With a total of 15 hotels thoroughly reviewed and analyzed, you can trust that this article will provide valuable insights and recommendations. Having grown up in Winter Park, I have a deep understanding of the area's hospitality industry and can confidently showcase the finest accommodations available.

Whether you're seeking luxury, convenient locations, or budget-friendly options, I have carefully curated a diverse selection to cater to every traveler's needs. So, sit back and let me take you on a virtual tour of the top-notch hotels this charming city has to offer.

Get ready to plan your unforgettable stay in Winter Park, Florida!


The Alfond Inn at Rollins College

The Alfond Inn at Rollins College
Highlights
Thoughtful design
Great food options
Professional service
Comfortable rooms
Cool art decor

The Alfond Inn at Rollins College in Winter Park is a hidden gem that offers a combination of thoughtful design, great food options, and professional service that will make any guest feel like royalty.

When I first stepped foot in this luxurious hotel, I was immediately captivated by its elegant and modern decor. From the tasteful artwork adorning the walls to the sleek furnishings, every aspect of the design was carefully crafted to create a chic and sophisticated atmosphere.

The dining options at The Alfond Inn are truly a culinary delight. Whether you're in the mood for a gourmet meal at Hamilton's Kitchen or a casual bite to eat at the lounge, you'll be treated to an exquisite dining experience that is sure to satisfy even the most discerning palate.

The service at this hotel is top-notch, with a team of friendly and professional staff who go above and beyond to ensure the utmost comfort and satisfaction of their guests. From the moment I checked in, I was greeted with a warm smile and a genuine eagerness to assist me in any way possible.

The rooms at The Alfond Inn are a haven of comfort, with plush beds, cozy furnishings, and all the amenities one could need during their stay. Whether you're traveling for business or pleasure, you'll feel right at home in these inviting and stylish accommodations.

One of the standout features of this hotel is its commitment to supporting the arts. The Alfond Inn is home to a remarkable collection of contemporary art that is displayed throughout the property, creating an immersive and inspiring experience for guests.

In conclusion, The Alfond Inn at Rollins College is undeniably one of the finest hotels in Winter Park. With its thoughtful design, great food options, professional service, comfortable rooms, and cool art decor, it is the epitome of luxury and sophistication. If you're looking for a truly unforgettable stay, look no further than The Alfond Inn.

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DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown
πŸ—ΊοΈ 60 S Ivanhoe Blvd, Orlando, FL 32804
☎️ 407-425-4455
🌐 Website
Highlights
Quiet hotel
Large, clean rooms
Close to Dr. Phillips Center
Good food at restaurant
Friendly staff

Let me start by saying that this hotel is an absolute gem! Situated in a quiet corner of Winter Park, it offers a perfect escape from the hustle and bustle of the city.

The first thing that struck me about DoubleTree by Hilton Hotel Orlando Downtown was the amazing quietness. I had a peaceful night's sleep without any disturbances, which is definitely a luxury when staying in a busy area. The hotel's location is also a huge plus, as it is conveniently close to the Dr. Phillips Center and other popular attractions.

As for the accommodations, I couldn't have been happier with the large and clean rooms provided. The space was well-furnished and decorated, creating a warm and inviting atmosphere. It was a pleasure to unwind there after a long day of exploring Winter Park.

Now, let's talk about food! The hotel's restaurant exceeded my expectations with its delicious menu. I had the pleasure of trying some of their dishes, and I must say, I was thoroughly impressed. The range of options available was impressive, catering to all tastes.

One aspect that deserves a special mention is the friendly staff at DoubleTree by Hilton. From the moment I walked through the door, they went above and beyond to make me feel welcome and ensure I had everything I needed for a comfortable stay.

Overall, DoubleTree by Hilton Hotel Orlando Downtown in Winter Park is a delightful choice for anyone visiting the area. With its peaceful ambiance, spacious rooms, convenient location, delectable food, and top-notch service, it truly deserves a spot on the list of the best hotels in Winter Park.

