida

Winter Park Westside Pool is a quick trip from The Alfond Inn, a convenience that allows for easy planning and spontaneous journeys.

The Alfond Inn may greet guests with a refined entrance, courteous doorman support, and polished seating areas that set a luxury tone. Rooms typically feature stylish interiors, premium linens, and minibars that provide refreshments during a luxury-focused stay. Facilities may include polished cocktail bars, elegant restaurants, and wellness spaces that provide a refined guest retreat.

A visit often features elegant lounges, wellness facilities, cocktail bars, and Wi-Fi, reinforcing a refined and polished lifestyle tone.

  Call (855) 236-8982 to book with an agent.
  1.0 miles from Winter Park Westside Pool

Starting at

$294.99

per night

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Hilton Garden Inn Winter Park

1275 Lee Road Winter Park, Florida

Reaching Winter Park Westside Pool from Hilton Garden Inn Winter Park is a quick drive, a quality that weaves convenience into the start of any day.

Hilton Garden Inn lobbies feature open layouts with modern lighting, producing orientation clarity that reduces confusion at check-in. Every guest room features blackout curtains, premium mattresses, and quiet climate control, ensuring restorative sleep environments nightly. Fitness centers with treadmills, resistance machines, and stretching zones allow travelers to maintain wellness balance throughout their stay.

Complimentary internet, breakfast buffets, indoor pools, meeting spaces, and laundry facilities create convenience for extended guests.

  Call (855) 234-5074 to book with an agent.
  1.4 miles from Winter Park Westside Pool

Starting at

$224.99

per night

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SpringHill Suites by Marriott Winter Park

1127 NORTH ORLANDO AVENUE Winter Park, Florida

When visiting Winter Park Westside Pool in Winter Park, the drive from SpringHill Suites by Marriott Winter Park is a quick drive, allowing for a quick return to the hotel for rest.

Guests find bright, modern lobbies at SpringHill Suites with clear reception sightlines, helping orientation feel simple and stress free. Suites include flat-screen TVs, sofa seating, and open layouts, giving guests both entertainment ease and space to relax beyond the bedroom area. The indoor pool area provides fresh towels, lounge chairs, and bright lighting, giving guests a comfortable retreat for leisure and recovery.

Free Wi-Fi, hot breakfast variety, on-site parking, and indoor pool access together ensure essential comforts remain accessible during any stay.

  Call (855) 239-4019 to book with an agent.
  1.6 miles from Winter Park Westside Pool

Starting at

$219.99

per night

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Comfort Suites Downtown

2416 North Orange Avenue Orlando, Florida

Winter Park Westside Pool is a simple drive from Comfort Suites Downtown, a detail that allows for a thought-free and simple part of the day.

With canopy or sheltered entries in many locations Comfort Suites helps guests avoid weather exposure while luggage is handled efficiently. Standard guest rooms place a clear pathway from door to desk to bed so late arrivals can settle quickly and get on with their day. Breakfast areas arrange hot items, waffles, and coffee taps alongside mixed seating so busy departures stay fueled and on schedule.

Between free Wi-Fi, casting TVs, and bedside charging, entertainment and remote calls begin fast and stay connected throughout stays.

  Call (855) 234-7135 to book with an agent.
  2.9 miles from Winter Park Westside Pool

Starting at

$104.99

per night

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Motel 6 Orlando FL - Winter Park

5300 Adanson Road Orlando, Florida

For a visit where easy navigation is a plus, Motel 6 Orlando FL - Winter Park is a simple drive from Winter Park Westside Pool, making it great for unfamiliar travelers.

Motel 6 limits lobby clutter, keeping sightlines open from doors to reception so arrivals can orient easily without extended searching. Guest rooms keep layouts efficient, with storage, seating, and clear walking paths that help belongings stay organized across visits. Vending banks sit near elevators at many locations, so guests can grab snacks quickly and return to rooms without long detours.

