Rutland Vacations

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Find the Best Rutland Vacation Packages

Rutland Hotel Deals

Americas Best Value Inn Wenona

Americas Best Value Inn Wenona

2 out of 5
5 Cavalry Dr, Rutland, IL
Fully refundableReserve now, pay when you stay
The price is ₩106,356 per night from Aug 19 to Aug 20
₩106,356
₩118,033 total
Aug 19 - Aug 20
includes taxes & fees
7.2/10 Good! (310 reviews)
"This Property had bed bugs. When I went to the front desk they were not surprised and told me to leave. They said they would give me a refund but I booked through Expedia so we will see what happens now."

Reviewed on Dec 13, 2024

Americas Best Value Inn Wenona
Best Western Oglesby Inn

Best Western Oglesby Inn

2.5 out of 5
900 Holiday Street, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is ₩151,539 per night from Aug 3 to Aug 4
₩151,539
₩168,178 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"The microwave got stuck shut and held my coffee hostage, so I had to get someone to come to the room and get it open. Otherwise, the room was clean and comfortable, and quiet."

Reviewed on Jul 26, 2025

Best Western Oglesby Inn
Days Inn by Wyndham Oglesby/ Starved Rock

Days Inn by Wyndham Oglesby/ Starved Rock

2 out of 5
120 N Lewis Ave, Oglesby, IL
Fully refundableReserve now, pay when you stay
The price is ₩117,616 per night from Aug 5 to Aug 6
₩117,616
₩130,530 total
Aug 5 - Aug 6
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"This property and stay was average"

Reviewed on Jul 27, 2025

Days Inn by Wyndham Oglesby/ Starved Rock
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 vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Rutland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Rutland?
February, March and November are great times to look for cheap Rutland vacation packages. Traveling in less busy months means you'll typically find lower prices on hotels and flights.
How many days is enough for Rutland?
With a well-planned schedule, you can easily visit the top Rutland sights in a few days. But if you want to discover hidden spots or go on day tours, think about booking your Rutland vacation for longer.
How to find the best Rutland package deals?
Bagging a cheap Rutland package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Rutland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Rutland vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Rutland vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Rutland?
If you're considering a spur-of-the-moment Rutland 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 score sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Rutland?

  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Rutland.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will probably be the largest expense during your trip to Rutland.
  3. Work out your trip length: Think about how long you'd like to spend discovering Rutland. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, book the perfect Rutland vacation package for you.

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