Photo by Mark Wilcoxson

Find 5 Star Hotels in Charlestown, IN from $136

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    Learn about One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare Charlestown 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Louisville Bourbon Inn
Interior entrance

Louisville Bourbon Inn

5.0 star property
10.0 out of 10, Exceptional, (9)
"This B&B and it owner/Management team sets the bar for all other similarly situated B&B operators. It an extraordinary experience across measurement/assessment points a traveler would consider when selecting a property. Alan and Jeff has got this business figured out.Alan, specifically, is a master hospitality specialist, an excellent chef, entertaining, and doesn't miss an opportunity to impress. Can't wait until our next visit!"
The price is $308
includes taxes & fees
$265 per night
Dec 1 - Dec 2
Louisville Bourbon Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

One Key™ members save 30%+ on select hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Charlestown.
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

140 North Fourth Street, Louisville, KY
The price is $142 per night from Nov 28 to Nov 29
$142
includes taxes & fees
$120 per night
Nov 28 - Nov 29
8.6/10 Excellent! (3,373 reviews)
Still don't see what you're looking for?
See all properties in Charlestown.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 it cost to stay in a 5-star hotel in Charlestown?
The amount you pay for a 5-star hotel in Charlestown depends on things like when you plan to go and the length of your escape. Our top tip for bagging the best deal? Use our pricing filters to check out the available hotels for your chosen dates.

  • Search for the lowest price per night from $136

What makes a hotel 5 stars in Charlestown?
Exemplary guest service is at the heart of every 5-star hotel in Charlestown. From the moment you arrive, staff ensure your every need is met, whether arranging valet parking or providing a nightly turn-down service. Plus, hotels must offer upscale conveniences to be considered for a 5-star rating. These can include deluxe baths, an on-site spa, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Charlestown?
Find an upscale getaway that includes your room, meals, activities and entertainment in Charlestown with Expedia’s filters. Search for hotels rated 5 stars and select the “All inclusive” filter. Be sure to check what’s included in the purchase price. That way, you’ll be ready to maximize all the perks on offer from the moment you get there.
Are there any 5-star vacation rentals in Charlestown?
Although you won’t find any 5-star vacation rentals in Charlestown on our site, we have a range of stays that promise an awesome getaway. Find one that matches your needs by checking out our vacation rentals in Charlestown.