Hotels & Accommodation in Winter Park

Serenity and Splendour: Unveiling the Enchanting Gardens of Winter Park

Nestled just north of Orlando, Winter Park is a charming city renowned for its picturesque lakes, lush gardens, and vibrant cultural scene. Stroll through the enchanting Harry P. Leu Gardens, or enjoy a scenic boat tour of the serene Chain of Lakes. The city boasts an array of boutique shops and delightful cafés along Park Avenue, perfect for a leisurely afternoon. Art enthusiasts will appreciate the breathtaking exhibits at the Charles Hosmer Morse Museum of American Art, home to an impressive collection of Tiffany glass. With its blend of natural beauty and artistic flair, Winter Park is a delightful escape for all.

Discover great hotels near Winter Park

Winter Park offers a variety of friendly hotels, from charming boutique stays to comfortable chain accommodations. Visitors can enjoy a relaxed atmosphere, with many options conveniently located near parks, lakes, and local attractions. Whether you seek a cosy retreat or a more modern hotel, Winter Park has something to suit your needs. Here are some of the best hotels near Winter Park that our travelers love:

1. Comfort Suites Downtownopens in new window: A fantastic choice for those seeking a budget-friendly yet comfortable stay, Comfort Suites Downtown boasts a commendable guest rating of 8.8. This hotel offers a welcoming atmosphere for LGBTQIA travellers and features a delightful breakfast to start your day on the right note. The property’s central location allows easy access to many Orlando attractions, making it an ideal base for your adventures. The emphasis on cleanliness and comfort ensures a restful experience, appealing to trend-aware travellers who appreciate thoughtful amenities and a warm ambience.
2. Countryside Inn & Suites Orlandoopens in new window: Perfect for pet aficionados, Countryside Inn & Suites Orlando is a budget-friendly haven that permits certain pets on-site. This property offers a welcoming environment and essential amenities, catering to those who wish to travel with their furry companions. The hotel’s focus on a pet-friendly experience makes it an excellent choice for travellers looking for a comfortable stay without leaving their pets behind, ensuring memorable moments together in Winter Park.
3. Holiday Inn Orlando North Winter Park by IHGopens in new window: Ideal for business travellers, Holiday Inn Orlando North Winter Park by IHG provides a seamless experience with its budget-friendly offerings. This hotel is designed to meet the needs of those on the go, featuring essential amenities that ensure a smooth stay. Its strategic location facilitates easy access to key business locations, making it a logical choice for professionals seeking comfort and convenience. The focus on high-quality service and a relaxing atmosphere guarantees a productive visit.

Where to stay near Winter Park

Some of the best areas to stay in when visiting Winter Park, Florida, are Orlando, Altamonte Springs, and Maitland. Orlando is renowned for its theme parks and vibrant entertainment scene, while Altamonte Springs offers a family-friendly atmosphere with beautiful parks and shopping. Maitland boasts a charming blend of dining and arts. For first-time visitors, Orlando is the ideal choice.

1. Orlandoopens in new window: Orlando is a vibrant city known for its world-class attractions and entertainment. It's a fantastic base for families and thrill-seekers alike, with iconic spots like Universal Studios Florida and SeaWorld® Orlando just a short drive away. Enjoy a mix of cultural experiences with live music events and theatre performances, or unwind at beautiful lakeside parks. Shopping enthusiasts will love the variety of outlets and malls. Plus, the dining scene offers something for everyone, from casual bites to fine dining. For a comfortable stay, consider hotels that provide easy access to these attractions and amenities, ensuring your trip is both exciting and relaxing.
2. Altamonte Springsopens in new window: Altamonte Springs is a charming area perfect for those who enjoy a laid-back atmosphere with plenty of shopping and dining options. The scenic Cranes Roost Park is a highlight, offering beautiful views and a lovely place for leisurely strolls. You can also explore local cafes and shops that create a friendly, welcoming environment. Families will appreciate the parks and recreational facilities, making it an ideal spot for a relaxed stay. With its blend of nature and urban amenities, Altamonte Springs is a delightful area to unwind after a day of exploration.
3. Maitlandopens in new window: Maitland offers a quaint escape with a focus on arts and culture, perfect for travellers looking for a unique experience. The area is known for its charming parks and local art galleries, providing a peaceful environment to explore. Dining options are diverse, with plenty of cosy spots to enjoy a meal. Families will appreciate the community-oriented feel, while friendly locals add to the welcoming atmosphere. For visitors seeking a slower pace and a taste of local culture, Maitland is an excellent choice, combining leisure with charm.

