Lady Lake Vacations from $200

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Your Lady Lake Vacation

Put together a custom vacation package to Lady Lake and prepare to experience this city however you like. Think about spending time in the neighborhood of De La Vista, which is good for golfing and tons more. A trip to Lady Lake is an ideal opportunity to do some sightseeing. Be sure to stop by well-known attractions like The Villages Market Square, Grand Oaks Resort and Carriage Musuem and The Orange Blossom Opry. Don't delay visiting this destination any longer. The ultimate Lady Lake vacation is a few clicks away with Expedia.

The Latest Lady Lake vacation packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.2/10 Very Good! (5,078 reviews)
Wonderful and convenient location

Reviewed on Jul 9, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The Westgate Palace Hotel was a lovely place to stay, and I believe it is suitable for both couples and families. We had a wonderful experience. Me and my daughter. In my perspective, it is more of a family-oriented hotel than a party hotel.

Reviewed on Jul 9, 2025

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Vilano Beach
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (540 reviews)
Nice Beach across the road, Very nice staff!

Reviewed on Jul 6, 2025

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Save 100% on your flight
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (354 reviews)
Nice place. Kids had a good time. Not encouraged to go there if you are a minority. You wont feel welcomed. The staff is great, but the type of people that go there arent really folks that likely share the same interests as you do. There are Confederate flags all over; etc. Hotel rooms are no bueno, old. IF you want something nice, you need to spend the money glamping or have your own trailer.

Reviewed on Jun 24, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (1,274 reviews)
Great stay as always

Reviewed on Jul 6, 2025

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Where to stay in Lady Lake

Find the best Lady Lake areas and neighborhoods for the activities you enjoy most. Learn more about Lady Lake
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Santo Domingo

When in Santo Domingo, you can plan a visit to Spanish Springs Town Square and Orange Blossom Hills Golf & Country Club, some noteworthy sights in the nearby area.

Find hotels in Santo Domingo

Discover the most popular places to visit in Lady Lake

Spanish Springs Town Square

4/5(147 reviews)

You can find the perfect gifts to bring home at Spanish Springs Town Square during your trip to Lady Lake. Wander the lakeside in this quaint area.

Spanish Springs Town Square

Water Oak Country Club Estates

Enjoy a round of golf in Lady Lake at Water Oak Country Club Estates. Wander the lakeside in this quaint area.

Water Oak Country Club Estates

Harbor Hills Country Club

5/5(1 review)

Enjoy a round of golf in Lady Lake at Harbor Hills Country Club. While you're in the area, stroll along the lakeside.

Harbor Hills Country Club

Lady Lake Hotel Deals

TownePlace Suites by Marriott at The Villages
TownePlace Suites by Marriott at The Villages
3 out of 5
1141 Alonzo Ave, Lady Lake, FL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $102 total per night from Jul 24 to Jul 25
$102 total
Jul 24 - Jul 25
Total includes taxes and fees
8.4/10 Very Good! (839 reviews)
"The hotel is Clean, staff is Very friendly and helpful The FREE breakfast is Top notch.... 91/2 Stars"

Reviewed on Jul 5, 2025

TownePlace Suites by Marriott at The Villages
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
$72 nightly
The price is $80 total per night from Jul 20 to Jul 21
$80 total
Jul 20 - Jul 21
Total includes taxes and fees
7.8/10 Good! (1,002 reviews)
"Hotel was good , breakfast was good, staff friendly and helpful , walls too thin for sleep heard next door and bug (roach) in bed ."

Reviewed on Jul 4, 2025

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
SureStay Plus Hotel by Best Western The Villages
SureStay Plus Hotel by Best Western The Villages
2.5 out of 5
1201 Avenida Central, Lady Lake, FL
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $79 total per night from Jul 13 to Jul 14
$79 total
Jul 13 - Jul 14
Total includes taxes and fees
8/10 Very Good! (551 reviews)
"We had to get a room at the last minute and Scott at the front desk was amazing!! Very sweet, helpful and just awesome guy.. would definitely stay here again. The room is bigger then a normal hotel room and the balcony was a treat.."

Reviewed on Jul 5, 2025

SureStay Plus Hotel by Best Western The Villages
See all 2,446 properties in Lady Lake
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 Lady Lake Vacation Packages

Lady Lake Essential Information

Language
English
Currency
U.S dollars
Population
14,700
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Lake Griffin State Park, Uncle Donalds Farm and Harbor Hills Country Club

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Frequently asked questions

How much does a Lady Lake vacation package cost?
You'll find cheap prices from $200 on Expedia for your Lady Lake escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Lady Lake costs.
What are the cheapest months to go to Lady Lake?
February, May and June are great times to look for cheap Lady Lake vacation packages. Traveling in quieter periods means you can usually find lower prices on hotels and flights.
How many days is enough for Lady Lake?
To fully enjoy your Lady Lake vacation, we suggest staying for 3 days. Split your time between visiting Lakes Of Lady Lake Golf Club, Uncle Donald's Farm and other leading sights, in addition to experiencing neighborhoods like Lake Sumter Landing and St. James. If you've got some spare time, add a tour or day trip to your Lady Lake vacation itinerary.
Is it worth booking a vacation package to Lady Lake?
Known for its golfing and home to popular attractions like Orange Blossom Hills Golf & Country Club, a Lady Lake vacation is bound to impress. Another top sight worth exploring? Don't miss Lakes Of Lady Lake Golf Club.
How to find the best Lady Lake package deals?
Start your search for a Lady Lake package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Lady Lake package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Lady Lake getaway off to a flying start.
Is it cheaper to book a Lady Lake vacation as a package?
You can enjoy significant savings on your next Lady Lake retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a neat 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 Lady Lake?
If you're considering a spur-of-the-moment Lady Lake trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Lady Lake?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Lady Lake.
  2. Set your budget: Factor in expenses such as flights, food and transportation when calculating how much to set aside for your trip to Lady Lake. Then, select a property that matches your budget, whether that's an affordable option or a lavish getaway.
  3. Use our trip planning tool to discover Lady Lake: Research every part of your trip to Lady Lake with this handy planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go for: Now that you know more about Lady Lake, you can work out the perfect length of your break. Create a rough plan and give yourself enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Lady Lake vacation package.
  6. Book any day trips or activities: Now to the fun part --- organizing everything you want to see and do. Explore some of the best things to do in Lady Lake in Lady Lake and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Lady Lake vacation packages?
If you're like us, you love going away but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Lady Lake trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.