How to Get Upgraded at Disney World Resorts: Real Tips That Work

I’ll be honest: getting upgraded at Disney World resorts isn’t easy, but it is possible. If you’re wondering how to get upgraded at Disney World resorts without paying hundreds more per night, you’re not alone.

I’ve been upgraded three times at Disney resorts over the years – one time from a standard room to a corner room with a fireworks view at the Contemporary, and another to a preferred room at Caribbean Beach.

These weren’t luck-of-the-draw miracles. They were the result of some small strategies and smart timing.

If you’re hoping for a surprise bump to a better room, a better view, or even a club-level experience, this post will walk you through what actually works – and what doesn’t.

Curious about your full range of on-site options? Here’s how many Disney World resorts there are.

Key Points: My Top Upgrade Strategies

  • Politely ask at check-in, but be specific. Mention if it’s a birthday, anniversary, or even a return visit – and what kind of upgrade you’re hoping for.
  • Book during slower seasons. Disney is more flexible with upgrades when resorts aren’t at capacity.
  • Choose resorts with more room categories. Resorts like Disney’s Caribbean Beach or Coronado Springs have more inventory to shuffle around.

How to Get Upgraded at Disney World Resorts: Honest Truths and Smart Moves

Getting upgraded isn’t something you can count on, but there are ways to improve your odds. I’ve tried a few methods over the years – some worked, some didn’t. Here are the realistic, firsthand strategies I rely on.

Ask (Nicely) at Check-In

This is the most obvious tip, but it does work if you go about it the right way.

Don’t just walk up to the counter and say, “Any chance for a free upgrade?” Instead, try something more specific and genuine. For example:

  • “We’re celebrating our anniversary and this is our first time staying at a Deluxe resort. If there’s any availability for an upgrade, we’d love it.”
  • “We’re back after 10 years, and really looking forward to this stay. If any preferred rooms are open, that would be amazing.”

Cast Members have some discretion and a good attitude goes a long way. One time I simply said, “If there’s any way to be closer to transportation, we’d really appreciate it,” and we ended up in a preferred room without the extra charge.

You can also ask if there are any paid upgrades at a discount. More on that below.

Travel During Lower Occupancy Times

Disney tends to upgrade more frequently when resorts aren’t near full capacity. That means you’ll have better luck during off-peak times:

  • Late January to mid-February
  • First two weeks of May
  • Late August to mid-September
  • Early December (before the holiday crowds)

During these windows, the parks are also less crowded, which makes your overall trip a bit less hectic.

Avoid peak dates like Thanksgiving week, Christmas to New Year’s, and Spring Break. Upgrades are rare during those times.

Book a Room Type That Can Be Upgraded

If you book the cheapest room category, you might actually improve your chances of an upgrade. Why? Disney sometimes overbooks standard rooms, especially at value and moderate resorts. When that happens, they upgrade some guests to free up availability.

A standard room at Pop Century, for example, might cost around $175-$250 per night depending on the season. If those rooms are full, Disney might move you to a preferred room (closer to the Skyliner or food court), which typically costs $30-$50 more per night.

Just remember: don’t rely on this. Book a room you’ll still be happy with even if nothing changes.

Stay at Larger Resorts

Upgrades happen more often at resorts with more room types and buildings. For example, Coronado Springs and Caribbean Beach have multiple room categories, like water view, preferred, and even tower suites.

More inventory means more chances to move people around.

For help comparing resort options, check out this breakdown of Disney World hotels. It can help you figure out which resorts give you the best flexibility for upgrades.

What NOT to Do if You Want an Upgrade

Let’s be real – there are also a few things that can hurt your chances of an upgrade. I’ve seen these backfire:

Don’t Assume It Will Happen

If an upgrade is going to make or break your vacation, just book the room you want.

For example, if you absolutely need a balcony or a fireworks view, don’t gamble on an upgrade. Book it directly, even if it costs $100+ more per night. Treat any unexpected upgrade as a bonus, not a necessity.

Don’t Be Pushy

No one likes the guest who demands an upgrade like they’re entitled to it. It puts Cast Members in a tough spot, and frankly, it’s not a good look. A polite, friendly attitude is your best bet.

Don’t Book Through Third Parties for Special Requests

If you’re booking through Costco, Expedia, or another travel site, it’s harder for Disney to make changes to your reservation. You may miss out on some flexibility.

If you want to maximize your chances of an upgrade or have special requests (like connecting rooms), book directly through Disney or with an authorized Disney travel agent.

Upgrades You Can Pay For (That Are Actually Worth It)

Sometimes, you can pay for an upgrade without blowing your budget – especially if you check in during a slower season.

Last-Minute Club Level or View Upgrades

At check-in, ask what’s available as a paid upgrade. It might be much less than if you booked it in advance. For example, a club level room at the Grand Floridian might cost $850/night when booking online – but if there are vacancies, they’ve been known to offer them at check-in for as low as $500.

This isn’t guaranteed, but it’s worth asking if you’re curious. During one of my trips, I was offered a discounted upgrade to the Royal Palm Club and took it. Having access to snacks, drinks, and quieter lounges made a big difference.

Consider Booking a Moderate or Value Resort First

If you're looking to stay on budget but still want a shot at something nicer, start with a standard room at a resort known for upgrades. Some of the best value resorts offer upgrade paths to preferred or themed rooms, which can make your stay feel significantly more special.

Pop Century and Art of Animation are great examples. You can also learn more about Art of Animation’s bus schedule if transportation is a factor in your decision.

Use Special Offers and Discounts to Upgrade Your Whole Trip

You might not get a free upgrade, but you can find deals that give you more value for the same money.

For example, you might find a promo offering 25% off rooms at deluxe resorts during the off-season. That could drop a $600/night room down to $450 – which might be the same as a full-priced moderate resort.

Check regularly for Disney World hotel and ticket specials, especially before booking.

You can also look at discounted Disney World resorts if you want to splurge without breaking your budget.

When to Accept That You’re Not Getting One

Sometimes the stars don’t align. That doesn’t mean your trip is ruined.

Some of my favorite stays were in standard rooms – because the resort experience itself was great. You can still enjoy proximity to the parks, fun pool areas, unique theming, and early park access without the upgrade.

If you’re still trying to narrow things down, this guide on how to choose a Disney World resort can help you prioritize location, amenities, and vibe.

Or take a look at Disney's full list of resorts on their official site to get a better idea of what your money gets you.

Final Thoughts

Getting an upgrade at a Disney World resort is a mix of timing, strategy, and a bit of luck. But it’s not just about hoping for free stuff – it’s about understanding how Disney handles inventory, and asking for the right thing at the right time.

Here’s my last bit of advice: go in with a positive attitude, book something you’ll be happy with no matter what, and see any upgrade as a pleasant surprise. That way, your trip will feel like a win either way.

Choosing the Right Hotel Near Disney World

Finding the right place to stay is a big part of planning your Disney World trip, and I’ve put together a complete guide to Disney World hotels to help you compare all the best options - whether you’re looking for on-property perks or something more budget-friendly nearby.

If you prefer to stick with brands you know, I’ve also reviewed several Marriott hotels near Disney World, many of which offer solid value and great locations.

Transportation can make or break your stay, so I’ve included a list of resorts near Disney World with shuttle service, plus a detailed look at the Art of Animation bus schedule - which is one of the most frequently used if you're staying on-site.

And if you’re hoping to stay as close to the magic as possible, here’s a list of hotels within walking distance to Disney World so you can spend less time in transit and more time in the parks.