Chesterfield Vacations

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Find the Best Chesterfield Vacation Packages

Chesterfield Hotel Deals

Chesterfield Hotel by OYO Hwy 9

Chesterfield Hotel by OYO Hwy 9

2.5 out of 5
321 East Blvd Chesterfield SC
Fully refundableReserve now, pay when you stay
The price is AEDĀ 227 per night from Aug 20 to Aug 21
AEDĀ 227
AEDĀ 261 total
20 Aug - 21 Aug
includes taxes & fees
4.2/10 (13 reviews)
"For us, it was a not-so-good experience. * We turned on the A/C but it was difficult getting the room to a comfortable temperature. * We had to request another set of sheets. * The mini fridge had mildew along the inside edges of the door. * I couldnā€™t get any sleep due to the constant itching that ..."

Reviewed on 9 June 2026

Chesterfield Hotel by OYO Hwy 9
12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B

12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B

Chesterfield SC
The price is AEDĀ 661 per night from Aug 3 to Aug 4
AEDĀ 661
AEDĀ 1,041 total
3 Aug - 4 Aug
includes taxes & fees
10/10 Exceptional! (4 reviews)
"Little weekend getaway one hour from home for MX training. Beautiful pond with lots of fish and sassy beavers. Son and husband fished as much as time would allow. Pet-friendly is a plus for us. We plan on returning in the future."

Reviewed on 17 May 2026

12 Acre Pond House in Chesterfield - come fish and paddle board! 2BR 2B
The Cottage

The Cottage

Chesterfield SC
10/10 Exceptional! (2 reviews)
"Clean, quiet, and peaceful rural setting. We enjoyed morning coffee on the porch. Ideal location for us visiting our daughter and grandson. We hope to return often."

Reviewed on 11 May 2026

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The Cottage
See all 96 properties in Chesterfield
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 a Chesterfield vacation package cost?
You'll find cheap prices on Expedia for your Chesterfield getaway. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Chesterfield costs.
What are the cheapest months to go to Chesterfield?
January, February and July are great times to look for cheap Chesterfield vacation packages. Opting to travel in quieter months means you can generally find better prices on flights and hotels.
How to find the best Chesterfield package deals?
Use Expedia's filter tool to find some terrific Chesterfield package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Chesterfield package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Chesterfield vacation as a package?
You can enjoy significant savings on your next Chesterfield break by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Chesterfield?
If you're considering a spur-of-the-moment Chesterfield getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Chesterfield?

  1. Pick your travel dates: The things you'd like to do in Chesterfield and your favorite season will help you decide when to get away.
  2. Plan your budget wisely: As well as the cost of your hotel, you should factor in other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Chesterfield.
  3. Determine how many days away: Start by listing all the sights and activities you'd like to experience in Chesterfield. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the right Chesterfield vacation package for you.