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Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland
πŸ—ΊοΈ 290 Southhall Ln, Maitland, FL 32751
☎️ 407-875-8777
🌐 Website
Highlights
Clean and friendly staff
Outstanding customer service
Convenient for families with young children
Delicious and varied breakfast options
Spacious rooms

Let me start by saying that the cleanliness of this hotel is truly outstanding. From the moment I stepped into the lobby, I could tell that the staff takes immense pride in keeping everything spotless. Speaking of staff, they were not only friendly but went above and beyond in providing top-notch customer service. Their attention to detail truly exceeded my expectations.

As I explored the hotel, I noticed that it was conveniently designed for families with young children. The pool area was well-maintained and provided a safe and fun environment for kids to enjoy. The hotel also offered a variety of thoughtful amenities that catered to families, such as cribs and high chairs. It was evident that they truly understand the needs of their guests.

Now, let's talk about breakfast. Oh my, it was a delightful experience! The options were not only delicious but also varied, catering to different dietary preferences. From fluffy pancakes to mouthwatering omelettes, there was something for everyone. It was the perfect way to start the day before venturing out to explore Winter Park.

Lastly, the rooms at Homewood Suites were spacious and comfortable. It was evident that attention had been given to ensuring guests felt at home during their stay. The combination of cozy beds and ample space to relax allowed me to unwind after a day of exploring all the wonders of Winter Park.

In conclusion, Homewood Suites by Hilton Orlando-Maitland truly stood out as one of the best hotels in Winter Park. From its clean and friendly atmosphere, outstanding customer service, and convenient amenities, to the delicious and varied breakfast options, this hotel exceeded my expectations in every aspect. I highly recommend it to anyone looking for a fantastic stay in Winter Park.

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Crowne Plaza Orlando-Downtown, an IHG Hotel

Crowne Plaza Orlando-Downtown, an IHG Hotel
πŸ—ΊοΈ 304 W Colonial Dr, Orlando, FL 32801
☎️ 407-843-8700
🌐 Website
Highlights
Excellent service
Convenient location
Friendly staff
Valet parking

Let me start by saying that my stay at Crowne Plaza Orlando-Downtown was nothing short of excellent. From the moment I stepped foot in the hotel, I was greeted by friendly staff who provided exceptional service throughout my stay.

One of the standout features of this hotel is its convenient location. Situated in the heart of Winter Park, it offers easy access to a wide range of attractions and activities. Whether you're looking to explore the charming downtown area, visit the nearby museums and galleries, or enjoy a leisurely stroll around the beautiful parks, everything is just a stone's throw away.

The service at Crowne Plaza Orlando-Downtown truly sets it apart. The staff went above and beyond to ensure that my needs were met, and they did so with a warm and friendly attitude. Their attention to detail and willingness to assist made me feel truly valued as a guest.

I also appreciated the convenience of valet parking, which made coming and going a breeze. It's the little things like this that contribute to a stress-free and enjoyable stay.

In conclusion, if you're looking for a hotel in Winter Park that offers excellent service, a convenient location, and friendly staff, look no further than Crowne Plaza Orlando-Downtown. I can confidently say that this hotel deserves its place among the best in Winter Park.

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Embassy Suites by Hilton Orlando North

Embassy Suites by Hilton Orlando North
Highlights
Nice and spacious rooms
Friendly and welcoming staff
Delicious breakfast
Convenient location
Reasonable price

Let me start by saying that my stay at Embassy Suites was nothing short of delightful. From the moment I stepped inside, I was greeted by a friendly and welcoming staff that made me feel right at home.

As I made my way to my room, I couldn't help but admire the nice and spacious layout. The tastefully decorated room had all the amenities I could ask for, ensuring a comfortable and relaxing stay. The plush bedding and cozy atmosphere were the perfect recipe for a good night's sleep.

One of the highlights of my stay was the breakfast. Delicious doesn't even begin to describe the mouthwatering spread they had to offer. From made-to-order omelets to a variety of fresh fruits and pastries, I was spoiled for choice. It was the perfect way to start the day before venturing out into Winter Park.