Between pet policies, free coffee, outdoor pools, and Wi-Fi, amenities provide courtesies and basics that sustain families and solo guests.

  Call (855) 239-4019 to book with an agent.
  3.7 miles from Winter Park Westside Pool

Starting at

$74.99

per night

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DoubleTree by Hilton Hotel Orlando Downtown

60 South Ivanhoe Boulevard Orlando, Florida

For visitors to Winter Park, DoubleTree by Hilton Hotel Orlando Downtown is a simple drive from Winter Park Westside Pool, a feature that supports a stress-free travel plan.

Mobile check-in at DoubleTree shortens desk congestion, offering travelers speed and convenience as they begin their stay. Guest rooms contain ergonomic workstations with supportive chairs, allowing business travelers to remain productive without leaving the room. Lobby social zones with charging hubs and communal tables support regroup moments, making coordination easy for families and colleagues.

Meeting rooms, business centers, Wi-Fi, breakfast, and shuttle access align categories, giving travelers clarity and dependable productivity.

  Call (855) 234-7135 to book with an agent.
  4.6 miles from Winter Park Westside Pool

Starting at

$102.99

per night

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Courtyard by Marriott Orlando Downtown

730 North Magnolia Ave Orlando, Florida

From the moment you arrive at Courtyard by Marriott Orlando Downtown, Winter Park Westside Pool is a short drivefor easy access, making for an easy start.

Courtyard reinforces its identity through practical design, beverage rituals, and reception clarity, ensuring arrivals feel consistent. Guest rooms highlight blackout curtains, plush bedding, and digital climate control, ensuring restful routines across every stay. The 24/7 Market with bottled drinks, sandwiches, and packaged snacks provides practical convenience to guests at all hours.

Amenities include business hubs, complimentary Wi-Fi, The Bistro dining, and laundry services, providing convenience every day.

  Call (855) 234-7135 to book with an agent.
  5.0 miles from Winter Park Westside Pool

Starting at

$174.99

per night

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Homewood Suites by Hilton Orlando-Maitland

290 Southhall Ln Maitland, Florida

Winter Park Westside Pool is within easy reach of Homewood Suites by Hilton Orlando-Maitland, a convenience that allows the hotel to serve as an easy-to-navigate base.

At Homewood Suites, the Suite Shop® stands adjacent to reception, offering late-night arrivals immediate access to drinks and snacks. Suites include separate bedrooms, full kitchens, and dining areas, giving long-term guests balance and home-like functionality. Outdoor patios furnished with grills and picnic tables allow families to prepare meals together, promoting casual connection on site.

Parking options, business centers, complimentary Wi-Fi, and breakfast buffets help guests keep travel efficient and stress-free.

  Call (855) 234-2997 to book with an agent.
  5.1 miles from Winter Park Westside Pool

Starting at

$133.99

per night

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Sheraton Orlando North Hotel

600 North Lake Destiny Dr Maitland, Florida

The primary travel advantage of Sheraton Orlando North Hotel in Winter Park is Winter Park Westside Pool being within easy reach, ensuring a simple arrival.

Upon arrival, Sheraton situates open reception desks and visible signage prominently, helping travelers navigate check-in with clarity. Each guest room includes streaming TVs, bedside outlets, and Wi-Fi, letting guests stay connected and entertained throughout stays. The restaurant presents multi-course menus, curated wines, and warm service, delivering consistent dining experiences daily.

Amenities such as fitness studios, breakfast service, pet-friendly rooms, and Wi-Fi ensure flexibility and reliable daily comfort.

  Call (855) 233-7850 to book with an agent.
  5.2 miles from Winter Park Westside Pool

Starting at

$118.99

per night

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Quality Inn & Suites Downtown

3956 West Colonial Dr Orlando, Florida

Winter Park Westside Pool is an easy drive from Quality Inn & Suites Downtown, a layout that ensures travel logistics are never a concern.

