This guide contains affiliate links to Booking.com. If you book through them, we may earn a commission at no extra cost to you. Learn more.
Hotels in Winter Garden Florida fall into three very different pockets: resort-style suites and Disney Gateway hotels in the south, right by Walt Disney World’s western entrance; a handful of value hotels on State Road 50 at the north end, a few minutes from historic downtown; and almost nothing in between, in the newer Hamlin and Horizon West neighborhoods. Picking the right pocket matters more than picking the brand. Fees below come from official hotel pages at last check (some only as archived copies, noted where relevant); confirm them before you book.
Winter Garden’s 34787 ZIP code runs from Plant Street all the way down to the edge of Disney property, about 16 to 18 miles by road, so two hotels with the same city name can be half an hour apart. Below, they are sorted by where they actually sit.
Quick answer: For a Disney trip, The Grove Resort & Water Park Orlando is the pick if you want two- and three-bedroom condos and a water park, while Residence Inn and Homewood Suites at Flamingo Crossings are the closest to the parks, with free breakfast and Disney shuttles. For downtown Winter Garden, the West Orange Trail or family visits, stay on SR 50 at Home2 Suites Winter Garden, Hampton Inn Ocoee or Fairfield Ocoee, all with free parking and breakfast. Golfers who want quiet can look north to Siena at Bella Collina.
Search hotels in any Orlando area
On this page
Where hotels in Winter Garden Florida actually are
Think of Winter Garden as a long north-south strip on the west side of Orange County, with State Road 429 running down its length.
- Downtown and SR 50 (north): historic Plant Street, the West Orange Trail and the Saturday farmers market. The chain hotels here sit on West Colonial Drive (SR 50), on the Winter Garden–Ocoee line, about 3 to 4 miles from downtown.
- Hamlin and Horizon West (middle): newer neighborhoods built around Hamlin Town Center’s shops and restaurants. When we checked, we did not find a hotel operating inside Hamlin Town Center itself.
- Flamingo Crossings and The Grove (south): both have Winter Garden addresses but sit next to Disney’s western edge, about 16 to 18 miles by road from downtown Winter Garden.
If you’re still deciding between this side of town and areas like Lake Buena Vista, Kissimmee or International Drive, start with our guide to the best areas to stay in Orlando.
How we chose these hotels
We kept the seven hotels in and just outside Winter Garden that make the most sense for visitors, and checked:
- Location: which part of Winter Garden it is in, with road distances to the parks calculated on OSRM routing (rounded, and they vary with traffic).
- Verified amenities: room types, kitchens, pools and breakfast as listed on the official site.
- Value: what is included and what costs extra, especially resort fees and parking.
- Transport: whether the hotel runs a theme park shuttle and how you book it.
Rates vary by season, availability and how far ahead you book.
Winter Garden hotels compared
| Hotel | Area | Parking | Breakfast | Park shuttle |
|---|---|---|---|---|
| The Grove | South, near Disney | $35 + tax/night | Restaurant, not included | In $49 resort fee |
| Residence Inn Flamingo Crossings | South, Disney west entrance | $20/day | Free hot buffet | Free, select parks |
| Homewood Suites Flamingo Crossings | South, Disney west entrance | $20/day | Free hot buffet | Free, scheduled |
| Home2 Suites Winter Garden | North, SR 50 | Free | Free hot breakfast | None listed |
| Hampton Inn Ocoee | North, SR 50 | Free | Free hot breakfast | None listed |
| Fairfield Ocoee | North, SR 50 | Free | Free buffet | None listed |
| Siena at Bella Collina | Montverde, north | Private parking | Club restaurant | None listed |
Figures are from each hotel’s official page at last check. None of the SR 50 hotels or the Flamingo Crossings pair listed a resort fee; The Grove does charge one. Always compare the final total, including Orange County’s 12.5% hotel tax (Bella Collina is in Lake County, which sets its own rate), before you pay.
1. The Grove Resort & Water Park Orlando
The Grove, at 14501 Grove Resort Avenue, is the most resort-like stay in Winter Garden and the only hotel on this list with its own water park. The resort describes itself as a 106-acre, all-suite property and a Walt Disney World Good Neighbor Hotel. Its two-bedroom condos have two bathrooms, a full kitchen, a washer and dryer and a sofa bed, and are listed for up to six guests; three-bedroom condos, listed for up to eight guests, suit bigger groups. A second building, The Terraces at The Grove, has its own pool and gym.
Surfari Water Park, included in the resort fee for registered guests, has a lazy river, water slides, a zero-entry pool and a FlowRider surf simulator (extra charge). The FAQ says The Springs pools and the zero-entry pool are kept at 83 degrees year-round. On-site dining includes Valencia Restaurant, The Springs Bar & Grill, Longboard Bar & Grill, Elements Bar and the Alfresco Market for groceries. We cover the resort in depth in our full review of The Grove Resort Orlando.
