Rutland Vacations from $300

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The Latest Rutland vacation packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Wenona

Americas Best Value Inn Wenona

2 out of 5
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Bloomington (BMI)
7.2/10 Good! (312 reviews)
The rear entrance had a key/card security lock but the latch was broken so anyone can get in. And the room extra security lock on the door ( the chain lock) was broken. It appeared as it was forced open at some point

Reviewed on Mar 21, 2025

Holiday Inn Bloomington - Normal by IHG

Holiday Inn Bloomington - Normal by IHG

3 out of 5
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Bloomington (BMI)
8.8/10 Excellent! (869 reviews)
Room very old with no window to outside. Lighting in room very bad and bathroom small and dark. It was clean though which was appreciated.

Reviewed on Aug 13, 2025

Holiday Inn Express Bloomington West by IHG

Holiday Inn Express Bloomington West by IHG

2.5 out of 5
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Bloomington (BMI)
8.2/10 Very Good! (535 reviews)
Room was very clean . Also quite all night.

Reviewed on Jul 26, 2025

The Chateau Hotel and Conference Center

The Chateau Hotel and Conference Center

3 out of 5
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Bloomington (BMI)
8.2/10 Very Good! (2,966 reviews)
I loved the decor. The one problem we had was with staff they didn’t get me a shower chair in a timely manner,and we never had room service the 5 days we were there. It would have been nice to have fresh towels.

Reviewed on Aug 12, 2025

Days Inn by Wyndham Le Roy/Bloomington Southeast

Days Inn by Wyndham Le Roy/Bloomington Southeast

2 out of 5
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Bloomington (BMI)
8.4/10 Very Good! (612 reviews)
Good value for the price.

Reviewed on Aug 11, 2025

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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
$72 nightly
The price is $80 total per night from Aug 24 to Aug 25
$80 total
Aug 24 - Aug 25
Total includes taxes and fees
7/10 Good! (312 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
$109 nightly
The price is $121 total per night from Aug 14 to Aug 15
$121 total
Aug 14 - Aug 15
Total includes taxes and fees
8/10 Very Good! (1,007 reviews)
"We stayed for a family reunion and the staff made sure our rooms were right next to each other and the keys worked on all our rooms"

Reviewed on Aug 12, 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
$85 nightly
The price is $94 total per night from Aug 24 to Aug 25
$94 total
Aug 24 - Aug 25
Total includes taxes and fees
8/10 Very Good! (1,007 reviews)
"Staff was very friendly and extra accommodating"

Reviewed on Aug 10, 2025

Days Inn by Wyndham Oglesby/ Starved Rock
See all 67 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.

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Frequently asked questions

How much does a Rutland vacation package cost?
Offering excellent value package deals from $300 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, November and December are the best times to look for cheap Rutland vacation packages. Opting to travel in less busy months means you can generally find better prices on flights and hotels.
How many days is enough for Rutland?
The ideal length of your Rutland vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to visit all the main sights and discover some hidden treasures along the way.
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.
Does Expedia offer Book Now, Pay Later Rutland vacation packages?
Jet off on your perfect trip to Rutland with our Book Now, Pay Later vacations. No need to save up or wait until payday — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.