Speaking of which, the hotel's convenient location truly impressed me. It was just a short distance away from popular attractions and charming boutiques, allowing me to immerse myself in the beauty of Winter Park without any hassle.

Now, let's talk price. Embassy Suites by Hilton Orlando North offers exceptional value for money. With all the amenities, comfortable rooms, and excellent service, the reasonable price was an added bonus that made my stay even more enjoyable.

In conclusion, if you're looking for a hotel in Winter Park that offers a blend of elegance, comfort, and affordability, look no further than Embassy Suites by Hilton Orlando North. I wholeheartedly recommend it to anyone visiting this beautiful city.

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Hampton Inn & Suites Orlando-North/Altamonte Springs

Hampton Inn & Suites Orlando-North/Altamonte Springs
Highlights
Very clean rooms
Excellent breakfast
Friendly and helpful staff
Great temperature control
Comfy beds

From the moment I walked into the hotel, I was impressed by its cleanliness. The rooms were spotless and smelled fresh, providing a welcoming atmosphere. It was clear that the staff took great pride in maintaining a high standard of cleanliness.

One of the highlights of my stay was the excellent breakfast provided by the hotel. The selection was vast, catering to a variety of dietary preferences, and the food was of high quality. I especially loved the freshly baked pastries and the make-your-own waffle station. A great way to start the day!

The staff at Hampton Inn & Suites Orlando-North/Altamonte Springs were nothing short of amazing. They were friendly and helpful, always willing to go the extra mile to ensure a pleasant stay. They were knowledgeable about the local area and provided great recommendations for restaurants and attractions in Winter Park.

Temperature control is often a concern when staying at hotels, but Hampton Inn & Suites nailed it. The room had great temperature control, allowing me to adjust it to my preferred comfort level. No more battling with the thermostat!

As a tired traveler, the comfort of the bed was a top priority for me. Luckily, the beds at Hampton Inn & Suites Orlando-North/Altamonte Springs were comfy and provided a restful night's sleep. I woke up feeling refreshed and ready to explore Winter Park.

Overall, my experience at Hampton Inn & Suites Orlando-North/Altamonte Springs was delightful. It checked off all the boxes that make a hotel stand out, from clean rooms and a fantastic breakfast to friendly staff and comfortable beds. This hotel is definitely one of the top contenders for the best hotels in Winter Park.

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Days Inn by Wyndham N Orlando/Casselberry

Days Inn by Wyndham N Orlando/Casselberry
Highlights
Clean room
Friendly staff
Suite upgrade
Hot tub
New management/owners

Let me start by saying, wow! This hotel definitely exceeded my expectations. As soon as I walked into the clean room, I immediately felt a sense of comfort. The attention to detail in terms of cleanliness was impressive.

But what truly stood out during my stay was the friendly staff. From the moment I checked in, they went above and beyond to ensure I had a pleasant experience. Their willingness to assist with any inquiries or requests made me feel valued as a guest.

To my surprise, I was also given a suite upgrade. It was spacious, tastefully decorated, and provided all the amenities I needed for a comfortable stay. I couldn't have asked for a better room!

After a long day of exploring Winter Park, I decided to unwind in the hot tub. It was the perfect way to relax and ease any lingering stress. The clean and well-maintained hot tub definitely added an extra touch of luxury to my stay.

Lastly, I was pleasantly surprised to learn that the hotel had recently undergone a change in management/owners. This change was evident in the improved overall experience.

In conclusion, if you're looking for a hotel in Winter Park that offers a clean room, friendly staff, suite upgrade, luscious hot tub, and a new and improved experience under new management/owners, then Days Inn by Wyndham N Orlando/Casselberry is the place for you!

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Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
πŸ—ΊοΈ 1275 Lee Rd, Winter Park, FL 32789
☎️ 407-755-3733
🌐 Website
Highlights
Amazing staff
Well-kept rooms
Centrally located
Easy access to attractions
Delicious nearby restaurant

Let me start by saying that the staff at Hilton Garden Inn Winter Park is absolutely amazing. From the warm welcome at the reception to the friendly interactions throughout my stay, they made me feel like a valued guest.