Quality Inn arrival signs and staff presence help guests find parking, elevators, and breakfast areas quickly, reducing backtracking. Every suite pairs multiple lighting zones with task surfaces, improving screen visibility for work while preserving a relaxed evening ambience. Meeting rooms feature modular seating, AV hookups, and catering options so briefings and small events proceed smoothly and on time.

Between Wi-Fi, breakfast, fitness, and meeting rooms, amenities bundle core needs so travel routines remain composed, efficient, and predictable.

  Call (855) 235-0725 to book with an agent.
  5.2 miles from Winter Park Westside Pool

Starting at

$64.99

per night

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Residence Inn by Marriott Orlando Downtown

680 North Orange Avenue Orlando, Florida

This convenient commute to Winter Park Westside Pool enables Residence Inn by Marriott Orlando Downtown to offer a blend of convenience and calm before the stay unfolds.

Polished décor and regional motifs in Residence Inn lobbies help arrivals feel anchored in place, reinforcing an authentic welcome vibe. Every guest room offers closets, luggage racks, and drawer storage, providing practical organization for extended-stay travelers. Breakfast rooms with self-serve buffets, fresh pastries, and communal seating provide structure that ensures mornings feel effortless.

Complimentary breakfast, pet-friendly options, indoor pools, meeting rooms, and Wi-Fi connectivity provide ease that balances travel demands.

  Call (855) 235-0725 to book with an agent.
  5.3 miles from Winter Park Westside Pool

Starting at

$149.99

per night

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Crowne Plaza Orlando - Downtown by IHG

304 West Colonial Drive Orlando, Florida

The journey from Crowne Plaza Orlando - Downtown by IHG to Winter Park Westside Pool is an easy drive, an asset that adds flexibility to any driving itinerary.

Crowne Plaza loyalty recognition includes bottled water at some properties, offering a courtesy signal that marks attention to care. Suites add sofa beds, lounge chairs, and large TVs, creating expanded layouts that meet the needs of groups or extended travelers. Fitness centers equipped with treadmills, weights, and stretching mats make it simple for travelers to keep health routines consistent.

Business centers, fitness facilities, and Wi-Fi combine with breakfast and parking, giving guests predictable essentials every stay.

  Call (855) 234-5074 to book with an agent.
  5.5 miles from Winter Park Westside Pool

Starting at

$132.99

per night

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Home2 Suites by Hilton Orlando Downtown

401 North Magnolia Avenue Orlando, Florida

For a trip to Winter Park, Home2 Suites by Hilton Orlando Downtown's location an easy drive from Winter Park Westside Pool offers a convenient and time-saving travel option.

Guests visiting Home2 Suites encounter infused water stations at reception, a detail of care that refreshes travelers after long trips. Guest rooms highlight ergonomic chairs, large desks, and Wi-Fi access, giving professionals a focused and comfortable work setup. At the breakfast area, cereals, fruit, and hot selections are presented, ensuring a convenient start that supports morning routines.

Amenities include free Wi-Fi, pet-friendly policies, fitness centers, and parking, keeping trips convenient, flexible, and balanced.

  Call (855) 239-5277 to book with an agent.
  5.7 miles from Winter Park Westside Pool

Starting at

$113.99

per night

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Hilton Garden Inn Orlando Downtown

401 North Magnolia Avenue Orlando, Florida

Because Hilton Garden Inn Orlando Downtown keeps Winter Park Westside Pool within easy reach, guests can appreciate a low-key journey before their day begins.

Sofa clusters at Hilton Garden Inn receptions give families regrouping spaces, allowing comfortable pauses before moving to suites. Suites come with microwaves, mini-fridges, and coffee makers, letting guests enjoy simple meals and drinks conveniently in-room. Breakfast rooms with buffets, fresh fruit, and self-serve stations create clarity, ensuring mornings begin with dependable hospitality.

Pet-friendly policies, hot breakfast, fitness studios, Wi-Fi connectivity, and outdoor pools provide flexibility that fits diverse needs.

