The Villages Vacations from $279
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The Latest The Villages Vacation Packages
- Palazzo Lakeside Hotel
Oct 16 - Oct 18Palazzo Lakeside Hotel + Flight
Kissimmee2 nights3.0 star property8.4/10 - Very Good (5,290 reviews)Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop$669$279found 1 day agoper traveler - Westgate Palace Hotel / Universal / I-Drive
Oct 29 - Nov 1Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District3 nights4.0 star property9.0/10 - Wonderful (1,303 reviews)"Very nice hotel and location was great. The staff was very helpful."Reviewed August 4, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop - Westgate Towers Resort
Sep 28 - Oct 3Westgate Towers Resort + Flight
Kissimmee5 nights3.5 star property8.6/10 - Excellent (1,002 reviews)Roundtrip • New York (NYC) - Orlando (MCO)EWR - MCO • Nonstop MCO - EWR • Nonstop - Westgate Lakes Resort & Spa Universal Studios Area
Oct 10 - Oct 15Westgate Lakes Resort & Spa Universal Studios Area + Flight
Orlando5 nights4.0 star property8.4/10 - Very Good (6,789 reviews)"Very nice, clean, spacious and updated rooms. Screened in balcony was also spacious."Reviewed August 5, 2026Roundtrip • Boston (BOS) - Orlando (MCO)PSM - MCO • Nonstop MCO - BOS • Nonstop - Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Oct 15 - Oct 19Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight
International Drive District4 nights3.0 star property7.8/10 - Good (566 reviews)"Great"Reviewed August 5, 2026Roundtrip • Boston (BOS) - Orlando (MCO)BOS - MCO • Nonstop MCO - BOS • Nonstop
Where to stay in The Villages
Lake Sumter Landing
Lake Sumter Landing offers a charming waterfront experience where cobblestone streets wind around a picturesque man-made lake. The centerpiece lighthouse creates a postcard-perfect scene for visitors exploring boutique shops and waterside restaurants. Live music fills the town square each evening, creating a festive yet relaxed atmosphere. This pedestrian-only zone lets you stroll without dodging traffic, making shopping and dining stress-free. The New England coastal village aesthetic features white clapboard buildings and nautical themes. Smooth pathways accommodate all mobility levels while the boardwalk provides peaceful water views throughout your visit.
Virginia Trace
Virginia Trace offers a peaceful retreat within The Villages, Florida's famous retirement community designed for active adults over 55. Golf carts buzz along dedicated paths past Mediterranean-style homes with manicured lawns. The neighborhood provides a serene atmosphere away from urban noise, with decorative ponds and community pools throughout. Visitors appreciate the immaculate streets and abundant green spaces surrounding nearby golf courses. Most dining and shopping requires a short trip to The Villages Market Square or Spanish Springs Town Square. Golf enthusiasts will love the proximity to Cane Garden Country Club and other courses just minutes away.
Sunset Pointe
Though Sunset Pointe might not have many top sights, you can venture to the surrounding area to see attractions like Cane Garden Country Club and The Villages Market Square.
Duval
The Villages' Duval neighborhood is a peaceful retreat designed for active adults in America's premier retirement community. Golf cart paths weave through meticulously landscaped grounds connecting residents to golf courses and community centers. Local plazas offer convenient dining and essential services. Cane Garden Country Club and Miona Lake Golf Club anchor this residential haven. The Mediterranean Revival architecture creates a consistent, resort-like atmosphere with earth-tone buildings and manicured landscapes. Visitors appreciate the quiet ambiance and early evening activities that reflect the community's relaxed lifestyle.
Bonita
While Bonita might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Cane Garden Country Club and The Villages Market Square.
Discover the most popular places to visit in The Villages
What to do in The Villages
The Villages Hotel Deals
Hampton Inn & Suites Lady Lake/The Villages
Hampton Inn & Suites Lady Lake/The Villages"Was very disappointed that they charged us for parking. We were there one night but they charged us for two days. Another disappointing experience."