The rooms at this hotel are nothing short of immaculate. The attention to detail is evident in every corner, and the housekeeping staff does a fantastic job of keeping everything in top-notch condition. The comfortable beds and well-appointed amenities made for a relaxing and enjoyable stay.

One of the best aspects of staying at Hilton Garden Inn Winter Park is its central location. It's situated in the heart of Winter Park, providing easy access to a plethora of attractions. Whether you're interested in exploring the scenic parks or experiencing the vibrant downtown area, everything is just a short distance away.

Speaking of attractions, this hotel offers easy access to some of the best that Winter Park has to offer. From art galleries and museums to outdoor activities and beautiful lakes, there's something for everyone to enjoy. You'll never run out of things to do during your stay.

And let's not forget about the delicious options for dining nearby. There is a fantastic restaurant located just steps away from Hilton Garden Inn Winter Park, which offers a wide range of delectable dishes. Whether you're craving a hearty breakfast or a mouthwatering dinner, you won't be disappointed.

In conclusion, my experience at Hilton Garden Inn Winter Park was nothing short of exceptional. With its amazing staff, well-kept rooms, central location, easy access to attractions, and a nearby restaurant serving delicious food, this hotel is certainly one of the best options for a memorable stay in Winter Park.

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Park Plaza Hotel

Park Plaza Hotel
Highlights
Favorite hotel
Comfortable and clean rooms
Friendly and helpful staff
Historic building
Convenient location

Let me start off by saying that Park Plaza Hotel quickly became my absolute favorite hotel in Winter Park. From the moment I walked into the lobby, I was captivated by the charm and elegance of the place.

The rooms were nothing short of impressive. They were not only comfortable but also exceptionally clean. The attention to detail in the decor was remarkable, and the historic feel of the building added a touch of uniqueness to my stay. I felt like I was stepping back in time while still enjoying all the modern amenities I could ask for.

What truly sets Park Plaza Hotel apart is their staff. The moment I entered, I was greeted by a warm smile and the most friendly and helpful staff I've encountered in a long time. They were always ready to assist me with any inquiries or recommendations I needed, making me feel truly valued as a guest.

Another aspect worth mentioning is the hotel's convenient location. Situated in the heart of Winter Park, I was just steps away from renowned restaurants, art galleries, and boutiques. Exploring this delightful town was made all the more enjoyable due to the ease of staying at Park Plaza Hotel.

Overall, my experience at Park Plaza Hotel was nothing short of exceptional. The combination of a beautifully maintained historic building, comfortable accommodations, a friendly and attentive staff, and a convenient location make it a top choice when looking for the best hotels in Winter Park. I can't wait to return and relive this delightful experience once more.

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SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
Highlights
Clean and updated rooms
Friendly and helpful staff
Comfy beds and blackout curtains
Spacious suites
Delicious breakfast buffet

Let me start by saying that the rooms at SpringHill Suites are absolutely impeccable. They are always kept clean and each one has a modern and updated design that gives a fresh and vibrant feel to the space. You'll feel right at home as soon as you step inside your room.

Another aspect that impressed me during my stay was the friendly and helpful staff. From the moment I walked through the door, they made sure to provide exceptional service, answering all my questions and going above and beyond to accommodate any special requests. Their warm and welcoming attitude truly added to the overall pleasant experience at this hotel.

Now, let's talk about comfort. The beds in the SpringHill Suites are a dream come true. They are incredibly comfy, providing a restful night's sleep after a long day of exploring Winter Park. And for those who value a good night's rest, the blackout curtains in the rooms are a game-changer. Say goodbye to any unwanted sunlight and hello to a peaceful and uninterrupted sleep.

One thing I loved about SpringHill Suites is their spacious suites. You have plenty of room to move around and relax, making your stay feel even more comfortable and luxurious. It's the perfect place to unwind after a day of outdoor activities or shopping in Winter Park.