  Call (855) 239-5277 to book with an agent.
  5.7 miles from Winter Park Westside Pool

Starting at

$131.99

per night

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Extended Stay America Suites Orlando Maitland 1776 Pembrook

1776 Pembrook Dr Orlando, Florida

This direct commute to Winter Park Westside Pool helps Extended Stay America Suites Orlando Maitland 1776 Pembrook guests feel acquainted with the local Winter Park area without a long journey.

The lobby at an Extended Stay America is a functional, no-frills space designed to facilitate an efficient and speedy check-in for guests. All guest rooms feature a comfortable bed and ample storage, making it easy to settle in for a longer hotel stay and avoid a cluttered room. At select locations, outdoor swimming pools provide a welcome amenity for families and long-stay guests to enjoy some leisure time.

By providing a full kitchen, on-site laundry, free Wi-Fi, and a pet-friendly policy, the hotel is designed for comfortable, long-term living.

  Call (855) 239-5277 to book with an agent.
  5.7 miles from Winter Park Westside Pool

Starting at

$80.99

per night

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The Eo Inn - Downtown

227 North Eola Drive Orlando, Florida

When your visit to Winter Park is centered on Winter Park Westside Pool, The Eo Inn - Downtown's location a direct run away allows for a seamless daily plan.

At The Eo Inn - Downtown, arrivals may feature artisanal décor, cozy seating, and warm boutique-style greetings from attentive staff. Guest rooms may highlight artisanal furnishings, premium linens, and boutique bathrooms that contribute to a personalized retreat. Amenities often present artisanal cafés, curated lounges, and stylish bars that highlight boutique creativity and sophistication.

A stay often features complimentary Wi-Fi, laundry facilities, self-serve markets, and family dining, sustaining boutique convenience.

  Call (855) 239-4019 to book with an agent.
  5.7 miles from Winter Park Westside Pool

Starting at

$114.99

per night

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Courtyard by Marriott Orlando Altamonte Springs / Maitland

1750 Pembrook Drive Orlando, Florida

This easy commute to Winter Park Westside Pool permits Courtyard by Marriott Orlando Altamonte Springs / Maitland to be a convenient anchor before the on-site experience starts.

With coffee service, infused water, and seating zones, Courtyard balances rituals and design to support travelers during check-in. Suites supply sofa seating, entertainment systems, and hardwood finishes, flexible setups that balance leisure and productivity. Guests in the lobby seating areas encounter modular furniture, bright décor, and open layouts, promoting comfort and conversation.

Guests enjoy breakfast service, fitness studios, pet-friendly spaces, and indoor pools, consistent features that support wellness.

  Call (855) 233-0132 to book with an agent.
  5.7 miles from Winter Park Westside Pool

Starting at

$129.99

per night

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Extended Stay America Select Suites Orlando Maitland 1760 Pe

1760 Pembrook Dr Orlando, Florida

The journey from Extended Stay America Select Suites Orlando Maitland 1760 Pe to Winter Park Westside Pool is a direct run, a perk that contributes to a well-rounded and convenient stay.

The complimentary grab-and-go breakfast, with its coffee and morning snack, is a thoughtful amenity from Extended Stay America. The full-size refrigerator in each suite is a game-changer for long hotel stays, allowing for proper grocery shopping and meal planning. On-site laundry facilities are fundamental to the hotel's model, providing guests with the tools they need to live independently.

A focus on guest routine is shown with a fitness center, a swimming pool, a grab-and-go breakfast, and a 24/7 guest laundry.

  Call (855) 234-2997 to book with an agent.
  5.8 miles from Winter Park Westside Pool

Starting at

$67.99

per night

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Days Inn by Wyndham N Orlando / Casselberry

8245 South US Highway 17 / 92 Fern Park, Florida

Winter Park Westside Pool is a simple drive of Days Inn by Wyndham N Orlando / Casselberry, a setup that offers a simple way to get there before the stay.

