Chestertown, Maryland Inns and Suites

Savings up to 60% Off!

Special Rates Available Call 855-516-1090



Comfort Inn & Suites

150 Scheeler Road, Chestertown MD - 21620

(855) 516-1090

2 miles

Rating - Comfort Inn & Suites

Free Wi-Fi, Complimentary Hot Breakfast Buffet And A Hot Tub Keep Our Guests Coming Back To The Pet-Friendly Holiday Inn Express Hotel & Suites Chestertown. All 81 Non-Smoking Rooms At The Three-Story Holiday Inn Express Include Flat-Panel Tvs With Cable, Microwaves, Mini-Fridges And Complimentary Wi-Fi. The Hotel Serves A Free Hot Breakfast Daily. Guests With Exercise Routines Are Pleased To Find A Fitness Room And A Hot Tub Is Also Available. There'S Also A Business Center And Laundry Facility For Added Convenience. Pets Are Welcome For A Fee, And Parking Is Available. The Holiday Inn Express Is Located Across The Road From Washington College In Chestertown, 50 Miles Northeast Of Annapolis. Guests Are Within A Short Walk Of A Drugstore, A Movie Theater And Several Restaurants. Drive Two Miles South To Shop And Dine In Chestertown Or To Kayak Or Canoe Down The Picturesque Chester River. Baltimore And Washington D.C. Are Both Two Hours Away By Car. Bay Bridge Airport Is 35 Miles Southwest Of The Property.

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Quality Inn

101 Vfw Ave, Grasonville MD - 21638

(855) 516-1090

17.78 miles

Rating - Quality Inn

Our Guests Enjoy Free Breakfasts, Free Internet And A Seasonal Outdoor Pool At Sleep Inn Grasonville. The Low-Rise Hotel Has 59 Rooms And Suites With Refrigerators, Coffeemakers, Hairdryers, Free Internet Access And Tvs With Hbo. Suites Include Whirlpool Tubs, Microwaves And Sleeper Sofas. Non-Smoking Rooms Are Available. Start Your Day With A Free Continental Breakfast Or A Refreshing Dip In The Seasonal Outdoor Pool. Business Services And Meeting Rooms Are At Your Disposal. Bus, Truck And Outdoor Parking Are Available. Minutes From Chesapeake Bay Off U.S. Route 50, The Hotel Is Within Three Miles Of The Many Dining And Entertainment Options Of Kent Island. Do A Day Of Shopping At Prime Outlets At Queenstown, Four Miles Away, Or Travel Seven Miles For A Round Of Golf At Hunters Oak Golf Club. Popular Wedding Venues Queenstown Harbor And Chesapeake Bay Beach Club Are Within Five Miles. The U.S. Naval Academy Is 21 Miles Away. It'S 37 Miles To Baltimore/Washington International Thurgood Marshall Airport And 54 Miles To Ronald Reagan Washington National Airport.

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Best Western Kent Narrows Inn

3101 Main Street, Grasonville MD - 21638

(855) 516-1090

18.19 miles

Rating - Best Western Kent Narrows Inn

Expect A Complimentary Breakfast, Indoor Pool And Easy Access To Chesapeake Bay Attractions While Staying At The Non-Smoking Best Western Kent Narrows Inn. All 92 Non-Smoking Rooms At The Four-Story Best Western Offer Flat-Panel Tvs, Premium Cable Channels, Coffeemakers, Microwaves, Mini-Fridges, Hairdryers And Ironing Equipment. Wi-Fi Access Is Free, And Pets Are Allowed In Designated Rooms For An Additional Fee. Guests Start The Day On A Full Stomach, Compliments Of The Free Continental Breakfast. Leisure Amenities Include An Indoor Pool, Hot Tub, Sauna And Exercise Room. There'S A Business Center On-Site As Well As Conference Facilities For Up To 25 Guests. Parking Is Free. The Best Western Is In Kent Narrows Near The Chesapeake Bay, Within Walking Distance To Many Local Seafood Restaurants And Dock Bars. The Chesapeake Exploration Center Is One Mile Away, And Matapeake Beach Is Nine Miles. Wye River Conference Center Is 10 Miles. Downtown Annapolis Is A 20-Mile Drive. Baltimore/Washington International Thurgood Marshall Airport Is 45 Miles From The Hotel.

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The Waterfront Historic Kent Manor Inn

500 Kent Manor Dr, Stevensville MD - 21666

(855) 516-1090

20.12 miles

Rating - The Waterfront Historic Kent Manor Inn

Recreational amenities at the hotel include an outdoor pool and complimentary bicycles. The recreational activities listed below are available either on site or nearby; fees may apply.

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Vandiver Inn

301 South Union Avenue, Havre De Grace MD - 21078

(855) 516-1090

23.47 miles

Rating - Vandiver Inn

A complimentary full breakfast is served on weekdays from 7 AM to 9 AM and on weekends from 8 AM to 10 AM.

