Woodbury Holidays

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    Packages with flights are ATOL protected

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.
  • Outdoor pool
    Aug 25 - Sep 1

    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight

    International Drive District
    7 nights
    3.0 star property
    7.8/10 - Good (501 reviews)
    "Air conditioner was extremely loud and made it hard to sleep with it on. Too humid with it off. TVs do not have any streaming capability. General room size and layout was nice, lots of storage. No gym unless you upgrade your room to a suite, but honestly the gym was not worthwhile anyway if you like to lift. A single cable machine and no dumbbells. Breakfast was just okay. Hard boiled eggs yogurt cereal bread etc. located next to a 24 hr arcade but we didn’t hear any noise from our room at..."
    Reviewed May 27, 2026
    Return • London (LHR) - Orlando (MCO)
    LHR - MCO • 2 stops MCO - LHR • 2 stops
    Save 100% on your flight
    £1,397
    £801
    per traveller
    found 1 day ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
  • Terrace/patio
    Aug 22 - Sep 4

    Westgate Palace Hotel / Universal / I-Drive + Flight

    International Drive District
    13 nights
    4.0 star property
    9.0/10 - Wonderful (1,262 reviews)
    "Clean"
    Reviewed June 2, 2026
    Return • London (LHR) - Orlando (MCO)
    LHR - MCO • 1 stop MCO - LHR • 1 stop
    Save 100% on your flight
    £2,243
    £1,084
    per traveller
    found 22 hours ago
    Westgate Palace Hotel / Universal / I-Drive
  • Aerial view
    Jul 13 - Jul 25

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    12 nights
    4.0 star property
    9.2/10 - Wonderful (1,005 reviews)
    "THE HOSPITALITY OF THE PEOPLE AND THE CLEANLINESS OF THE PROPERTY WERE BEAUTIFUL 😍 WE'RE PLANNING TO STAY THERE AGAIN IN AUGUST 2026 FOR A WEEK THIS TIME. WE LOVED EVERY SECOND ❤️ JULIANNE COVINGTON"
    Reviewed June 1, 2026
    Return • Dublin (DUB) - Orlando (MCO)
    DUB - MCO • 1 stop MCO - DUB • 1 stop
    Save 100% on your flight
    £3,277
    £1,731
    per traveller
    found 18 hours ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Terrace/patio
    Jul 13 - Jul 25

    The Delaney Hotel + Flight

    South Orange
    12 nights
    3.5 star property
    9.6/10 - Exceptional (1,116 reviews)
    "Good and convenient location."
    Reviewed June 3, 2026
    Return • Dublin (DUB) - Orlando (MCO)
    DUB - MCO • 1 stop MCO - DUB • 1 stop
    Save 100% on your flight
    £1,797
    £1,087
    per traveller
    found 18 hours ago
    The Delaney Hotel
  • In-room safe, laptop workspace, blackout curtains, iron/ironing board
    Aug 7 - Aug 24

    Palazzo Lakeside Hotel + Flight

    Kissimmee
    17 nights
    3.0 star property
    8.2/10 - Very good (5,177 reviews)
    "Clean"
    Reviewed June 5, 2026
    Return • London (LHR) - Orlando (MCO)
    LHR - MCO • 1 stop MCO - LHR • 1 stop
    Save 100% on your flight
    £1,443
    £883
    per traveller
    found 10 hours ago
    Palazzo Lakeside Hotel

Where to stay in Woodbury

Find the best Woodbury areas and neighborhoods for the activities you enjoy most. Learn more about Woodbury
Lake Sumter Landing

Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Top hotels in Woodbury

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
The price is £62 per night from 17 Jun to 18 Jun
£62
17 Jun - 18 Jun
includes taxes & fees
9/10 Wonderful! (2,193 reviews)
"They have really went above and beyond. And the remodeling and amenities to this hotel, it is a (sleeper) you would never know from the curbside view, but they have really stepped up their game super. Clean, super nice we will definitely stay there again. Normally we stay with IHG OR HILTON but this ..."

Reviewed on 5 Jun 2026

Equus Inn Ocala
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 £86 per night from 8 Jun to 9 Jun
£86
8 Jun - 9 Jun
includes taxes & fees
9.8/10 Exceptional! (1,212 reviews)
"The restaurant was fantastic a little pricey but worth it."

Reviewed on 4 Jun 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is £81 per night from 10 Jun to 11 Jun
£81
10 Jun - 11 Jun
includes taxes & fees
9.2/10 Wonderful! (1,415 reviews)
"Had a lovely stay."

Reviewed on 5 Jun 2026

The Waterfront Inn
See all 2,409 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 , 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

£40
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.