Things to do in Winter Park

Winter Park enchants visitors with its picturesque lakes, lush gardens, and serene parks, ideal for leisurely strolls or invigorating hikes. Enjoy delightful shopping experiences, revel in the sounds of live music, or embark on peaceful birdwatching excursions. This charming destination offers a perfect blend of nature and vibrant local life.

• Walt Disney World® Resortopens in new window – Step into a magical world at Walt Disney World® Resort, where thrilling rides, enchanting characters, and vibrant gardens await. Explore the lush landscape, take a tranquil boat ride, and enjoy the diverse attractions that cater to all ages. Don’t miss the chance to capture unforgettable moments with your favourite Disney characters!
• Tinker Fieldopens in new window – Visit Tinker Field, a historic site that has hosted numerous memorable events. The open space offers a glimpse into the past while surrounding you with the beauty of nature and flowers. It’s a lovely spot for a leisurely stroll or to enjoy a picnic with friends and family.
• Universal Studios Floridaopens in new window – Dive into the excitement at Universal Studios Florida, where film magic comes alive. Experience exhilarating rides based on blockbuster movies and step into immersive worlds that will thrill visitors of all ages. It's a place where you can enjoy the thrills of Hollywood right in the heart of Orlando.
• Universal Orlando Resortopens in new window – Explore Universal Orlando Resort, featuring a variety of attractions that celebrate the magic of movies. With multiple themed areas, there’s plenty to see and do, from action-packed rides to engaging shows. The vibrant atmosphere and stunning scenery make it a fantastic destination for family fun.
• Dr. Phillips Center for the Performing Artsopens in new window – Unwind at the Dr. Phillips Center for the Performing Arts, a stunning venue that showcases an array of performances. Whether you’re catching a live concert or a theatrical production, the centre’s modern architecture and welcoming ambiance create a delightful experience for all visitors.

4 tips for savvy savings when booking a hotel in Winter Park

1. Book for the cheapest times: The most affordable time to visit Winter Park is during August, September, and November, when hotel prices are generally lower. For a budget-friendly trip, a stay of at least 3 to 4 days would allow you to explore the town's key historical and cultural landmarks, such as the university, charming cafes, delightful gardens, and vibrant shopping areas. You can also enjoy the scenic lake, immerse yourself in nature, admire the beautiful flowers, and perhaps catch some live music while engaging in birdwatching. This timeframe offers great value for money, making it an excellent choice for those looking to experience the best of Winter Park without breaking the bank.
2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Winter Park, begin by exploring the Dealsopens in new window or Last-Minute Deals sections on Hotels.com, where you may discover discounted hotel options near your travel date. To stay informed about flash sales and unique last-minute promotions, consider enabling email alerts or push notifications from Hotels.com. This way, you’re more likely to receive timely updates on your preferred hotels’ price changes and availability. Additionally, utilise Smart Shopping , a tool available in the app that assists travellers in comparing hotel prices and amenities, ensuring you make the best choice for your getaway.
3. Be flexible with dates: Prices may fluctuate due to factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you find a better deal on your stay at a Winter Park hotel. For those seeking unique experiences, boutique hotels might provide a more personalised touch and occasionally better value. When you book through Hotels.com, we will inform you if the price for your chosen dates is above or below the average. If the price tends to be on the higher side, we may suggest alternative dates that could offer more affordable options.
4. Consider your location: Hotels near the city centre usually tend to be more expensive, but with Winter Park’s excellent public transport connections, you may discover a more affordable independent hotel a bit further out that is still well connected. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often great value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Winter Park

Winter Park experiences its lowest average temperature in January, at 60.3°F (15.7°C), while August is the hottest month, with an average temperature of 82.6°F (28.1°C). August is usually the wettest month. January to March are the peak travel months in Winter Park, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, May, August, and November tend to be quieter times to visit, marked by no to moderate rainfall and mostly sunny conditions.