Lastly, I can't forget to mention the delicious breakfast buffet offered at SpringHill Suites. They have a wide variety of options, from fresh fruit to hearty eggs and bacon, ensuring you start your day full and satisfied.

Overall, my experience at SpringHill Suites by Marriott Winter Park was nothing short of fantastic. From their clean and updated rooms to their friendly staff and delicious breakfast, this hotel truly stands out among the best in Winter Park.

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Sheraton Orlando North Hotel

Sheraton Orlando North Hotel
Highlights
Ideal location
Excellent service
Delicious food
Great staff
Nice room key system

Let me start by saying that the location of Sheraton Orlando North Hotel is just perfect. Nestled in the charming Winter Park area, it offers easy access to all the attractions that this vibrant city has to offer.

From the moment I stepped into the hotel, I was greeted with a warm and friendly smile, which set the tone for my stay. The service at Sheraton Orlando North Hotel is truly top-notch. The staff goes above and beyond to ensure that every guest feels valued and appreciated.

One of the highlights of my stay was the delicious food at the hotel's restaurant. The menu offered a wide range of options, from local specialties to international cuisines, all prepared to perfection. Every meal was a delightful gastronomic experience.

Another aspect that impressed me was the professionalism and dedication of the hotel staff. They were always ready to assist with any requests and provided prompt and efficient service.

The room I stayed in was comfortable and tastefully decorated. What caught my attention was the innovative room key system, which made access to my room hassle-free and secure.

Overall, my stay at Sheraton Orlando North Hotel was a delightful experience. From the ideal location to the excellent service, delicious food, and attentive staff, this hotel truly exceeded my expectations. I would highly recommend it to anyone looking for a memorable stay in Winter Park.

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Quality Inn & Suites Winter Park Village Area

Quality Inn & Suites Winter Park Village Area
πŸ—ΊοΈ 626 Lee Rd, Orlando, FL 32810
☎️ 407-645-5600
🌐 Website
Highlights
Comfortable bed
Clean room
Nice lobby
Friendly staff
Fair price

From the moment I stepped into the hotel, I knew I was in for a treat. The lobby was bright, modern, and welcoming. The staff greeted me with warm smiles and made me feel right at home.

Entering my room, I was pleased to find a clean and well-maintained space. The bed was exceptionally comfortable, ensuring a restful night's sleep after a long day of exploring Winter Park. The attention to detail in the cleanliness of the room was truly impressive.

One of the standout features of this hotel is its friendly and accommodating staff. They were always available to answer any questions I had and were genuinely invested in making my stay enjoyable.

What's more, the hotel offers all of these fantastic amenities at a fair price. In Winter Park, where luxury can often come with a hefty price tag, it was refreshing to find a hotel that provides such excellent value for money.

Overall, my experience at Quality Inn & Suites Winter Park Village Area was truly delightful. With its comfortable beds, clean rooms, inviting lobby, friendly staff, and fair prices, I would certainly recommend it as one of the best hotels in Winter Park.

The Celeste Hotel, Orlando, a Tribute Portfolio Hotel

The Celeste Hotel, Orlando, a Tribute Portfolio Hotel
Highlights
Spacious influenced art
Welcoming staff
Pretty outside garden/pool
Delicious Foxtail coffee

Let me start by saying that my stay at The Celeste Hotel was an absolute delight! From the moment I stepped into the hotel's lobby, I was immediately captivated by its spacious influenced art that gave the place a unique and tasteful ambiance.

The hotel staff greeted me with warm smiles and made me feel right at home. Their welcoming and attentive nature truly enhanced my overall experience.

One of the highlights of my stay was the hotel's stunning outside garden area. It was beautifully maintained and provided a serene atmosphere for relaxation. The pool, situated amidst the garden, was a treat for the eyes and offered a refreshing dip after a long day of exploring Winter Park.

