Hotels in Cheswold

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Quality Inn Smyrna
Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,002 reviews)
Experience small-town charm at this Smyrna hotel, just a short drive from Dover Downs Casino and International Speedway. Take a morning dip in the outdoor pool, stay fit at the on-site gym, and enjoy complimentary breakfast, WiFi, and parking.
The price is $82
$91 total
includes taxes & fees
May 26 - May 27
Quality Inn Smyrna
Bally's Dover Casino Resort
Bally's Dover Casino Resort
4.0 star property
Dover
8.8 out of 10, Excellent, (3,552 reviews)
A thrilling casino resort within walking distance of Dover International Speedway. This hotel offers 5 dining options, including Just Breakfast, plus a fitness center. Guests appreciate the helpful staff, free WiFi, parking, and clean rooms.
The price is $67
$94 total
includes taxes & fees
May 10 - May 11
Bally's Dover Casino Resort
Microtel Inn & Suites by Wyndham Dover
Microtel Inn & Suites by Wyndham Dover
2.0 star property
Dover
8.2 out of 10, Very Good, (1,005 reviews)
The price is $77
$84 total
includes taxes & fees
May 19 - May 20
Microtel Inn & Suites by Wyndham Dover
Relax Inn Smyrna Dover Coastal Gateway
Relax Inn Smyrna Dover Coastal Gateway
2.0 star property
Smyrna
7.8 out of 10, Good, (96 reviews)
This inviting hotel in Smyrna offers free WiFi and self parking for hassle-free convenience. The 24-hour front desk ensures assistance whenever needed. Clean rooms provide a comfortable retreat after exploring nearby Snowland attraction.
The price is $84
$108 total
includes taxes & fees
May 10 - May 11
Relax Inn Smyrna Dover Coastal Gateway
MainStay Suites Dover
MainStay Suites Dover
2.5 star property
Dover
8.2 out of 10, Very Good, (693 reviews)
This comfortable Dover hotel offers free WiFi, parking, and a daily full breakfast served from 5:00 AM. Just minutes from Dover International Speedway and Blue Hen Mall, guests appreciate the helpful staff and convenient fitness center for a relaxing stay.
The price is $93
$103 total
includes taxes & fees
Jun 7 - Jun 8
MainStay Suites Dover
MHO Hotel Dover
MHO Hotel Dover
2.5 star property
Dover
4.2 out of 10, (46 reviews)
The price is $70
$78 total
includes taxes & fees
May 10 - May 11
MHO Hotel Dover
Springhill Suites By Marriott Frederica
Springhill Suites By Marriott Frederica
2.5 star property
Frederica
9.2 out of 10, Wonderful, (259 reviews)
Escape to Frederica where this hotel welcomes you with complimentary full breakfast, WiFi, and parking. Take a refreshing swim in the indoor pool, then explore nearby DE Turf Sports Complex and Killens Pond State Park.
The price is $129
$143 total
includes taxes & fees
May 10 - May 11
Springhill Suites By Marriott Frederica
Fairfield Inn & Suites by Marriott Dover
Fairfield Inn & Suites by Marriott Dover
3.0 star property
Dover
8.6 out of 10, Excellent, (541 reviews)
Enjoy a complimentary breakfast and free parking at this comfortable Dover hotel. The fitness center provides workout options while in-room refrigerators and microwaves add convenience. Located near Delaware Agricultural Museum and Village, with helpful staff ready to enhance your stay.
The price is $85
$95 total
includes taxes & fees
May 31 - Jun 1
Fairfield Inn & Suites by Marriott Dover
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is $93
$426 total
includes taxes & fees
May 13 - May 14
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
Miller-Dunham House Bed & Breakfast
Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (86 reviews)
Unwind at this charming B&B near Historic Houses of Odessa. Enjoy free WiFi, a peaceful garden, and terrace views. Active travelers can explore nearby hiking trails, kayaking, and canoeing opportunities. Full breakfast served daily.
The price is $236
$247 total
includes taxes & fees
May 11 - May 12
Miller-Dunham House Bed & Breakfast
Comfort Inn & Suites Dover near Speedway
Comfort Inn & Suites Dover near Speedway
2.5 star property
Dover
8.8 out of 10, Excellent, (1,005 reviews)
Energizing mornings begin with complimentary breakfast at this Dover hotel before heading to nearby attractions. The indoor pool provides year-round relaxation, while free WiFi and parking add value to your stay. Helpful staff ensure comfort throughout your visit.
The price is $86
$96 total
includes taxes & fees
May 31 - Jun 1
Comfort Inn & Suites Dover near Speedway
Holiday Inn Express & Suites Middletown by IHG
Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (679 reviews)
Mornings are brighter at this Middletown hotel where free breakfast starts your day. Take advantage of the 24-hour fitness center, complimentary WiFi, and parking. Clean rooms await near Westown attractions and Everett Theatre.
The price is $114
$127 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express & Suites Middletown by IHG
Hilton Garden Inn Dover
Hilton Garden Inn Dover
3.0 star property
Dover
8.8 out of 10, Excellent, (1,001 reviews)
Just a 5-minute drive from Dover Downs Casino and Dover International Speedway, this hotel features an indoor pool and Hearth Bar and Grille serving American cuisine. Rooms include convenient refrigerators and microwaves, while a 24-hour fitness center keeps your routine on track.
The price is $127
$141 total
includes taxes & fees
May 27 - May 28
Hilton Garden Inn Dover
Sleep Inn & Suites Dover University Area
Sleep Inn & Suites Dover University Area
2.5 star property
Dover
8.4 out of 10, Very Good, (1,002 reviews)
Seasonal outdoor pool and fitness center keep relaxation flowing at this Dover hotel. Close to Delaware State Police Museum and popular attractions, enjoy free breakfast, WiFi, and parking while the helpful staff ensures a smooth business or leisure stay.
The price is $94
$104 total
includes taxes & fees
May 10 - May 11
Sleep Inn & Suites Dover University Area
Hampton Inn Dover
Hampton Inn Dover
2.5 star property
Dover
8.6 out of 10, Excellent, (1,001 reviews)
Just a 5-minute drive from Dover Downs Casino and Dover International Speedway, this hotel offers a seasonal outdoor pool and fitness center. Enjoy free breakfast, WiFi, and parking while staying close to shopping and gas stations in a peaceful setting.
The price is $106
$117 total
includes taxes & fees
May 24 - May 25
Hampton Inn Dover
First State Inn
First State Inn
2.0 star property
Dover
7.6 out of 10, Good, (319 reviews)
Located close to Dover Mall and Delaware State Police Museum, this friendly motel offers free WiFi and complimentary parking. Clean rooms provide a comfortable base for exploring, with attentive 24-hour front desk service available.
The price is $85
$94 total
includes taxes & fees
May 12 - May 13
First State Inn
Pleasant Hill Motel
Pleasant Hill Motel
2.5 star property
Middletown
7.2 out of 10, Good, (174 reviews)
Discover comfort at this Middletown retreat with complimentary parking and round-the-clock dining options. Explore nearby Historic Houses of Odessa or enjoy easy access to Newark Station, just a 30-minute drive away.
The price is $83
$92 total
includes taxes & fees
May 10 - May 11
Pleasant Hill Motel
Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (380 reviews)
Take a refreshing dip in the indoor pool at this welcoming Middletown hotel. Enjoy free continental breakfast daily and WiFi access. Located near Westown and Everett Theatre, with friendly staff ready to assist you 24 hours a day.
The price is $104
$115 total
includes taxes & fees
May 31 - Jun 1
Fairfield Inn & Suites by Marriott Middletown
Days Inn by Wyndham Dover Downtown
Days Inn by Wyndham Dover Downtown
2.0 star property
Dover
4.2 out of 10, (1,005 reviews)
This downtown Dover motel offers easy access to popular attractions like Dover International Speedway and The Centre at Dover Shopping Center. Enjoy free WiFi and parking while business travelers appreciate the 24-hour front desk service.
The price is $67
$75 total
includes taxes & fees
May 20 - May 21
Days Inn by Wyndham Dover Downtown
Home2 Suites by Hilton Dover, DE
Home2 Suites by Hilton Dover, DE
3.0 star property
Dover
8.8 out of 10, Excellent, (710 reviews)
Unwind at this welcoming Dover hotel with an indoor pool and free breakfast. Located near Edgehill Shopping Center and Biggs Museum of American Art, this spot offers modern amenities and free parking. Guests consistently praise the attentive staff.
The price is $119
$132 total
includes taxes & fees
May 21 - May 22
Home2 Suites by Hilton Dover, DE
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.

Learn more about Cheswold

The region around Cheswold is home to attractions such as Dover Mall and Dover Downs Casino.

Liberty and Independence Monument, Dover Delaware USA, Dover, Delaware

Check out reviews of Cheswold hotels guests love

Frequently asked questions

What hotels do travelers recommend in Cheswold?
Can I book refundable accommodations in Cheswold?
If you need the flexibility to change your plans to Cheswold, most accommodations offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Cheswold be like during my trip?
The warmest months in Cheswold are usually July and August with an average temp of 73°F. January and February are the chilliest months when the average temp is 39°F. The rainiest months are August and October.
Why should I book my Cheswold hotel through Hotels.com?
There are plenty of reasons to book your Cheswold travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.