Photo by Patricia Knorr

Search Motels in Chester

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 6 Motels in Chester with updated reviews, rates, and availability.

Days Inn by Wyndham Easton
Exterior

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (822)
"The area was quiet "
The price is AED 178
AED 196 total
includes taxes & fees
21 Jan - 22 January 2025
Days Inn by Wyndham Easton
Village Inn
View from room

Village Inn

2.0 star property
6.2 out of 10, (468)
"Clean and cozy"
The price is AED 275
AED 314 total
includes taxes & fees
24 Dec - 25 Dec
Village Inn
Econo Lodge Easton Route 50
Exterior

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (363)
"This wasn't the Hilton, but was nice for the price."
The price is AED 264
AED 291 total
includes taxes & fees
30 Dec - 31 Dec
Econo Lodge Easton Route 50
Mariners Motel
Room

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (88)
"Great location and very well cared for older motel. Updating extremely well done. We enjoyed the complimentary bikes, being so close to the water and the many good restaurants nearby. We will be back!"
The price is AED 528
AED 586 total
includes taxes & fees
24 Dec - 25 Dec
Mariners Motel
Hillside Motel
Property grounds

Hillside Motel

2.0 star property
5.0 out of 10, (45)
"I never had a chance to stay because the office closed at 9 pm and NO ONE would answer the phone. In fact, someone picked up the phone and hung up on me. What hotel doesnt have a person on site at all times?!! I spoke with a gentleman at the liquor store and he said he heard of this problem every weekend. If you're going to close at 9 make it in BOLD PRINT."
Hillside Motel
Rodeway Inn
Exterior

Rodeway Inn

2.5 star property
6.4 out of 10, (237)
"Never had to post a security deposit ($75) before to rent a room. "
Rodeway Inn
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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chester

Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
Ready to Relax and Enjoy the Water and Sunset Views?

Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!

10.0 out of 10, Exceptional, (8)
"Overall it was a wonderful stay for me and 4 of my friends. Plenty of space for everyone to spread out and enjoy the wonderful view of the water while we were between wedding events. The home was off the beaten path, which added to the relaxing feeling of the house. Also it was never more than a 20 min drive to get to our events accross the island. The host was very responsive and more than accommodating for my group. The only very minor suggestion I'd like to make is that the trash in the...
Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Private rear courtyard

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (205)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Miscellaneous

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (23)
"Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
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

What can I expect from a motel trip to Chester?
If you’re not able to find a motel in Chester, let Expedia help you find motels or similar properties from over 1195 lodging options in the area. Simply use our search tools to filter by price per night or cost-saving amenities such as free parking and free airport transportation.
What's it like to stay in a motel?
Motels often have free parking, and many have outdoor pools. Often one or two stories tall, motel properties usually have exterior corridors overlooking the parking lot or an outdoor pool. Motels made their debut in the 1920s as a convenient place to stay for the tired traveler taking a road trip along the major roadways of America.
What are the best motels in Chester?
Here you’ll find some of our customers’ top motels in the larger area. Days Inn by Wyndham Easton is located 20 mi (32.2 km) from the heart of Chester. Enjoy access to the 24-hour business center, and freebies including breakfast, WiFi, and parking. Village Inn: Free WiFi, free parking, and laundry facilities are available during your stay. Central Chester is 10.4 mi (16.8 km) away. Econo Lodge Easton Route 50: Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking. Located 18.6 mi (30 km) from the heart of Chester. Mariners Motel: Central Chester is 11.3 mi (18.2 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like climate control. Hillside Motel: 12.5 mi (20 km) from the heart of Chester. Enjoy access to the free WiFi and free parking, as well as room amenities like a microwave.
What things can I to do in Chester?
Some outdoorsy places nearby include Chesapeake Bay Environmental Center, Eastern Neck National Wildlife Refuge, and Sandy Point Beach. You’ll find these family-friendly sights in the area: Paul Reed Smith Guitars, Annapolis Maritime Museum, and Chesapeake Bay Maritime Museum. While you’re checking out the area, consider visiting Queenstown Harbor Golf Club, Chesapeake Bay Bridge, and Queenstown Premium Outlets.
What's the seasonal weather like in Chester?
Weather can make or break a roadtrip, so we’ve gathered some data about year-round temperatures in Chester to help you plan yours. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.
What are my options for getting around Chester when staying in a motel?
We’ve gathered some information about local transportation options in Chester to help you navigate your stay: Fly into Easton, MD (ESN-Easton - Newnam), which is located 16.6 mi (26.7 km) away from the city center. Otherwise, look for flights into Baltimore Washington Intl. Airport (BWI), which is 24.8 mi (39.9 km) away. If you’d like to explore around the area, you may want a rental car for your journey.