- Why stay: condo space for six or more, a heated water park included in your stay, and park transportation bundled into the resort fee.
- Getting there / to the parks: the resort says it is about six miles from the Disney theme parks; by road, Animal Kingdom is roughly 7 miles (about 15 to 20 minutes) and the Magic Kingdom parking area about 11 miles. Shuttles to Disney, Universal and SeaWorld must be reserved up to 48 hours ahead and at least 2 hours before departure.
- Good to know: at the time of writing the resort fee is $49 plus tax per night and parking is $35 plus tax per vehicle per night. Minimum check-in age is 21, pets are not allowed (service animals only), and there is no airport shuttle.
Best for: larger families who want apartment-size space and a water park without buying day passes.
See prices and availability at The Grove Resort & Water Park Orlando
2. Residence Inn Orlando at Flamingo Crossings Town Center
Flamingo Crossings Town Center, at the bottom of Winter Garden’s map, is a Disney-planned district less than a mile from Walt Disney World’s western entrance. Of its six hotels, the Residence Inn at 2111 Flagler Avenue is the most complete package for families. Every suite has a full kitchen, and Marriott lists studios, one-bedroom suites and two-bedroom suites, the largest sleeping up to six.
A free hot breakfast buffet runs 6:30 to 10 am daily, and the heated resort-style pool sits next to outdoor sports courts.
- Why stay: a full kitchen, two-bedroom suites and an included breakfast, minutes from Animal Kingdom.
- Getting there / to the parks: Marriott describes a free scheduled shuttle to select Walt Disney World theme parks, with limited seats you reserve starting 48 hours ahead. By road, Animal Kingdom is about 5 miles and EPCOT about 7.
- Good to know: self-parking was listed at $20 per day at last check. Dogs are allowed for a $150 non-refundable fee per stay, and the minimum check-in age is 21.
Best for: families of five or six on a Disney-focused week who want to cook some meals.
Check your dates for Residence Inn Orlando at Flamingo Crossings on Booking.com
3. Homewood Suites by Hilton Orlando at Flamingo Crossings Town Center
Homewood Suites, at 411 Flagler Avenue, is the Hilton-side alternative across the Town Center. Its suites have full kitchens, and Hilton lists one-bedroom suites with two queens and a sofa bed for up to six guests. The pool has a waterslide, and there are outdoor grills and sports courts.
The free hot breakfast buffet runs 6 to 9 am on weekdays and 7 to 10 am on weekends, with Mickey-shaped waffles on the menu.
- Why stay: a full kitchen plus a slide pool that keeps kids busy on a rest afternoon.
- Getting there / to the parks: Hilton advertises free Disney shuttles on a set schedule; check the timetable and how to reserve at check-in. Driving distances match the Residence Inn’s.
- Good to know: self-parking was $20 per day at last check. Up to two dogs or cats (75 lb maximum) are allowed for $75 for 1 to 4 nights or $125 for 5 or more nights.
Best for: Hilton Honors members and families who want a full kitchen and a waterslide close to Disney.
See available rooms at Homewood Suites Orlando at Flamingo Crossings
The Town Center has four more hotels (SpringHill Suites, TownePlace Suites, Fairfield and Home2 Suites), all with free breakfast. Our guide to all six Flamingo Crossings hotels compares their parking, pets and shuttle rules side by side.
4. Home2 Suites by Hilton Winter Garden
Home2 Suites, at 12341 West Colonial Drive, is the closest chain hotel to downtown Winter Garden: about 3 miles by road, or roughly 6 minutes to Plant Street. Hilton places it just off Florida’s Turnpike, with Winter Garden Village’s shops about 10 minutes away and Orlando Health – Health Central Hospital about 3 miles away.
All rooms are suites with an in-room kitchen, and Hilton lists connecting rooms, an outdoor pool, a fitness center and EV charging. Breakfast is free and hot.
- Why stay: free parking, free breakfast and a kitchen, close to downtown Winter Garden and the West Orange Trail.
- Getting there / to the parks: there is no park shuttle, so you need a car. By road, Universal is about 14 miles (around 20 to 25 minutes) and the Magic Kingdom parking area about 23 miles; downtown Orlando is about 12 miles.
- Good to know: self-parking is complimentary. Up to two dogs or cats are allowed for $75 (1 to 4 nights) or $125 (5 or more nights). Check-in is at 3 pm, and there is no airport shuttle.
Best for: longer stays, visiting family in West Orange County and travelers who split time between Universal and downtown Winter Garden.
5. Hampton Inn by Hilton Ocoee Orlando
Technically in Ocoee, the Hampton Inn at 11405 West Colonial Drive is about 4 miles by road from downtown Winter Garden. Hilton lists a heated outdoor pool, a 24-hour fitness center, connecting rooms and a free hot breakfast.
