Find Cheswold motels from $70

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Motels in Cheswold

Standard Room, 2 Double Beds | Living room | Flat-screen TV
Pleasant Hill Motel

Pleasant Hill Motel

2.5 star property
Middletown
7.2 out of 10, Good, (168)
"Front desk was great room was very clean will stay here again"
United States
Wayne Mark
$98 nightly
The price is $109
Dec 8 - Dec 9
Total with taxes and fees
Pleasant Hill Motel
Exterior
First State Inn

First State Inn

2.0 star property
Dover
7.6 out of 10, Good, (317)
"The staff is very friendly and helpful."
United States
Shauntae
$85 nightly
The price is $94
Dec 8 - Dec 9
Total with taxes and fees
First State Inn
Lobby
Days Inn by Wyndham Dover Downtown

Days Inn by Wyndham Dover Downtown

2.0 star property
Dover
4.2 out of 10, (1001)
"😃"
United States
Alvin
$63 nightly
The price is $70
Jan 6 - Jan 7, 2026
Total with taxes and fees
Days Inn by Wyndham Dover Downtown
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cheswold Hotel Reviews

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

10/10 Excellent
"Very efficient check in. Friendly staff. Room was big and very clean. Water pressure in the shower was awful but didn’t reduce the niceness of our stay. Breakfast was plentiful and hot with plenty of variety."
Stephen 1-night trip
Posted 19 hours ago
Holiday Inn Express & Suites Middletown by IHG

Find out more about Cheswold

Cheswold Motels information

Number of reviews
1,485
Accommodation
4 Motels
Lowest Price
$70
Highest Price
$109

Frequently asked questions

What can I expect from a motel trip to Cheswold?
If you're having trouble locating a motel in Cheswold, let us help you find a motel or something similar from over 125 accommodations in the larger area. Simply use our search tools to filter by price per night or cost-effective amenities such as free parking and free airport transportation.
What is a motel?
When you stay at a motel, you'll often find free parking and an outdoor pool. With a stay at a motel, you'll usually access your room from an outside corridor overlooking the parking lot. The word "motel" was conceived in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.
What are the best motels in Cheswold?
These are some of our customers' top motels in the larger area. Days Inn by Wyndham Dover Downtown is located 5 mi (8 km) from the heart of Cheswold. Enjoy access to the 24-hour business center, and freebies including WiFi and parking. Pleasant Hill Motel: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Cheswold is 16.3 mi (26.2 km) away. First State Inn: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 2.2 mi (3.5 km) from the heart of Cheswold. Super Lodge: Central Cheswold is 5 mi (8 km) away. Free WiFi, free parking, and laundry facilities are available during your stay.
What can I do in Cheswold?
Some outdoorsy places nearby include Wheel of Fortune, Woodland Beach, and Logan School. While you're checking out the area, consider visiting Dover Mall, Delaware State University, and Dover Downs Casino.
What's the seasonal weather like in Cheswold?
Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Cheswold to help you plan yours. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Cheswold is 54 inches.
What are my options for getting around Cheswold when staying in a motel?
We've gathered some information about getting around Cheswold to help you navigate your stay: Fly into Millville, NJ (MIV-Millville Municipal), which is located 29.2 mi (47 km) away from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia