Simpson Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Simpson Vacation

When you choose a Simpson vacation package, you can relax and enjoy your adventure to the fullest. Discover the highlights of this unique city knowing that all your travel needs have been organized in advance. Eager to tour the sights but don't know where to start? Any trip to Simpson should include Hogg Hollow Winery. Check out Expedia's wide range of travel options and begin planning your ultimate vacation to Simpson today.

Top Simpson Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Best Western University Inn

Best Western University Inn

2.5 out of 5
Price was CA $949, price is now CA $833 per person
CA $833
per person
Dec 22 - Dec 27
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Paducah (PAH)
7.8/10 Good! (644 reviews)

Holiday Inn Express Hotel & Suites Murray by IHG

Holiday Inn Express Hotel & Suites Murray by IHG

2.5 out of 5
Price was CA $930, price is now CA $848 per person
CA $848
per person
Dec 22 - Dec 27
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Paducah (PAH)
9/10 Wonderful! (604 reviews)

The Respite Bed and Breakfast

The Respite Bed and Breakfast

4.5 out of 5
Price was CA $1,502, price is now CA $1,419 per person
CA $1,419
per person
Jan 8 - Jan 12
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Paducah (PAH)
9.8/10 Exceptional! (370 reviews)
We had some problems at first with getting in the building and getting upstairs (we're in our seventies, and have bad knees), but they were mostly just a lack of experience on our part. The place was clean and quiet, and the breakfast in the morning was good.

Reviewed on Nov 5, 2026

Quality Inn Murray University Area

Quality Inn Murray University Area

2.5 out of 5
Price was CA $874, price is now CA $838 per person
CA $838
per person
Dec 22 - Dec 27
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Paducah (PAH)
7.4/10 Good! (301 reviews)
Older hotel, fairly clean, but worn down. Fire door propped open. Breakfast just cereal & waffles, no protein. Exits were tricky to open, a hazard in emergency. 2 stories, no elevator.

Reviewed on Nov 3, 2026

Quality Inn & Suites Metropolis I-24

Quality Inn & Suites Metropolis I-24

2.5 out of 5
Price was CA $1,238, price is now CA $1,197 per person
CA $1,197
per person
Jan 8 - Jan 12
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Paducah (PAH)
7.6/10 Good! (1,002 reviews)
The staff didn’t even check my ID on check-in. I booked a non-smoking room and the first room they gave me smelled heavily of cigarette smoke. I requested a different room and the second room smelled of mildew and the curtains were shredded. I checked the messages from the hotel in the app, and the whole message was warnings about what was not included in the stay and what all fees can be added if you damage the room, or cancel your reservation. With how bad the hotel is, I can understand people being willing to pay extra to get out of staying there.

Reviewed on Nov 4, 2026

Ready to book your vacation to Simpson?

 

Choose your dates

Simpson Hotel Deals

Cozy cabin, hot tub, high speed internet in the heart of the Shawnee

Cozy cabin, hot tub, high speed internet in the heart of the Shawnee

Simpson IL
The price is CA $198 per night from Nov 30 to Dec 1
CA $198
CA $323 total
Nov 30 - Dec 1
includes taxes & fees
Cozy cabin, hot tub, high speed internet in the heart of the Shawnee
Quality Inn & Suites Metropolis I-24

Quality Inn & Suites Metropolis I-24

2.5 out of 5
2118 E 5th St Metropolis IL
Fully refundable
The price is CA $76 per night from Nov 29 to Nov 30
CA $76
CA $89 total
Nov 29 - Nov 30
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"The staff didn’t even check my ID on check-in. I booked a non-smoking room and the first room they gave me smelled heavily of cigarette smoke. I requested a different room and the second room smelled of mildew and the curtains were shredded. I checked the messages from the hotel in the app, and the ..."

Reviewed on Nov 4, 2026

Quality Inn & Suites Metropolis I-24
Holiday Inn Express Metropolis by IHG

Holiday Inn Express Metropolis by IHG

2.5 out of 5
2179 East 5th Street Metropolis IL
Fully refundable
The price is CA $116 per night from Dec 6 to Dec 7
CA $116
CA $129 total
Dec 6 - Dec 7
includes taxes & fees
Holiday Inn Express Metropolis by IHG
See all 338 properties in Simpson
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Simpson attractions

Hogg Hollow Winery

9.4/10 (3 reviews)
You can enjoy a tasting or tour at Hogg Hollow Winery during your travels to Simpson. Wander the gardens and parks while you're in the area.
See properties

Frequently asked questions

How much does a Simpson vacation package cost?
You can pick up a vacation package to this popular destination from CA $833 on Expedia. However, how much your vacation to Simpson costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Simpson?
The off-season is the best time to head to Simpson if you're on a budget. Another tip for scoring cheap Simpson vacation packages? Try to avoid public holidays and any major events.
How many days is enough for Simpson?
The ideal length of your Simpson vacation depends on what you'd like to see and do. Typically, a few days to a week will give you time to visit all the leading attractions and explore some hidden treasures along the way.
How to find the best Simpson package deals?
Begin your search for a Simpson package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Simpson package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Simpson escape underway.
Is it cheaper to book a Simpson vacation as a package?
You can enjoy significant savings on your next Simpson getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Simpson?
If you're planning an impromptu Simpson getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Simpson?

  1. Pick your dates: The things you plan to do in Simpson and your preferred season can help you decide when to get away.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to Simpson.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Simpson. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the right Simpson 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.