Hilton’s own description says Walt Disney World is a 16-mile drive and Universal 12 miles. By road we found Universal closer to 14 miles and the Magic Kingdom parking area about 23 miles, so plan on 25 minutes to Universal and 35 or more to the Disney parks.
- Why stay: free parking and breakfast right on SR 50, with plenty of restaurants nearby.
- Getting there / to the parks: no park shuttle is listed; drive or use rideshare. Orlando International Airport is about 23 miles away.
- Good to know: self-parking is complimentary. Up to two dogs or cats (75 lb maximum) are allowed for $75 for 1 to 4 nights or $125 for 5 or more. Check-in is at 4 pm.
Best for: budget-minded couples and small families with a car who split time between Universal and Winter Garden.
Check your dates for Hampton Inn by Hilton Ocoee Orlando on Booking.com
6. Fairfield Inn & Suites Orlando Ocoee
The Fairfield, at 10971 West Colonial Drive, is about half a mile east of the Hampton and about 4 miles from downtown Winter Garden. Rooms come with a mini-fridge, microwave and free Wi-Fi rather than a kitchen, and Marriott lists an outdoor pool, a whirlpool, a fitness center and on-site laundry.
At last check, the free buffet breakfast ran 6:30 to 9 am on weekdays and 7 to 10 am on weekends, check-in was at 4 pm and check-out at noon.
- Why stay: a simple room with breakfast and free parking, and the shortest drive to Universal of the SR 50 hotels (about 12 miles by road).
- Getting there / to the parks: Marriott lists no shuttle service. The Magic Kingdom parking area is roughly 18 miles away by road, and the airport about 23 miles.
- Good to know: on-site parking was listed as complimentary. Pets are not allowed (service animals only). The Marriott page we used is an archived copy from August 2025, so confirm details with the hotel.
Best for: travelers who only need a clean room and breakfast between days out, without pets.
See prices and availability at Fairfield Inn & Suites Orlando Ocoee
7. Siena at Bella Collina
Siena is the upscale wildcard: condo-style suites inside the gated Bella Collina community in Montverde, in Lake County, about 13 miles by road from downtown Winter Garden. The official site lists two-bedroom suites of 1,400 square feet, two-bedroom-plus-den suites and three-bedroom suites of 1,600 square feet, each with a fully equipped kitchen, a washer and dryer, a formal dining area for six and a balcony.
Guests get a private lakefront pool and fitness center, plus access to The Club at Bella Collina for walking trails, tennis, a full-service spa, the 19th Hole restaurant (breakfast, lunch and dinner daily) and a Nick Faldo-designed championship golf course.
- Why stay: space, quiet and golf, a long way from theme park crowds.
- Getting there / to the parks: the resort says Universal is 30 minutes away and Walt Disney World 40 minutes. By road we found about 27 miles (around 40 minutes) to Universal and 36 miles (closer to an hour) to the Magic Kingdom parking area, so it suits golf more than daily park visits.
- Good to know: check-in is at 4 pm and check-out at 11 am. Each unit gets two assigned parking spaces, and check-in is done online rather than at a front desk. The booking terms mention a resort fee “if applicable”, so ask about any extra charges before you book.
Best for: golf trips, couples’ getaways and wedding guests who will drive to the parks only once or twice.
Staying near downtown Winter Garden
Downtown Winter Garden is the reason many people search for this town: a walkable historic main street with restaurants and shops along Plant Street, and the paved West Orange Trail running right down the middle of it. Orange County lists 22.32 miles of paved trail through Killarney, Oakland, Winter Garden and Apopka, open sunrise to sunset, with bike rentals at the Winter Garden Station (455 E. Plant St.).
The city’s Winter Garden Farmers Market runs every Saturday from 8 am to 1 pm at the Downtown Pavilion, 104 S. Lakeview Avenue.
At the time of writing, no hotel is operating in downtown itself. The city’s downtown site still lists the historic Edgewater Hotel at 99 W. Plant Street, but the 1920s hotel closed in August 2025, and a statement on its website said new owners plan to restore it; we found no reopening date. The same city page lists Hotel Winter Garden, a boutique hotel of about 60 rooms planned at 8 N. Highland Avenue with a pool, restaurant and bar. The local Orange Observer reported that it broke ground in July 2026, with construction expected to take about 18 months, so it is not an option for trips in the near future.
For more ideas off the theme park track, see our list of things to do in Orlando besides theme parks.
