Pittman Vacations from $455

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The Latest Pittman vacation packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $796, price is now $455 per person
$455
per person
Jan 21 - Jan 26
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
7.8/10 Good! (615 reviews)

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $1,062, price is now $526 per person
$526
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
they are thieves, i paid for two nights, and had a delay with my flight because of bad weather, got there late at night and the was no receptionist, I called no answer. I was stranded out there alone. I called expedia and report because I paid through them. they called no answer. I had to go pay a different hotel. I asked for my refund ,the refused to refund my money back, the receptionist get off at 11pm. too bad. no one can predict this weather and all the flight delays and cancelations.

Reviewed on Nov 3, 2026

Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge

4.5 out of 5
Bay Lake
Save 100% on your flight
Price was $2,825, price is now $1,562 per person
$1,562
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,002 reviews)

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $1,861, price is now $1,036 per person
$1,036
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,033 reviews)
Loved all the activities! Good or bad weather there was always something to do!

Reviewed on Nov 2, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $1,893, price is now $1,063 per person
$1,063
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (7,259 reviews)
Great place

Reviewed on Nov 3, 2026

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Pittman Hotel Deals

Lakeside Inn

Lakeside Inn

3 out of 5
100 N Alexander St Mount Dora FL
$212 nightly
The price is $235 total per night from Nov 10 to Nov 11
$235 total
Nov 10 - Nov 11
Total with taxes and fees
Lakeside Inn
The Citrus on the Lake

The Citrus on the Lake

3 out of 5
199 W Ruby Street Tavares FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $154 total per night from Dec 2 to Dec 3
$154 total
Dec 2 - Dec 3
Total with taxes and fees
The Citrus on the Lake
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

3 out of 5
850 South US Hwy 27/441 Lady Lake FL
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Nov 29 to Nov 30
$85 total
Nov 29 - Nov 30
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
"Very sweet staff that went above & beyond! Highly recommend"

Reviewed on Nov 2, 2026

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
See all 801 properties in Pittman
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Pittman Vacation Packages

Pittman Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Sanford Intl. Airport (SFB)

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Frequently asked questions

How much does a Pittman vacation package cost?
You'll find cheap prices from $455 on Expedia for your Pittman escape. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Pittman costs.
What are the cheapest months to go to Pittman?
September, October and December are great times to search for cheap Pittman vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Pittman?
The ideal length for your Pittman vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to go to all the top attractions and discover some hidden gems along the way.
How to find the best Pittman package deals?
Finding a cheap Pittman package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Pittman package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Pittman vacation as a package?
You can enjoy significant savings on your Pittman getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Pittman?
Score incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Pittman vacation.
Does Expedia offer Book Now, Pay Later Pittman vacation packages?
Jet off on your dream escape to Pittman with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.