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 AEDĀ 269 per night from Aug 16 to Aug 17
AEDĀ 269
AEDĀ 298 total
16 Aug - 17 Aug
includes taxes & fees
7/10 Good! (331 reviews)
"Property was very run down and I had the feeling I was sleeping on someoneā€™s 30 year old sheets. Stains on everything. Fine if you need a quick place to stay but maybe bring a sleeping bag."

Reviewed on 10 July 2026

Americas Best Value Inn Wenona
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 AEDĀ 340 per night from Aug 11 to Aug 12
AEDĀ 340
AEDĀ 378 total
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"The building is a bit older, but they keep it well maintained. There was a newer tub and shower in the room. The room looked to have been recently painted. The only problem was you had to be sure to push the door shut hard to get it to shut completely. The pool is small but warm. The pool area was ..."

Reviewed on 17 July 2026

Days Inn by Wyndham Oglesby/ Starved Rock
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 AEDĀ 400 per night from Jul 19 to Jul 20
AEDĀ 400
AEDĀ 444 total
19 Jul - 20 Jul
includes taxes & fees
Best Western Oglesby Inn
See all 68 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 vacation package cost?
You'll find cheap prices on Expedia for your Rutland escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Rutland costs.
What are the cheapest months to go to Rutland?
You can generally find lower rates and better availability in February, March and November. Browse our cheap Rutland vacation packages and you could score some great off-season discounts.
How to find the best Rutland package deals?
Use Expedia's handy filters to 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 want to save, plan your trip for midweek, or look for Rutland package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Rutland vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still have the freedom to create a tailored Rutland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Rutland?
If you've got your Rutland travel dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to Rutland?

  1. Pick your travel dates: What you want to do in Rutland and your preferred season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your accommodations will probably be the largest expense during your trip to Rutland.
  3. Decide how long to go away for: Now that you're more familiar with Rutland, you can work out the ideal length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Rutland vacation package for you.