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Regal Inn & Suites

8005 Pulaski Hwy, Rosedale MD - 21237

(855) 516-1090

23.69 miles

Rating - Regal Inn & Suites

Property Location With a stay at Regal Inn & Suites in Rosedale, you'll be within a 10-minute drive of Fort McHenry and Johns Hopkins Hospital. This motel is 5.6 mi (9.1 km) from Inner Harbor and 6.2 mi (10 km) from National Aquarium in Baltimore. Rooms Make yourself at home in one of the 80 air-conditioned guestrooms. Complimentary wireless Internet access keeps you connected, and cable programming is available for your entertainment. Housekeeping is provided daily, and both refrigerators and rollaway/extra beds (surcharge) are available on request. Amenities Make use of convenient amenities, which include complimentary wireless Internet access and a television in a common area. Business, Other Amenities Featured amenities include express check-in, a 24-hour front desk, and laundry facilities. Free self parking is available onsite.

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Rodeway Inn

74 Old Mill Bottom Rd N, Annapolis MD - 21409

(855) 516-1090

23.8 miles

Rating - Rodeway Inn

Free Breakfast And Complimentary High-Speed Internet Are The Highlights Of The Centrally Located Rodeway Inn Annapolis, A Fine Budget Option For A Business Or Family Getaway. Start Your Day At The Two-Story Hotel With A Free Continental Breakfast. All 36 Rooms Feature Cable Tv, Irons With Ironing Boards, Hairdryers And Free Wi-Fi, And Non-Smoking Rooms Are Available. The Hotel Is Off Route 50, Approximately Five Miles From The U.S. Naval Academy, St. John'S College And Historic Downtown Annapolis. The Hotel Is 10 Minutes Northeast Of The Maryland State House, And Less Than Five Miles From Anne Arundel Medical Center And The Maryland State Archives Historical Agency. The Annapolis Maritime Museum Is A Seven-Mile Drive. Baltimore/Washington International Thurgood Marshall Airport Is Less Than 21 Miles Away.

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Quality Inn

76 Old Mill Bottom Rd. N, Annapolis MD - 21409

(855) 516-1090

23.8 miles

Rating - Quality Inn

With A Complimentary Hot Breakfast And Free High-Speed Internet Access, The Comfort Inn Annapolis Provides An Economical And Convenient Home Base For Our Guests. At The 60-Room Comfort Inn, Start Your Day With A Complimentary Spread Of Eggs, Waffles, Sausage, Bacon, Fresh Fruit, Juice And More. The Hotel Also Offers Free Parking, A Fitness Room, Guest Laundry Facilities And Business-Friendly Features Such As Fax And Copy Services. All Rooms Are Equipped With Flat-Panel Tvs, Free Internet, Hairdryers, Coffeemakers And Ironing Equipment, And Non-Smoking Rooms Are Available. The Comfort Inn Is Off Route 50, Just Two Miles From Anne Arundel Community College. Historic Downtown Annapolis And The U.S. Naval Academy Are Five Miles Away. Swimming And Boating At Sandy Point State Park Are Three Miles Away, And Shopping At The Annapolis Mall Is Five Miles From The Hotel. Baltimore/Washington International Thurgood Marshall Airport Is Less Than 21 Miles Away.

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Village Inn

69 Old Mill Bottom Rd, Annapolis MD - 21409

(855) 516-1090

23.97 miles

Rating - Village Inn

Free Wi-Fi And Wallet-Friendly Accommodations Draw Our Guests To The Pet-Friendly Village Inn, Just Five Miles From The U.S. Naval Academy. All 70 Rooms At The Low-Rise Village Inn Include Cable Tv And Free Wi-Fi. Non-Smoking Rooms Are Available Upon Request. Guests May Stop By The Front Desk For Assistance With Services Such As Faxing And Photocopying. Pets Are Welcome For An Extra Charge And Parking Is Free. Located Off U.S. 50, The Village Inn Is Five-And-A-Half Miles North Of Downtown Annapolis. The U.S. Naval Academy, The Navy-Marine Corps Memorial Stadium And St. John'S College Are All Within A Five-Mile Radius. Guests Can Picnic While Overlooking The Chesapeake Bay At Sandy Point State Park, Five Miles East, Or Drive 25 Miles North To Explore Baltimore'S Many Historic Landmarks. Baltimore/Washington International Thurgood Marshall Airport Is Less Than 22 Miles Northwest.

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Comfort Inn & Suites

150 Scheeler Road, Chestertown, MD - 21620

2 miles

Rating - Comfort Inn & Suites

Free Wi-Fi, Complimentary Hot Breakfast Buffet And A Hot Tub Keep Our Guests Coming Back To The Pet-Friendly Holiday Inn Express Hotel & Suites Chestertown. All 81 Non-Smoking Rooms At The Three-Story...

