Woodbury Holidays from £699

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Your Woodbury Holiday

Immerse yourself in all this neighbourhood has to offer with a tailor-made Woodbury holiday package. However you imagine spending your days here, you'll find endless opportunities for adventure, relaxation and fun. Squeeze in some sightseeing on your trip to Woodbury. Be sure to check out leading nearby attractions such as Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club. No matter your travel plans or the size of your budget, booking your perfect Woodbury holiday has never been easier with Expedia.

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

Palazzo Lakeside Hotel

3 out of 5
Price was £1,668, price is now £699 per person
£699
per person
13 Oct - 20 Oct
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
8.4/10 Very good! (5,239 reviews)
Excelente

Reviewed on 29 Jul 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was £2,103, price is now £1,198 per person
£1,198
per person
16 Sept - 23 Sept
found 9 hours ago
Return flight included
London (LON) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
The property is huge and if you are staying in the far end there is a free shuttle that takes you to the pool, water park and nearby restaurants. Target and a couple other stores are a 2-5min walk from the shuttles farthest drop off point. There are numerous activities by the pool to keep your kids busy and most importantly the staff is friendly and the cottages were clean. I will definitely stay there again.

Reviewed on 28 Jul 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was £1,296, price is now £771 per person
£771
per person
1 Oct - 8 Oct
found 9 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,157 reviews)
Friendly staff, super clean. Extremely quiet, easy to access gym. Highly recommended!

Reviewed on 29 Jul 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was £1,513, price is now £961 per person
£961
per person
14 Oct - 18 Oct
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
8.6/10 Excellent! (555 reviews)
The room was nice recently remolded Check-in great The pool area great for kids a little dated The beach area was beautiful

Reviewed on 28 Jul 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was £1,135, price is now £739 per person
£739
per person
5 Sept - 12 Sept
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
8.4/10 Very good! (6,738 reviews)

Where to stay in Woodbury

Find the best Woodbury areas and neighborhoods for the activities you enjoy most. Learn more about Woodbury
A yellow golf cart on a paved road with palm trees and a body of water in the background.

Lake Sumter Landing

1 out of top 10 points of interest in this area

If you're spending some time in Lake Sumter Landing, The Villages Market Square and Lake Sumter are top sights worth seeing.

Find hotels in Lake Sumter Landing

Top hotels in Woodbury

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

The Villages FL
Get rates
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is £94 per night from 26 Aug to 27 Aug
£94
26 Aug - 27 Aug
includes taxes & fees
Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is £95 per night from 2 Aug to 3 Aug
£95
2 Aug - 3 Aug
includes taxes & fees
The Waterfront Inn
See all 2,448 properties in Woodbury
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Woodbury travel package cost?
From as low as £699, you can tailor make your Woodbury package. Simply combine hotels, flights and car rentals and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Woodbury travel package?
Yes you can, and we're here to help. You may be able to cancel and rebook your Woodbury travel package at no cost within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company for older bookings. If your circumstances unexpectedly change, look up our Customer Service Portal for more information.
How do I get a cheap travel package to Woodbury?
Find flights that suit your busy schedule, add a hotel room to your booking and watch the savings pile up with a Woodbury travel package. It's that simple! From flights and hotels to activities and rental cars, Expedia is where your cheap holiday begins. And with over 550 air carriers and 1,000,000 hotel options around the world to pick from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Woodbury holidays?
Expedia has joined forces with online lender Klarna to make booking your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to grab an amazing deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Woodbury?
There's lots to explore in Woodbury, so spend your evenings near its top attractions and spend more time sightseeing. Nancy Lopez Legacy Golf & Country Club is one place to put on your itinerary.
What are the top hotels in Woodbury?
The Waterfront Inn and Hampton Inn & Suites Lady Lake/The Villages are a couple of the most sought-after properties in Woodbury. Why not check out the rates and facilities at each and then make up your mind?
How far in advance should I book my Woodbury holiday?
It's tricky picking the perfect time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to 12 months in advance. If you can't book early, don't stress. Bargain prices appear from time to time just weeks before departure dates.
What does an Expedia Woodbury travel package include?
Hotels, flights and a cool car for all your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on some experiences and tours and watch your savings grow. When it comes to organising your Woodbury holiday, you're the one in control!
What should I know before booking a Woodbury travel package?
Whether it's adventure or relaxation you're chasing, a Woodbury travel package lets you organise your escape your way. Plus, you'll score great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the more you'll save!
Can I choose my airline with a Woodbury Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You can pick and choose your flights, hotels and more. We have more than 550 airline partners worldwide, so you have options galore when putting together your Woodbury escape.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

£41
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.