Rutland Holidays

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    Save up to €185 when you book a flight and hotel together*
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Top Flight + Hotel Deals in Rutland

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
10 Aug - 16 Aug
found 23 hours ago
Return flight included
Knock (NOC) to Orlando (MCO)
8.8/10 Excellent! (2,916 reviews)
Clean and friendly people

Reviewed on 10 Jul 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
10 Aug - 16 Aug
found 23 hours ago
Return flight included
Knock (NOC) to Orlando (MCO)
8.2/10 Very Good! (5,060 reviews)
When we arrived, instead of the 2 bedroom villa that I reserved and paid for, we got a one bedroom with a king bed and a sofa bed. They told me it was overbooked. Thankfully they moved us the next day.

Reviewed on 8 Jul 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
per person
10 Aug - 16 Aug
found 23 hours ago
Return flight included
Knock (NOC) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Nice nights stay . Good bar but a little out of way for downtown

Reviewed on 9 Jul 2025

Brand New Luxury House in Clermont

Brand New Luxury House in Clermont

2 out of 5
Silver Creek
per person
10 Aug - 16 Aug
found 23 hours ago
Return flight included
Knock (NOC) to Orlando (MCO)
No reviews
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

3.5 out of 5
per person
10 Aug - 16 Aug
found 23 hours ago
Return flight included
Knock (NOC) to Orlando (MCO)
9.2/10 Wonderful! (1,137 reviews)
Beautiful hotel and staff was very friendly and helpful.

Reviewed on 9 Jul 2025

Top hotels in Rutland

The Waterfront Inn
The Waterfront Inn
3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,170 reviews)
"Beautiful place to stay. Very peaceful."

Reviewed on 7 Jul 2025

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The Waterfront Inn
Brownwood Hotel & Spa
Brownwood Hotel & Spa
3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,006 reviews)
"Beautiful hotel with upscale restaurants and services."

Reviewed on 7 Jul 2025

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Brownwood Hotel & Spa
Holiday Inn Express & Suites Wildwood The Villages by IHG
Holiday Inn Express & Suites Wildwood The Villages by IHG
3.5 out of 5
928 East State Road 44, Wildwood, FL
Fully refundable
The price is €76 per night from 20 Jul to 21 Jul
€76
20 Jul - 21 Jul
includes taxes & fees
9.2/10 Wonderful! (998 reviews)
A Beautiful Stay I Wildwood
"I was greeted by a very nice person who made me feel welcome. The next evening when I came back from work she greeted me again and remembered me and asked how my day was. The room was clean."

Reviewed on 7 Jul 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 2,091 properties in Rutland
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.

Frequently asked questions

How much does a Rutland holiday package cost?
You'll find cheap prices from €1,262 on Expedia for your Rutland getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Rutland costs.
What are the cheapest months to go to Rutland?
If you'd like to score a cheap Rutland holiday package, consider travelling in January, February and June. You'll usually find better rates on flights and accommodation during these months --- perfect for budget-conscious travellers.
How many days is enough for Rutland?
Usually, a handful of days is enough to see the top sights during your Rutland holiday. However, if you want to have some time to chill out or go on day tours, think about extending your itinerary.
How to find the best Rutland package deals?
Use Expedia's handy filters to help you find some terrific Rutland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Rutland package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Rutland holiday as a package?
You can enjoy significant savings on your next Rutland retreat by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Rutland?
Secure amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Rutland trip.
How to plan a trip to Rutland?

  1. Choose 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 Rutland.
  2. Plan your budget wisely: In addition to the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Rutland.
  3. Decide how long to go away for: Now that you're up to speed on Rutland, you can work out the right length of your holiday. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Rutland holiday package that brings all your bookings together.

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