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The best area to stay in Crestwood is the central part of town, particularly around the intersection of Kentucky Route 329 (Oldhamville Road) and Kentucky Route 146.


This central area offers convenient access to local amenities and is well-connected for exploring the wider Oldham County region. You'll find a selection of local shops and eateries here, making it a practical base for your stay.


Families often find this area suitable due to its proximity to local parks and recreational facilities, such as the Oldham County Aquatic Center and Wendell Moore Park, which offer plenty of space for children to play.


Couples looking for a peaceful retreat will appreciate the area's relaxed pace and its easy access to the scenic drives and bourbon trails that define the Kentucky landscape.

The best time to visit Crestwood is during the spring (April to June) and autumn (September to October) months. These periods offer pleasant weather, ideal for exploring the area.


Spring in Crestwood brings mild temperatures and blooming landscapes, making it superb for outdoor activities. You'll find the local farms and distilleries in full swing, often hosting special events and tours. The average temperatures range from 10°C to 25°C, which is comfortable for walking and sightseeing.


Autumn is equally appealing, with cooler temperatures and beautiful fall foliage, particularly from late September through October. This season is excellent for enjoying scenic drives through the Kentucky countryside and participating in harvest festivals. Temperatures typically range from 10°C to 20°C, providing crisp, clear days.

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to ‘My Trips’ and selecting your reservation. To find flexible deals, filter your search by ‘Fully refundable property’ for hotels in Crestwood.

One Key™—Expedia’s free travel rewards programme—gives you instant access to discounts with Member Prices on Crestwood hotels. Plus, you’ll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Prices for hotels in Crestwood often vary, but you can find a great deal from NZ$141 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by ‘Price: low to high’ for our cheapest rates.