Days Inn often maintains a 24/7 front desk, keeping late arrivals straightforward and questions answered without off-site calls each night. Guest rooms position USB and standard outlets at desk and bedside, reducing adapter hunts and powering multiple devices in one view. Coffee points near seating keep cups, lids, and condiments organized so quick refreshes stay tidy while keys and details finalize.

Between a fitness room, hydration points, and signage plus Wi-Fi and a pool where available, movement and recovery need little setup.

  Call (855) 239-4019 to book with an agent.
  6.0 miles from Winter Park Westside Pool

Starting at

$64.99

per night

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Marriott Orlando Downtown

400 West Livingston St Orlando, Florida

The direct drive from Marriott Orlando Downtown to Winter Park Westside Pool in Winter Park ensures the commute is always efficient before the stay unfolds.

Wide, symmetrical layouts at Marriott lobbies guide both groups and individuals smoothly from the entrance toward reception desks. Each guest room includes blackout curtains, plush bedding, and digital climate systems, designed to deliver deep, restorative sleep. The fitness center is equipped with treadmills, weights, and fresh towels, making it easy to keep personal routines intact while traveling.

Business centers, meeting rooms, and strong Wi-Fi connect with fitness facilities and parking, supporting professional and leisure needs.

  Call (855) 233-7850 to book with an agent.
  6.0 miles from Winter Park Westside Pool

Starting at

$125.99

per night

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Extended Stay America Select Suites - Orlando - Maitland - Summit Tower Blv

1951 Summit Tower Blvd Orlando, Florida

In Winter Park, Extended Stay America Select Suites - Orlando - Maitland - Summit Tower Blv's easy-commute location keeps Winter Park Westside Pool within easy reach, letting guests move with freedom.

Extended Stay America staff provides a courteous and professional welcome, ensuring guests feel secure and well-cared-for from the start. Every guest room offers a flat-screen TV with premium channels, providing a simple and relaxing entertainment option within the hotel suite. Free and ample parking is a key practical amenity, especially for guests who are in the process of relocating and have a full car.

Travelers benefit from a practical mix of an in-room kitchen, free parking, complimentary Wi-Fi, and access to a seasonal pool.

  Call (855) 234-2997 to book with an agent.
  6.2 miles from Winter Park Westside Pool

Starting at

$69.99

per night

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Embassy Suites by Hilton Orlando Downtown

191 East Pine St Orlando, Florida

The journey from Embassy Suites by Hilton Orlando Downtown to Winter Park Westside Pool is an uncomplicated drive, an advantage that contributes to a well-rounded and convenient stay.

Evening Receptions at Embassy Suites include complimentary snacks and drinks, offering dependable hospitality that reduces fatigue and fosters connection. Each suite contains microwaves, mini-fridges, and dining tables, giving families flexibility to enjoy meals without leaving the room. Evening lounges with complimentary beverages and casual seating create nightly rituals that bring travelers into comfortable connection.

On-site dining, indoor pools, EV charging, free internet, and fitness centers simplify travel by covering essential needs seamlessly.

  Call (855) 239-5277 to book with an agent.
  6.3 miles from Winter Park Westside Pool

Starting at

$146.99

per night

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Regency Inn

7400 Us Highway 17 92 Fern Park, FL

A key navigational advantage of Regency Inn in Winter Park is the simple drive to Winter Park Westside Pool, leaving more mental energy for the event.

Arrivals at Regency Inn may present quick desk service, self-serve beverages, and accessible parking that emphasize easy transitions. Rooms may provide compact seating, curated décor, and in-room coffee, helping travelers maintain comfort and routine while away. Public areas often highlight modest lobbies, vending corners, and seating areas that reinforce straightforward guest experiences.

Accommodations may include Wi-Fi, vending areas, laundry facilities, and parking, helping maintain straightforward balance each day.

  Call (855) 235-0725 to book with an agent.
  6.4 miles from Winter Park Westside Pool

Starting at

$85.00

per night

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