Hotels in Kennedyville

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Check prices for these dates

Tonight
Nov 1 - Nov 2
Tomorrow
Nov 2 - Nov 3
Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Where to stay in Kennedyville?

A hotel lobby with a fireplace, seating area, and a television.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (997 reviews)
Tucked in peaceful Chestertown, this hotel welcomes guests with spotless rooms and an attentive staff. Swim in the seasonal outdoor pool, maintain your routine in the fitness center, and start each day with complimentary breakfast, all within reach of local attractions.
The price is $98
$109 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites Chestertown
A living room with a fireplace, a television, and a stone accent wall.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (511 reviews)
This quiet Chestertown retreat offers free parking and WiFi to make your stay stress-free. Explore nearby Rolling Road Park and Historical Society of Kent County Maryland, with 24-hour staff ready to assist throughout your visit.
The price is $72
$80 total
includes taxes & fees
Nov 8 - Nov 9
Red Roof Inn & Suites Chestertown
A row of motel rooms with stone walls and red doors.

3. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
Wake up refreshed at this comfortable Chestertown motel near Rolling Road Park. Enjoy convenient amenities like free WiFi and parking while exploring local attractions including the Historical Society of Kent County Maryland.
The price is $64
$70 total
includes taxes & fees
Nov 2 - Nov 3
Driftwood Inn
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

4. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (125 reviews)
Escape to this waterfront retreat featuring a seasonal outdoor pool and private beach with chairs and umbrellas. Play a round at the 9-hole golf course, dine at the restaurant, or relax at one of 3 bars before exploring nearby attractions.
The price is $120
$137 total
includes taxes & fees
Nov 2 - Nov 3
The Lodge at Great Oak Landing
An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.

5. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (431 reviews)
This all-suite Aberdeen hotel offers spacious accommodations with a 24-hour fitness center near Cal Ripken Museum. After exploring nearby attractions, unwind in the indoor pool. Free parking and helpful staff ensure a comfortable business or leisure stay.
The price is $98
$109 total
includes taxes & fees
Nov 8 - Nov 9
Home2 Suites by Hilton Baltimore / Aberdeen, MD
A modern building with a patio area featuring outdoor seating and a fire pit.

6. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (450 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 $119
$132 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Middletown
A modern hotel lobby with a long dining table, several chairs, and a bar area.

7. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,006 reviews)
Wake up to free breakfast at this Edgewood hotel before swimming in the indoor pool or working out at the health club. Business travelers appreciate the free WiFi and parking, while nearby CopperPlex and Emmorton Recreation offer local entertainment.
The price is $85
$96 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Edgewood/Aberdeen-South
A modern restaurant with high ceilings, pendant lighting, and a mix of seating options including tables and booths.

8. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.4 out of 10, Exceptional, (313 reviews)
Discover relaxation at this convenient Bel Air hotel with an indoor pool for year-round swimming. Near Belcamp Beach and Cedar Lane Regional Park, the hotel offers a restaurant, fitness center, and bar for unwinding after exploring local attractions.
The price is $101
$113 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Bel Air
A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

9. 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, (750 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 $107
$119 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Middletown by IHG
A hotel entrance with a clear sign reading "LA QUINTA".

10. City Express by Marriott Aberdeen

City Express by Marriott Aberdeen
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,001 reviews)
Enjoy peaceful stays at this accommodating hotel with a seasonal outdoor pool and fitness center. Located near Ripken Stadium and Cal Ripken Museum, guests praise the helpful staff and complimentary breakfast, plus easy access to restaurants and major roads.
The price is $89
$100 total
includes taxes & fees
Nov 4 - Nov 5
City Express by Marriott Aberdeen
A spacious living area with a staircase, a fireplace, a sofa, and a dining area.

11. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
3.0 star property
Bel Air
8.8 out of 10, Excellent, (1,001 reviews)
Moments from the train station in Bel Air, this hotel offers a seasonal outdoor pool and on-site dining. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Belcamp Beach and Cedar Lane Regional Park. Guests consistently praise the attentive staff and immaculate rooms.
The price is $89
$100 total
includes taxes & fees
Nov 8 - Nov 9
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
A modern lounge area with green armchairs, a white coffee table, and a vending machine.

12. Red Roof Inn Perryville

Red Roof Inn Perryville
2.0 star property
Perryville
9.0 out of 10, Wonderful, (255 reviews)
Conveniently located near Hollywood Casino and Garrett Island Beach, this Perryville inn offers practical comforts including complimentary WiFi and parking. The 24-hour front desk ensures round-the-clock assistance just 8 minutes from Perryville Station.
The price is $71
$80 total
includes taxes & fees
Nov 8 - Nov 9
Red Roof Inn Perryville
A spacious hotel lobby with a large seating area, a television, a fireplace, and a coffee station.

13. Hampton Inn & Suites Baltimore/Aberdeen

Hampton Inn & Suites Baltimore/Aberdeen
2.5 star property
Aberdeen
9.0 out of 10, Wonderful, (703 reviews)
The price is $98
$109 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn & Suites Baltimore/Aberdeen
A hotel room with a bed, a desk with a chair, a sofa, and a coffee table. There is a TV on the desk and a window with curtains.