Drive times from Winter Garden to the parks and airport
Where you stay in Winter Garden changes your drive more than anything else. These are rounded road distances from OSRM routing; real times depend on traffic and park parking lines.
| From | Animal Kingdom | Magic Kingdom lot | Universal | MCO airport |
|---|---|---|---|---|
| Flamingo Crossings | 5 mi | 8 mi | 18 mi | 26 mi |
| The Grove | 7 mi | 11 mi | 20 mi | 29 mi |
| Hamlin Town Center | 12 mi | 15 mi | 21 mi | 30 mi |
| SR 50 hotels | 20–21 mi | 18–23 mi | 12–14 mi | 23–24 mi |
| Bella Collina | 33 mi | 36 mi | 27 mi | 36 mi |
- Parking at the parks: Disney lists standard theme park parking at $35 per day, and Universal’s parking was $35 including tax at last check. Add your hotel’s own parking charge if it has one.
- Tolls: the fastest routes from Winter Garden often use toll roads such as SR 429 and the Turnpike. Our guide to Orlando toll roads explains how to pay them in a rental car.
- Disney perks: none of these hotels is on Disney’s Early Theme Park Entry list. Disney’s Good Neighbor and Gateway labels are hotel programs, not extra time in the parks.
If being as close to the Disney gates as possible matters most, compare this list with our best hotels near Disney World.
How to choose a hotel in Winter Garden
- Disney is the main event: stay south, at Flamingo Crossings or The Grove. You typically save 15 minutes or more each way compared with SR 50.
- Universal or a split trip: the SR 50 hotels are actually closer to Universal than to Disney, and they put downtown Winter Garden on your doorstep.
- Big group: The Grove’s condos, Siena’s two- and three-bedroom suites or Residence Inn’s two-bedroom suites. For more space, see our guide to Orlando vacation homes with a private pool.
- Watching costs: the three SR 50 hotels list free parking and free breakfast; The Grove adds a resort fee plus parking, and Flamingo Crossings charges for parking but includes breakfast. Our list of Orlando hotels with free parking has more options.
- No car: stick to hotels with a published shuttle (The Grove, Residence Inn, Homewood) and book seats as soon as the window opens.
A few miles farther west, our guide to hotels in Clermont covers the hotels around the lakes, the Citrus Tower and the National Training Center.
Frequently asked questions
Are there hotels in downtown Winter Garden?
Not at the moment. The historic Edgewater Hotel on Plant Street closed in August 2025 and its new owners say they plan to restore it, with no reopening date announced, and the boutique Hotel Winter Garden on Highland Avenue only broke ground in July 2026. The nearest hotels are Home2 Suites Winter Garden, Hampton Inn Ocoee and Fairfield Ocoee on SR 50, about 3 to 4 miles from Plant Street.
How far is Winter Garden from Disney World?
It depends on which part you mean. Flamingo Crossings hotels are less than a mile from Disney’s western entrance and about 5 miles by road from Animal Kingdom. The Grove is about 7 miles from Animal Kingdom. Downtown Winter Garden and the SR 50 hotels are roughly 18 to 23 miles from the Disney parks, usually 25 to 40 minutes by car.
Is Winter Garden a good place to stay for Disney World?
The southern edge is. Flamingo Crossings and The Grove are among the closest off-site hotels to Animal Kingdom, with park shuttles and suites. The northern part, around downtown and SR 50, is better for Universal, downtown Orlando or a relaxed trip, since the Disney parks are roughly 25 to 40 minutes away and those hotels list no shuttle.
Which Winter Garden hotels have free parking?
At last check, Home2 Suites by Hilton Winter Garden, Hampton Inn by Hilton Ocoee Orlando and Fairfield Inn & Suites Orlando Ocoee all listed complimentary self-parking, and all three include breakfast. The Grove charges $35 plus tax per vehicle per night on top of its resort fee, and the Flamingo Crossings hotels charge around $17 to $20 per day.
Do Winter Garden hotels have shuttles to the theme parks?
Some do. The Grove includes transportation to Walt Disney World, Universal and SeaWorld in its resort fee, with reservations required. Residence Inn and Homewood Suites at Flamingo Crossings describe free scheduled Disney shuttles with limited seats. The SR 50 hotels and Siena at Bella Collina do not list park shuttles, so plan on a car or rideshare.
Bottom line
The best hotels in Winter Garden Florida depend on which end of town fits your trip. Go south to The Grove or Flamingo Crossings for Disney days, suites and park shuttles; stay on SR 50 at Home2 Suites, Hampton Inn or Fairfield for free parking, easy Universal access and downtown Winter Garden evenings; and pick Siena at Bella Collina for golf and quiet. Rates vary by season, availability and how far ahead you book.
Check your dates for The Grove Resort & Water Park Orlando
Sources checked in October 2026: The Grove Resort & Water Park Orlando FAQ, Home2 Suites by Hilton Winter Garden (Hilton), Siena at Bella Collina accommodations, Places to Stay (City of Winter Garden), West Orange Trail (Orange County Parks)