Gillespie, IL

Travel Guide

Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 out of 5
1405 W Hudson Dr Litchfield IL
$95 nightly
The price is $104 total per night from Oct 16 to Oct 17
$104 total
Oct 16 - Oct 17
Total with taxes and fees
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Baymont by Wyndham Litchfield
Quality Inn Litchfield Route 66

Quality Inn Litchfield Route 66

2.5 out of 5
1010 E Columbian Blvd N Litchfield IL
Fully refundable
$82 nightly
The price is $90 total per night from Nov 5 to Nov 6
$90 total
Nov 5 - Nov 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Quality Inn Litchfield Route 66
Hampton Inn by Hilton Litchfield

Hampton Inn by Hilton Litchfield

2.5 out of 5
11 Thunderbird Circle Litchfield IL
$105 nightly
The price is $116 total per night from Nov 15 to Nov 16
$116 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (695 reviews)
"Jennifer at check in was great. She totally explained everything. Breakfast was amazing. Bed was so comfortable I want one at home."

Reviewed on Oct 5, 2026

Hampton Inn by Hilton Litchfield
See all 36 properties in Gillespie
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.
Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.

Carlinville IL
Stay at this apartment in Carlinville. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attraction Carlinville Public Square is located ...
10/10 Exceptional! (18 reviews)
"The place was immaculate. Beautifully refinished loft. Jennifer was also very accommodating and responsive with our check in process,getting us to an event on time!"

Reviewed on Oct 5, 2026

Light Filled Loft on Town Square, formerly Karla’s Jewelry bldg.
State Street House; 3-br house; PETS WELCOME; Litchfield

State Street House; 3-br house; PETS WELCOME; Litchfield

Litchfield IL
Stay at this vacation home in Litchfield. Enjoy laundry facilities and air conditioning. Popular attractions Madison Park and Litchfield Museum and Route 66 ...
9.6/10 Exceptional! (20 reviews)
"Cute and cozy."

Reviewed on Sep 25, 2026

State Street House; 3-br house; PETS WELCOME; Litchfield
Edwards House; Litchfield, IL; Pets welcome

Edwards House; Litchfield, IL; Pets welcome

Litchfield IL
Stay at this vacation home in Litchfield. Enjoy a garden, patios, and Netflix. Popular attractions Madison Park and Litchfield Museum and Route 66 Welcome Center ...
10/10 Exceptional! (29 reviews)
"This is the second time we have stayed at this cute little house. Just perfect for two people and close to the people we love. I grew up around this area and have the option of a VRBO instead of hotel is so much nicer and economical. I highly recommend this house. House is clean and hosts check in ..."

Reviewed on Sep 21, 2026

Edwards House; Litchfield, IL; Pets welcome
See all properties in Gillespie
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

When is the best time to visit Gillespie?
The best time to visit Gillespie is from May through September, when the climate is most favorable for exploring. For travelers seeking fewer crowds and potentially better value, the quieter months of November through February are a good option, offering a cooler season experience.
Can I book a refundable hotel in Gillespie?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Gillespie by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Gillespie with Expedia?
Expedia makes it easier to plan your Gillespie trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Gillespie?
The best choice depends on your travel style. Hotels in Gillespie can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Gillespie trip on Expedia?
Once you've booked your Gillespie trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Gillespie trip?
Expedia offers customer support before, during, and after your Gillespie trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Gillespie?
If it's your first trip to Gillespie, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Gillespie hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Gillespie hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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