Kent County Hotels with Wifi

When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical Society of Kent County Maryland. This hotel is 1.6 mi (2.6 km) from River Arts Chestertown and 5.9 mi (9.6 km) from Rolphs Wharf Marina. Be sure to enjoy recreational amenities including a fitness center and a seasonal outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, a fireplace in the lobby, and a banquet hall. A complimentary full breakfast is served on weekdays from 6:30 AM to 9:30 AM. Featured amenities include a business center, a 24-hour front desk, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 81 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers. Conveniences include desks and microwaves, as well as phones with free local calls.

When you stay at Inn at Huntingfield Creek in Rock Hall, you'll be on the waterfront, within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay. This spa bed & breakfast is 1.7 mi (2.8 km) from The Mainstay and 2.2 mi (3.5 km) from Rock Hall Harbor. Pamper yourself with a visit to the spa, which offers massages. You can take advantage of recreational amenities such as an outdoor pool and bicycles to rent. Additional features at this bed & breakfast include complimentary wireless internet access, tour/ticket assistance, and a picnic area. A complimentary local cuisine breakfast is served daily from 8:30 AM to 9:00 AM. Free self parking is available onsite. Make yourself at home in one of the 12 air-conditioned rooms featuring fireplaces and flat-screen televisions. Your memory foam bed comes with Egyptian cotton sheets. Rooms have private balconies or patios. Kitchens are outfitted with full-sized refrigerators/freezers, ovens, and stovetops. Complimentary wireless internet access is available to keep you connected. Private bathrooms have jetted bathtubs and complimentary toiletries.

Red Roof Inn & Suites Chestertown, Maryland is a pet-friendly, family-friendly discount hotel. This hotel is close to Washington College, Chestertown Marina, Wilmer Park, Chesapeake Farms Wildlife Habitat Tour as well as numerous historical sites and museums such as Chestertown Electric , Historical Society-Kent County, Sumner Hall, Kent County Museum, Rock Hall Marine Restoration & Heritage Center, and the Waterman’s Museum. Red Roof Inn & Suites Chestertown features interior corridors, and a guest coin laundry. All rooms at this Red Roof Inn & Suites offer free Wi-Fi, a flat screen TV, microwave, mini-fridge, in-room coffee maker, hair dryer, iron & ironing board, desk, free in-room safe and a free expanded cable package featuring HBO. Experience our coffeehouse-style coffee and tea. One well-behaved family pet per room is welcome at Red Roof Inn & Suites Chestertown.

With a stay at The Lodge at Great Oak Landing in Chestertown, you'll be 8.8 mi (14.2 km) from Washington College and 12.5 mi (20.1 km) from The Mainstay. This beach lodge is 16.9 mi (27.2 km) from Church Hill Theatre and 18.1 mi (29.1 km) from Eastern Neck National Wildlife Refuge. Practice your swing on the golf course or soak up the sunshine on the private beach. This lodge also features complimentary wireless internet access, gift shops/newsstands, and a picnic area. Satisfy your appetite at one of the lodge's 2 restaurants. Relax with a refreshing drink at one of the 2 bars/lounges. Featured amenities include laundry facilities, ATM/banking services, and coffee/tea in a common area. Free self parking is available onsite. Stay in one of 26 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include phones, and housekeeping is provided on request.

When you stay at Haven Point Inn and Gallery in Rock Hall, you'll be near the beach, within a 10-minute walk of Chesapeake Bay and Waterman’s Museum. This hotel is 0.4 mi (0.6 km) from Ferry Park and 0.4 mi (0.7 km) from Northern Chesapeake Bay. Relax with a refreshing drink at one of the 5 beach bars. A complimentary cooked-to-order breakfast is served on weekends from 8:30 AM to 9:30 AM. Free self parking is available onsite. Make yourself at home in one of the 4 guestrooms featuring refrigerators. Rooms have private balconies. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms have showers and hair dryers.

With a stay at Driftwood Inn in Chestertown, you'll be a 3-minute walk from Washington College and 11 minutes by foot from Larrabee Arts Center. This motel is 9.4 mi (15.1 km) from Chesapeake Bay and 0.6 mi (1 km) from Rolling Road Park. This motel has 1 floor in 2 buildings and offers designated smoking areas. Featured amenities include express check-in, express check-out, and a 24-hour front desk. Free self parking is available onsite. Make yourself at home in one of the 28 guestrooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.

