Longwood offers a peaceful Floridian retreat that seamlessly blends rich heritage with lush natural scenery, making it an ideal destination for travelers looking to escape the bustle of central Florida's busier hubs. The city features a timeless allure highlighted by its historic downtown district and ancient cypress canopies that remain vibrant and welcoming throughout the entire year. While the core of town invites leisurely strolls among preserved architectural landmarks, the surrounding areas provide a much greener atmosphere defined by extensive parks, winding nature trails, and serene residential neighborhoods. Visitors can spend an invigorating morning viewing the towering trees at Big Tree Park or browsing through local boutiques before dining at welcoming neighborhood eateries that showcase authentic regional flavors. When selecting your accommodations, choosing a location close to major thoroughfares like Interstate 4 ensures quick access to regional attractions while still letting you return to a quiet and relaxing base each evening. Compare the hotels below on Tripbtoz with real guest video reviews, Btoz Pick curation, and AI-powered lowest-price comparison.
Longwood Recommended Hotels
Residence Inn by Marriott Orlando Downtown
3-star· Orlando, Florida
Residence Inn by Marriott Orlando Downtown is centrally located in Downtown Orlando, within a 5-minute drive of Lake Eola Park and Kia Center. All 138 guestrooms feature full kitchens, making it ideal for extended stays and family travel. The hotel offers complimentary breakfast, indoor pool, fitness center, and 24-hour business center with pet-friendly accommodations.
4.6/5903
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Peaceful Cay Deluxe 3 Bedroom Condo by Redawning
4-star· Orlando, Florida
A 3-bedroom condo located in Orlando, ideal for family travelers or long-stay guests. It offers spacious accommodations with independent living spaces for comfortable relaxation. Conveniently situated for easy access to Orlando's major attractions.
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Mi Casa Hotel
2.5-star· Orlando, Florida
Mi Casa Hotel is centrally located in Orlando, offering convenient access to major theme parks including Universal Orlando Resort, SeaWorld, and ICON Park. This family-friendly 2.5-star hotel features an outdoor pool, children's pool, playground, and arcade game room. Guests enjoy complimentary continental breakfast, free theme park shuttle, and free self-parking, making it a practical choice for families visiting Orlando's attractions.
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Hilton Garden Inn Winter Park
3-star· Winter Park, Florida
Hilton Garden Inn Winter Park is a 3-star business hotel located near The Center of Winter Park Shopping Center. It features a 24-hour business center, 2 meeting rooms, and is within a 15-minute drive of Kia Center and Camping World Stadium. The hotel welcomes pets (dogs and cats) and offers complimentary WiFi and fitness facilities.
4.6/5752
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Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5-star· Orlando, Florida
Embassy Suites by Hilton is located in Orlando's International Drive District, within walking distance of Pointe Orlando and Orange County Convention Center, making it ideal for both business and family travelers. The hotel features indoor and outdoor pools, kids pool, hot tub, complimentary breakfast, and a 24-hour business center. Theme park shuttle service and pet-friendly policies make it a convenient base for exploring Orlando attractions.
4.3/51065
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The Tiny Cottage in The Springs
4-star· Altamonte Springs, Florida
A cozy guesthouse in Altamonte Springs, located within a 15-minute drive of Wekiwa Springs State Park, ideal for nature exploration. This small property features 2 guestrooms with garden and barbecue grill amenities, perfect for families or travelers seeking a peaceful retreat. Contactless check-in is available, and the property is approximately 30km from Orlando International Airport.
4.9/526
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Dr. Phillips House
3-star· Orlando, Florida
A Victorian-style guesthouse centrally located in Orlando, within a 5-minute drive of Kia Center and Camping World Stadium. Each room features a private hot tub and jetted bathtub, ideal for couples. The property offers 93 square meters of conference space with 3 meeting rooms for small business events, plus a rooftop terrace, garden, and wedding services.
4.1/513
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Monumental Movieland Hotel
3-star· Orlando, Florida
A 3-star hotel located in Orlando's International Drive District, within a 5-minute drive of Universal Orlando Resort, making it ideal for theme park visits. The property offers family-friendly amenities including an outdoor pool, arcade/game room, and free WiFi, along with meeting rooms and business facilities. Free self-parking and bus station shuttle service provide convenient transportation options.
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Holiday Inn Express Hotel & Suites Ocoee East by IHG
2.5-star· Orlando, Florida
Holiday Inn Express Hotel & Suites Ocoee East is a 2.5-star business hotel located in west Orlando, approximately 10 minutes by car from Universal Orlando Resort. The hotel offers complimentary buffet breakfast, 24-hour business center, and meeting rooms for business travelers. Guests can enjoy an outdoor pool, hot tub, and 24-hour fitness center, along with free parking and WiFi, making it ideal for budget-conscious business and family travelers.
4.3/51001
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The Heirloom Inn
3-star· Tangerine, Florida
The Heirloom Inn is a cozy guesthouse located in the heart of Mount Dora, steps from Donnelly Park and a 7-minute walk to Lake Dora. This pet-friendly and family-friendly property offers 6 individually decorated rooms with complimentary parking and WiFi. Guests can relax in the garden and terrace areas while exploring nearby museums and attractions.
Most visitors choose hotels along State Road 434 or near Interstate 4 for convenient access to regional attractions and business centers. Staying near the Longwood Historic District offers a charming small-town atmosphere close to local parks and historic landmarks.
What are the top attractions to visit in Longwood?
Big Tree Park is a major draw, featuring a peaceful boardwalk and the memorial site of the famous Senator bald cypress tree. Visitors also enjoy exploring the historic Longwood Village and spending an active afternoon at Candyland Park.
When is the best time of year to visit Longwood?
The ideal time to visit is from November through April when the weather is mild, dry, and pleasant for outdoor adventures. Summer months tend to be hot and humid with frequent afternoon thunderstorms, though they offer a quieter travel experience.
What is the best way to get around Longwood?
Renting a car is the most practical way to explore Longwood and the surrounding Seminole County destinations with ease. For regional travel, the Longwood SunRail station provides reliable commuter rail service connecting to downtown Orlando and neighboring towns.
What local food should travelers try in Longwood?
Travelers should sample traditional Florida-style barbecue, fresh Gulf seafood, and classic Southern breakfast fare at local diners. Longwood also features casual farm-to-table eateries and family-owned Italian and Latin American restaurants.
How do I get to Longwood from the nearest airport?
Orlando Sanford International Airport is the closest airport, located about a 20-minute drive north via Florida State Road 417. If you arrive at Orlando International Airport, Longwood is accessible in approximately 35 to 45 minutes by rental car, rideshare, or airport shuttle.