"This hotel is just a half of a step up from a Motel 6. Room had crumbs on the floor from previous guests. Room was very generic, nothing bright and airy like the pictures. Had to ask for extra towles since we used the ones in the room to clean the floor. Paid to upgrade room to one with a balcony. Paid extra $20.00 per night for upgrade. Went outside once. Balcony appears to have not been cleaned in years. Bug crap all over outside walls and the sliding door was so dirty hard to see the nice...
TownePlace Suites by Marriott at The Villages
TownePlace Suites by Marriott at The Villages"N/A"
Home2 Suites by Hilton Wildwood the Villages
Home2 Suites by Hilton Wildwood the Villages"Thank you."
Comfort Suites Lady Lake - The Villages
Comfort Suites Lady Lake - The Villages
SureStay Plus Hotel by Best Western The Villages
SureStay Plus Hotel by Best Western The Villages
Holiday Inn Express Hotel & Suites The Villages by IHG
Holiday Inn Express Hotel & Suites The Villages by IHG"Staff very nice. Room clean. Bathroom door was falling apart. Bed not comfortable. Pillows too big."
Frequently Asked Questions
How much does a The Villages vacation package cost?
Offering great value package deals from $279 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
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Things to do in and around The Villages
The Villages, Florida, is an ideal destination for families and business travelers alike, offering a variety of activities including shopping centers, golf courses, and nearby attractions. Visitors can enjoy day trips, explore free tours, and discover numerous shopping options. With a vibrant community atmosphere, The Villages caters to golf enthusiasts and provides a range of leisure activities for a memorable vacation experience.
Shopping
The Villages offers delightful shopping experiences at Spanish Springs Town Square, just 3 miles away, and Brownwood Paddock Square, only 6 miles from the center. If you're up for a drive, head to ViaPort Florida, located 15 miles away, where you'll find a mix of entertainment and shopping.
Recreation
Experience luxury at Glenview Champions Country Club with its upscale amenities and serene atmosphere. Enjoy outdoor activities at Stonecrest Country Club, perfect for golf enthusiasts. For entertainment, visit The Orange Blossom Opry, where you can enjoy lively music performances and immerse yourself in the vibrant local culture.
Adventure
At Paradise Springs, dive into an exhilarating underwater sports experience, located 13 miles from The Villages, where adventure and sports vibes come alive. For family fun, visit Easy Street Family Fun Center, 19 miles away, offering an exciting arcade adventure zone. Explore scenic views along the Ross Prairie Trailhead, also 19 miles away, perfect for hiking enthusiasts.
Nightlife
The Villages offers a lively nightlife with venues like the town squares featuring live music, dance floors, and bars. Enjoy a variety of entertainment options, from casual pubs to vibrant dance parties, creating a fun atmosphere for socializing and unwinding after a day of activities.
Find the best attractions in and around The Villages
The Villages, Florida, offers a diverse vacation experience suitable for families, business travelers, and city enthusiasts. Visitors can explore beautiful lakes, scenic parks, and charming islands, perfect for those seeking outdoor adventures and picturesque scenery. Whether you're looking to relax or engage in recreational activities, The Villages has something to cater to every traveler's interests.
- The Villages Market Square: Experience the vibrant atmosphere of The Villages Market Square, a modern hub filled with shops, dining, and entertainment. Enjoy live music and events in the evenings, creating a lively city vibe perfect for socializing and relaxation.
- Nancy Lopez Legacy Golf & Country Club: Play a round of golf at this welcoming course, known for its friendly staff and family-friendly environment. The beautifully maintained greens and scenic views make it an enjoyable experience for golfers of all skill levels.
- Lake Weir: Just 8 miles away, Lake Weir offers stunning scenery and outdoor activities. Enjoy a romantic day at the beach, take a picnic, or kayak on the tranquil waters, making it a perfect escape into nature.
Best time to go to The Villages
The best time to visit The Villages can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in The Villages falls in July and August. August has average visitor numbers and mostly sunny weather. The coolest average temperature in The Villages falls in January, visitor numbers are average and weather is mostly sunny with light rain.
Tips to save on your trip to The Villages
- Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
- Consider traveling to The Villages during the low season (August to September and November) for more affordable options.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.