14. La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
3.0 star property
Edgewood
8.2 out of 10, Very good, (1,144 reviews)
Start your day with complimentary buffet breakfast at this convenient Edgewood hotel. Located near CopperPlex and Emmorton Recreation Center, with free WiFi and parking. Just 6 minutes from Edgewood Station and praised for its helpful staff.
The price is $76
$85 total
includes taxes & fees
Dec 1 - Dec 2
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
A hotel lobby with multiple seating areas, a coffee station, and a kitchen in the background.

15. Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
Edgewood
7.4 out of 10, Good, (1,224 reviews)
Wake up to free continental breakfast at this tranquil Edgewood hotel, where guests appreciate the peaceful atmosphere. Just 6 minutes from Edgewood Station, with CopperPlex nearby and free WiFi, parking, and helpful staff to enhance your stay.
The price is $64
$72 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn & Suites Bel Air I-95 Exit 77A
A boat deck with a white bench and a view of a calm lake and distant trees.

16. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
Surrounded by garden landscapes, this waterfront B&B features in-room refrigerators and laundry amenities. After enjoying the complimentary breakfast, relax by the outdoor pool or book a massage at the spa, just minutes from Rock Hall Harbor.
The price is $156
$173 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Huntingfield Creek
A modern lobby with a curved sofa, red armchairs, a fireplace, and a dining area with green chairs.

17. Homewood Suites by Hilton Bel Air

Homewood Suites by Hilton Bel Air
3.0 star property
Bel Air
8.8 out of 10, Excellent, (541 reviews)
Homewood Suites by Hilton provides a convenient Bel Air base with free breakfast, WiFi, and parking. After a swim in the indoor pool or workout in the 24-hour fitness center, visit nearby Belcamp Beach. The helpful staff ensures a comfortable stay.
The price is $101
$113 total
includes taxes & fees
Nov 8 - Nov 9
Homewood Suites by Hilton Bel Air
An outdoor patio with seating, a fire pit, and a barbecue area.

18. TownePlace Suites by Marriott Edgewood Aberdeen

TownePlace Suites by Marriott Edgewood Aberdeen
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (120 reviews)
Kickstart your day with free buffet breakfast at this inviting hotel in Aberdeen. Cool off in the indoor pool, grab Wi-Fi, and enjoy complimentary parking. Travelers love the friendly staff, plus Belcamp Beach and Cedar Lane Regional Park are just minutes away.
The price is $112
$125 total
includes taxes & fees
Nov 19 - Nov 20
TownePlace Suites by Marriott Edgewood Aberdeen
A buffet area with multiple self-service stations, including trays of omelets and other prepared foods.

19. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
2.5 star property
Edgewood
9.0 out of 10, Wonderful, (664 reviews)
Escape to a peaceful hotel in Edgewood, just minutes from CopperPlex and Emmorton Recreation Center. Enjoy free breakfast, WiFi, and parking. The 24-hour fitness center keeps your routine on track while the helpful staff ensures a comfortable stay.
The price is $83
$93 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
A bar area with a marble countertop, bar stools, and shelves stocked with bottles.

20. Courtyard by Marriott Aberdeen at Ripken Stadium

Courtyard by Marriott Aberdeen at Ripken Stadium
3.0 star property
Aberdeen
8.6 out of 10, Excellent, (237 reviews)
Experience modern comfort just moments from Ripken Stadium and Cal Ripken Museum. After watching baseball, enjoy the indoor pool or grab drinks at the bar. With a fitness center, free WiFi, and parking, this Aberdeen hotel provides easy access to Baltimore attractions.
The price is $101
$113 total
includes taxes & fees
Nov 16 - Nov 17
Courtyard by Marriott Aberdeen at Ripken Stadium
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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Go beyond your typical stay in Kennedyville

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Top landmarks in Kennedyville

Kent Museum

Kent Museum is 3.3 mi (5.2 km) from central Kennedyville, why not stop by during your stay. If you want to experience more of the culture Kennedyville has to offer, head to Betterton Beach and Crow Farm and Vineyard.
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Check out reviews of Kennedyville hotels guests love

A hotel lobby with a fireplace, seating area, and a television.
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown

10/10 Exceptional

Inside the building it was clean, quiet and nice. In the back parking lot, it was very dirty. The grounds surrounding the lot was littered with trash and debris. One person looked to be sleeping in his car. I did appreciate the very bright lighting in that lot. A small clean up of the back lot would make a big difference in first impressions!!
United States
Laura
Reviewed April 12, 2025
Comfort Inn & Suites Chestertown

Frequently Asked Questions

What accommodations do travelers recommend in Kennedyville?

Guests like Red Roof Inn & Suites Chestertown and Comfort Inn & Suites Chestertown.

Can I book refundable accommodations in Kennedyville?

If you're looking for the flexibility to change your travel plans to Kennedyville, most properties provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Kennedyville be like during my visit?

July and August are typically the warmest months in Kennedyville when the average temp is 74°F. January and February are the coldest months when the average temperature is 39°F. August and July are the months with the most rain.

Why should I book my Kennedyville accommodation with Hotels.com?

There are lots of reasons to book your Kennedyville trip with us: our free cancellations on selected hotels* gives you flexibility, 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.