Read more
Quality Inn

101 Vfw Ave, Grasonville, MD - 21638

17.78 miles

Rating - Quality Inn

Our Guests Enjoy Free Breakfasts, Free Internet And A Seasonal Outdoor Pool At Sleep Inn Grasonville. The Low-Rise Hotel Has 59 Rooms And Suites With Refrigerators, Coffeemakers, Hairdryers, Free Inte...

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Best Western Kent Narrows Inn

3101 Main Street, Grasonville, MD - 21638

18.19 miles

Rating - Best Western Kent Narrows Inn

Expect A Complimentary Breakfast, Indoor Pool And Easy Access To Chesapeake Bay Attractions While Staying At The Non-Smoking Best Western Kent Narrows Inn. All 92 Non-Smoking Rooms At The Four-Story B...

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The Waterfront Historic Kent Manor Inn

500 Kent Manor Dr, Stevensville, MD - 21666

20.12 miles

Rating - The Waterfront Historic Kent Manor Inn

Recreational amenities at the hotel include an outdoor pool and complimentary bicycles. The recreational activities listed below are available either on site or nearby; fees may apply.

Read more
Vandiver Inn

301 South Union Avenue, Havre De Grace, MD - 21078

23.47 miles

Rating - Vandiver Inn

A complimentary full breakfast is served on weekdays from 7 AM to 9 AM and on weekends from 8 AM to 10 AM.

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Regal Inn & Suites

8005 Pulaski Hwy, Rosedale, MD - 21237

23.69 miles

Rating - Regal Inn & Suites

Property Location With a stay at Regal Inn & Suites in Rosedale, you'll be within a 10-minute drive of Fort McHenry and Johns Hopkins Hospital. This motel is 5.6 mi (9.1 km) from Inner Harbor and 6.2 ...

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Rodeway Inn

74 Old Mill Bottom Rd N, Annapolis, MD - 21409

23.8 miles

Rating - Rodeway Inn

Free Breakfast And Complimentary High-Speed Internet Are The Highlights Of The Centrally Located Rodeway Inn Annapolis, A Fine Budget Option For A Business Or Family Getaway. Start Your Day At The Two...

Read more
Quality Inn

76 Old Mill Bottom Rd. N, Annapolis, MD - 21409

23.8 miles

Rating - Quality Inn

With A Complimentary Hot Breakfast And Free High-Speed Internet Access, The Comfort Inn Annapolis Provides An Economical And Convenient Home Base For Our Guests. At The 60-Room Comfort Inn, Start Your...

Read more
Village Inn

69 Old Mill Bottom Rd, Annapolis, MD - 21409

23.97 miles

Rating - Village Inn

Free Wi-Fi And Wallet-Friendly Accommodations Draw Our Guests To The Pet-Friendly Village Inn, Just Five Miles From The U.S. Naval Academy. All 70 Rooms At The Low-Rise Village Inn Include Cable Tv An...

Read more

Map of Chestertown Inns and Suites

View all Chestertown, Maryland hotels, motels, lodging and attractions on Chestertown, Maryland location map.


Weather Forecast for Chestertown, Maryland

Traveling to Chestertown, Maryland? Here is your 6-day weather forecast in the area. Whether it is a warm weather destinations or cold climate don’t forget to consider weather, while you pack your bags for this trip. Start your day when the sunrises at 11:54 AM and don’t miss the sunset at 9:44 PM. Today’s winds are traveling west at a speed of 14 MPH. The temperature feels like 30 with a humidity level of 84. Cloud coverage is 60 percent with 10.3 percent visibility. Today’s UV index is 1 make sure to prepare properly. Make sure to plan your travel itinerary to match your travel weather forecast to make the most of your vacation with Reservations.com.


Fahrenheit / Celsius
Today 11/22
Light rain

Friday 11/22 Weather forecast for Chestertown, Maryland, Light rain
40°F
High: 44°F
Low: 39°F
Precipitation: 75%
Saturday 11/23
Scattered clouds

Saturday 11/23 Weather forecast for Chestertown, Maryland, Scattered clouds
47°F
High: 55°F
Low: 42°F
Precipitation: 0%
Sunday 11/24
Scattered clouds

Sunday 11/24 Weather forecast for Chestertown, Maryland, Scattered clouds
48°F
High: 56°F
Low: 36°F
Precipitation: 0%
Monday 11/25
Scattered clouds

Monday 11/25 Weather forecast for Chestertown, Maryland, Scattered clouds
48°F
High: 60°F
Low: 48°F
Precipitation: 0%
Tuesday 11/26
Broken clouds

Tuesday 11/26 Weather forecast for Chestertown, Maryland, Broken clouds
51°F
High: 61°F
Low: 38°F
Precipitation: 40%
Wednesday 11/27
Broken clouds

Wednesday 11/27 Weather forecast for Chestertown, Maryland, Broken clouds
44°F
High: 51°F
Low: 42°F
Precipitation: 0%

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