The Villages Vacations from $165

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Your The Villages Vacation

Get ready to experience The Villages on your terms with a custom The Villages vacation package! Uncovering the charms of this fascinating city is simple with a base in a neighborhood such as Santiago, which is good for golfing, among lots of other things. If sightseeing is on the cards during your trip to The Villages, check out top attractions like The Villages Market Square, Stonecrest Country Club and Nancy Lopez Legacy Golf & Country Club. No matter your travel plans or budget, organizing a tailored The Villages vacation is easy with Expedia.

The Latest The Villages vacation packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Westgate Palace Hotel / Universal / I-Drive
Westgate Blue Tree Resort in Lake Buena Vista
Knights Inn Kissimmee
The Shores Resort & Spa
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Where to stay in The Villages

Find the best The Villages areas and neighborhoods for the activities you enjoy most. Learn more about The Villages

Discover the most popular places to visit in The Villages

What to do in The Villages

The Villages Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
$119 nightly
The price is $127 total per night from Sep 28 to Sep 29
$127 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (1,223 reviews)
"Clean room and open areas, staff was very personable and helpful."

Reviewed on Sep 23, 2025

The Waterfront Inn
Hampton Inn & Suites Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages

3 out of 5
11727 Ne 63 Rd Dr, Lady Lake, FL
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $102 total per night from Sep 29 to Sep 30
$102 total
Sep 29 - Sep 30
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
Very good hotel
"Great hotel, very clean and a good breakfast."

Reviewed on Sep 23, 2025

Hampton Inn & Suites Lady Lake/The Villages
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

The Villages
10/10 Exceptional! (26 reviews)
"Clean and comfortable. Everything we needed was there and communication was easy! Highly recommend if you need a place to stay b"

Reviewed on Aug 31, 2025

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
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.

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Frequently asked questions

How much does a The Villages vacation package cost?
Offering great value package deals from $165 on Expedia, you'll be thrilled with how little a vacation to The Villages costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to The Villages?
If you're hoping to snag a cheap The Villages vacation package, consider planning a trip in January, February and June. You're likely to find better rates on accommodations and flights during these quieter months — ideal for a budget-friendly break.
How many days is enough for The Villages?
To get the most out of your The Villages vacation, we suggest staying for 3 days. Divide your time between visiting Cane Garden Country Club, Glenview Champions Country Club and other must-see attractions, as well as exploring neighborhoods like Lake Sumter Landing and St. James. If you've got some spare time, include a day trip or tour in your The Villages vacation itinerary.
How to find the best The Villages package deals?
Use Expedia's filter tool to help you find some great The Villages package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for The Villages package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a The Villages vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can personalize your The Villages escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to The Villages?
Land incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu The Villages break.
How to plan a trip to The Villages?

  1. Choose when to get away: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to vacation in The Villages.
  2. Budget wisely: On top of the price of your accommodations, you'll need to factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to The Villages.
  3. Use Expedia's trip planning tool to discover The Villages: Research every part of your trip to The Villages with this comprehensive planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how many days away: Start by compiling a list of the activities and sights you'd like to experience in The Villages. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a The Villages vacation package that brings all your bookings together.
  6. Book any activities or excursions: Here's the fun part — locking in everything you want to do and see. Browse some of the top things to do in The Villages and book your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later The Villages vacation packages?
Your The Villages trip should be a relaxing escape from your busy life, not a source of money worries. So to allow you extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.