Another standout feature of The Celeste Hotel was their partnership with a local cafe, Foxtail coffee. The aroma of freshly brewed coffee permeated the air, and I must say, their coffee was simply delicious. It was the perfect way to start my mornings before heading out to explore the charming Winter Park.

I highly recommend The Celeste Hotel if you're looking for a playful yet professional stay in Winter Park. It exceeded my expectations in every way possible, right from the spacious influenced art to the welcoming staff, the pretty outside garden/pool, and of course, the delectable Foxtail coffee. Make sure to include this gem in your next article about the best hotels in Winter Park!

Grand Bohemian Hotel Orlando, Autograph Collection

Grand Bohemian Hotel Orlando, Autograph Collection
πŸ—ΊοΈ 325 S Orange Ave, Orlando, FL 32801
☎️ 407-313-9000
🌐 Website
Highlights
Safe and comfortable
Outstanding restaurants
Fantastic omelet
Great location
Impeccable hospitality

Let me start by saying that this hotel is the epitome of safe and comfortable. From the moment I walked through the door, I was greeted by the warm and friendly staff who ensured that my stay would be nothing short of exceptional.

One of the standout features of this hotel is its outstanding restaurants. Whether you're craving a juicy steak or a fresh seafood dish, the culinary options here are sure to satisfy even the most discerning taste buds. I highly recommend trying the seafood platter, it's simply divine.

If you're a breakfast person like me, you'll be delighted to know that they serve a fantastic omelet. It was cooked to perfection with just the right amount of cheese and a medley of fresh vegetables. It's the perfect way to start your day before exploring all that Winter Park has to offer.

Speaking of exploring, this hotel boasts a great location. It's situated in the heart of Winter Park, close to all the vibrant downtown attractions and just a short distance from the beautiful Winter Park Chain of Lakes. Whether you're a nature lover or a shopaholic, there's something for everyone nearby.

Lastly, I must commend the hotel staff for their impeccable hospitality. They truly went above and beyond to make me feel welcome and attended to all my needs with grace and efficiency.

Overall, I can confidently say that the Grand Bohemian Hotel Orlando, Autograph Collection is a top contender when it comes to the best hotels in Winter Park. Whether you're here for business or pleasure, this hotel offers a delightful blend of luxury, comfort, and an unrivaled level of service.

Comfort Suites Downtown

Comfort Suites Downtown
πŸ—ΊοΈ 2416 N Orange Ave, Orlando, FL 32804
☎️ 407-641-1280
🌐 Website
Highlights
Convenient location
Spacious rooms
Very clean
Pleasant front desk
Quiet area

Comfort Suites Downtown in Winter Park is one of those hidden gems that truly lives up to its name. Conveniently located, it offers easy access to all the attractions Winter Park has to offer. The spacious rooms are perfect for both business and leisure travelers, providing ample space to relax and unwind after a long day of exploring.

Cleanliness is always a top priority for me, and Comfort Suites Downtown did not disappoint. Their attention to detail in maintaining a very clean environment was immediately noticeable. From the spotless floors to the fresh linens, every corner of the hotel exuded a sense of cleanliness and freshness.

The front desk staff were an absolute delight. Their pleasant and welcoming demeanor made me instantly feel at ease. They were incredibly helpful, providing me with recommendations for nearby restaurants and attractions.

One of the standout features of Comfort Suites Downtown is its tranquil location. Tucked away in a quiet area, it offers a peaceful retreat from the hustle and bustle of the city. The absence of noisy neighbors or disruptive street sounds made for a truly restful stay.

Overall, Comfort Suites Downtown in Winter Park impressed me with its convenient location, spacious rooms, impeccable cleanliness, friendly front desk staff, and peaceful atmosphere. It's the perfect choice for anyone seeking a delightful and hassle-free stay in Winter Park.

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Jessica Thompson

Jessica Thompson is a seasoned writer with a deep passion for Orlando's vibrant culture and attractions. Through her insightful articles, she provides an insider's perspective on the city, showcasing its hidden gems and must-visit locations for both locals and tourists.