One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, seasonal hot tub, lush grounds and outdoor seating. The space is well equipped with a queen sized bed, linens, washer/dryer, microwave, refrigerator, dinette, toiletries, lux robes... everything you could possibly need to escape the hustle and bustle of life. An additional sleeper sofa, crib, etc. are available at request. Walk to the waterfront or historic district, ride bikes on back country roads. We are more than happy to help arrange paddleboard and kayak adventures! *We require guests to have a verified profile by VRBO OR verification by ID prior to stay*About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:There is a 0 smoking tolerance policy. Any evidence of inside smoking will result in a $250 fee..Pets may not be left alone. No pets in the pool.,Any evidence of illicit drug use will result in a $500 fee, immediate eviction without refund and notification of law enforcement..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.

Easy walk to everything in Rock Hall - The beach, the marinas, restaurants, bars and shops. 15 minute drive to historic Chestertown. Large rooms with plenty of common space to relax. First floor wheelchair accessible suite. Two zone central AC. New kitchen, baths, beds, floors and paint 2022. Sit on the front porch and watch all the other happy people walk and pedal by.Here's a review from a guest with a handicapped child: "Great property. Very clean. My daughter is in a wheelchair and I have rented houses that state they are wheelchair accessible in the past only to find they actually are not. This house was 100% wheelchair accessible. My daughter had a great time and was able to easily move around the first floor. The hosts are great as well. Very good with communication and very gracious. Would stay again!Date of arrival - June 20, 2025"About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 20,Contact us for details about event planning..

This home was originally built in 1830 and has been completely restored lovingly by its owners, and sits upon an overlook of the river. You'll feel like you've stepped back in time but still get to enjoy all of the modern conveniences. Nature is all around you in this waterfront home. Birdwatchers especially love watching the Eagles, Osprey, ducks and other waterfowl. We see deer frolicking on the embankments and the sunsets are spectacular! The property includes the use of an additional efficiency unit above the garage. (We lovingly call it "Fonzies Apartment" if you grew up in the era of "Happy Days." The kids love it, and adults do too. It's cozy and comfortable and a nice space to get away from the main the house. The property can sleep up to 12 guests overnight. The property includes a screened-in porch facing the waterfront view, a fire pit, kayaks and paddleboards, and fishing from the dock. (Bring your own poles and bait.) You can explore the shoreline or take a nap in the window seat overlooking the water. Some folks even enjoy a swim on the creek side of the house. Our guests tell us that the screened-in porch is their favorite part of their stay. It's serene. Morning coffees, and family time together over lunch or dinner and just sitting there together talking are really special. Secluded and out-of-the-way, yet 15 minutes from major shopping. There are multiple nearby marinas and great restaurants like Deep Blue at the Kitty Knight House and The Granary, both are just a 2 minute drive. A mile away, the friendly folks at Twinney's serve up home style favorites. For night life and other fun, go to Chesapeake City (We like The Chesapeake Inn, Schaefers Canal House and Prime.) You can also head to Chestertown for another vibe and great options. Annapolis is only an hour away if you are feeling adventurous! If you like to get your steps in, a walk up the drive to the main road is relaxing. Within 5 minutes, you'll find great produce, baked goods and everything you need at Cross Street Market, there is also a convenience store with liquor, packaged goods and sandwiches. In Middletown, you'll find everything you need including Dutch Country Farmers Market open Thursdays, Fridays and Saturdays. We offer a wide selection of board games for the homebodies who want to bond around the table with some competitive fun and family memories! About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Waterfront and dock areas are "use at your own risk". You must wear life jackets when using the SUPs or kayaks. Guest watercraft are not permitted..Please close all doors/windows when running the A/C, or the heat.,No parking on the grass at any time..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 18,Small family gatherings are fine..

Our lovingly-restored Millington Manor is the original home of the local doctor, built in 1868. Our small town has a liquor store and grocery.We are a 15-minute ride to Chestertown, home of Washington College and host to wonderful restaurants, lovely shops, galleries and more!The spaceYour suite will be clean and ready for your arrival with everything you need for a comfortable stay. WIFI is included and information on the area will be in your room. Fresh ice, water, coffee, tea and snacks will also be provided. You will also have access to a lounge, which is a comfortable place to read a book, have a conversation or watch TV.Guest accessYou have your bedroom and bathroom to yourself. The lounge is shared. Please note, the bedroom suite is on the second floor. Access is by stairs.During your staySomeone will be available in person or by phone or text to answer any questions you have about the house or area. Your separate entrance opens digitally and is changed with each new occupant, so you will be able to come and go independently.We include a few snacks, water and self-service breakfast items plus coffee, tea, etc. Unlike a B and B, this is self-service and you may even use the microwave to heat things. There is also a small refrigerator in the suite. If you need something that is not provided in the list, please ask. We will do whatever we can, within reason, to accommodate.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.