Photo by Patricia Knorr

Search Motels in Chester

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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

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

Days Inn by Wyndham Easton
Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (837)
"Great experience."
The price is SAR 223
SAR 246 total
includes taxes & fees
16 Apr - 17 Apr
Days Inn by Wyndham Easton
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (474)
"The road leading to the hotel was trashy and homely."
The price is SAR 312
SAR 355 total
includes taxes & fees
13 Apr - 14 Apr
Village Inn
Econo Lodge Easton Route 50
Reception

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 SAR 255
SAR 281 total
includes taxes & fees
24 Apr - 25 Apr
Econo Lodge Easton Route 50
Mariners Motel
Outdoor pool

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 SAR 583
SAR 647 total
includes taxes & fees
13 Apr - 14 Apr
Mariners 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
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
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.
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Other property types in Chester

Waterfront Sunset Bayview: sleeps 6
Terrace/patio

Waterfront Sunset Bayview: sleeps 6

10.0 out of 10, Exceptional, (12)
"Great house, great owner, family had a blast! Thank you!"
Waterfront Sunset Bayview: sleeps 6
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Fridge, microwave, stovetop, dishwasher

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

10.0 out of 10, Exceptional, (118)
"comfortable and very cozy. Wonderful crabbing and sunsets."
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
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 1205 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. Rodeway Inn: 10.3 mi (16.6 km) from the heart of Chester. Enjoy access to the laundry facilities, and freebies including breakfast, WiFi, and parking.
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: Annapolis Maritime Museum, Chesapeake Bay Maritime Museum, and Maryland Renaissance Festival. While you’re checking out the area, consider visiting Love Point State Park, Queenstown Harbor Golf Club, and Queenstown Harbor Golf Links.
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.