Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

21656 Hotels/Motels & Accommodations

Driftwood Inn
+1-888-389-4121
609 Washington Ave., Chestertown, MD 21620 ~7.13 miles northwest of 21656
  • Two star Riverfront property
  • Check-in time: 2:00pm
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in 21656" Get Alexa Skill →
Red Roof Inn & Suites Chestertown in Chestertown
+1-888-675-2083
160 Scheeler Rd., Chestertown, MD 21620 ~7.44 miles northwest of 21656
  • 3-star Rural hotel
  • 53 suites in hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Chestertown
+1-800-716-8490
150 Scheeler Rd., Chestertown, MD 21620 ~7.46 miles northwest of 21656
  • Midscale Suburban hotel
  • 3 floors in hotel
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn : 101 Vfw Ave.
+1-800-805-5223
101 Vfw Ave., Grasonville, MD 21638 ~17.07 miles southwest of 21656
  • 2 star Resort hotel
  • Complimentary breakfast is offered
From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Tampa Downtown - Grasonville
+1-888-965-1860
548 Caspian Dr., Grasonville, MD 21638 ~17.35 miles southwest of 21656
  • Expensive property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wye River a Dolce Conference Center in Queenstown
+1-888-788-5576
600 Aspen Dr., Queenstown, MD 21658 ~17.44 miles southwest of 21656
  • High-end property
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
+1-888-897-9207
1020 Kent Narrows Rd., Grasonville, MD 21638 ~18.07 miles southwest of 21656
  • 3 star Rural property
  • 3 floors in property
From$180
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Kent Island
+1-888-311-4278
3206 Main St., Grasonville, MD 21638 ~18.21 miles southwest of 21656
  • Affordable Riverfront hotel
  • 4 conference rooms in property
From$121
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Kent Narrows Inn
+1-888-469-4795
3101 Main St., Grasonville, MD 21638 ~18.22 miles southwest of 21656
  • 3 star Resort hotel
  • Hotel has 95 rooms
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Denton Inn : 521 Fleetwood Rd.
+1-888-734-9421
521 Fleetwood Rd., Denton, MD 21629 ~19.20 miles southeast of 21656
  • Mid-scale Highway hotel
  • Check-in: 03:00
From$67
Very Good 4.0 /5 Review Score Call BookMore Details
Kent Island Resort in Stevensville
+1-888-841-5292
500 Kent Manor Dr., Stevensville, MD 21666 ~21.53 miles southwest of 21656
  • High end Riverfront hotel
  • 3 floors in property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club - Stevensville
+1-888-455-5160
180 Pier One Rd., Stevensville, MD 21666 ~21.73 miles southwest of 21656
  • Four-star Suburban hotel
  • 54 sleeping rooms in hotel
From$162
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Relax Inn : 1648 South Dupont Blvd.
+1-888-965-8297
1648 South Dupont Blvd., Smyrna, DE 19977 ~23.09 miles east of 21656
  • Two-star Highway hotel
  • Hotel has 14 rooms
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn in Smyrna
+1-888-906-6358
190 Stadium St., Smyrna, DE 19977 ~23.19 miles east of 21656
  • Mid-scale Airport hotel
  • Check in: 16:00
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Dover, an IHG Hotel
+1-888-749-6785
1780 North Dupont Highway, Dover, DE 19901 ~23.38 miles east of 21656
  • Three Star Suburban hotel
  • Hotel has 13 meeting rooms
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in 21656" Get Alexa Skill →
Sleep Inn And Suites : 1784 North Dupont Highway
+1-888-878-9982
1784 North Dupont Highway, Dover, DE 19901 ~23.38 miles east of 21656
  • Cheap Highway hotel
  • Check in time: 12:00pm
From$72
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Dover in Dover
+1-888-389-4485
1706 North Dupont Highway, Dover, DE 19901 ~23.41 miles east of 21656
  • 3-star Suburban property
  • Fitness + Health Center
From$84
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Comfort Suites Dover in Dover
+1-888-389-4121
1654 North Dupont Highway, Dover, DE 19901 ~23.50 miles east of 21656
  • Mid-scale Suburban hotel
  • Gym / Fitness Center Available
From$98
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Dover in Dover
+1-888-675-2083
1568 North Dupont Highway, Dover, DE 19901 ~23.61 miles east of 21656
  • Midscale Suburban property
  • Hotel has 4 floors
From$74
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton - Easton
+1-800-716-8490
8945 Sunflower Dr., Easton, MD 21601 ~24.13 miles south of 21656
  • Mid-scale hotel
From$129
Very Good 4.5 /5 Reviews Call BookMore Details
Bally's Dover Casino Resort in Dover
+1-800-805-5223
1131 North Dupont Highway, Dover, DE 19901 ~24.23 miles east of 21656
  • High end Resort property
  • Check in time: 5:00 PM
From$99
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Red Roof Inn & Suites Dover Downtown : 652 North Dupont Highway
+1-888-965-1860
652 North Dupont Highway, Dover, DE 19901 ~24.71 miles east of 21656
  • Economical Highway hotel
  • Hotel has 4 floors
From$51
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites : 8708 Alicia Dr.
+1-888-788-5576
8708 Alicia Dr., Easton, MD 21601 ~24.72 miles south of 21656
  • Midscale Rural hotel
  • Hotel has 3 floors
From$88
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Dover - Dover
+1-888-897-9207
655 North Dupont Highway, Dover, DE 19901 ~24.77 miles east of 21656
  • 2 star Highway property
  • Gym is available on property
From$96
Average 3.5 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites - Dover
+1-888-311-4278
764 Dover Leipsic Rd., Dover, DE 19901 ~24.77 miles east of 21656
  • 3 star Suburban property
  • Hotel has 4 floors
From$83
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Residence Inn Marriott Dover in Dover
+1-888-469-4795
600 Jefferic Blvd., Dover, DE 19901 ~24.82 miles east of 21656
  • Three Star Suburban hotel
  • Hotel has 98 suites
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Wyndham Garden Dover Downtown
+1-888-734-9421
561 North Dupont Highway, Dover, DE 19901 ~24.85 miles east of 21656
  • Midscale Downtown hotel
  • 2 meeting rooms in property
From$71
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Exp Stes Middletown - Middletown
+1-888-841-5292
315 Auto Park Dr., Middletown, DE 19709 ~24.97 miles northeast of 21656
  • Mid-scale Suburban property
  • Hotel has 25 suites
From$70
Very Good 4.5 /5 Reviews Call BookMore Details
Super 8 by Wyndham Dover
+1-888-455-5160
348 North Dupont Highway, Dover, DE 19901 ~25.02 miles east of 21656
  • Cheap Highway hotel
  • Check in time: 03:00pm
From$60
Poor 2.0 /5 Reviews Call BookMore Details
Holiday Inn Express Easton : 8561 Ocean Gateway
+1-888-965-8297
8561 Ocean Gateway, Easton, MD 21601 ~25.02 miles south of 21656
  • Three Star Rural property
  • Hotel has an eco-friendly policy Read more
From$115
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-906-6358
8523 Ocean Gateway, Easton, MD 21601 ~25.07 miles south of 21656
  • 2 star Rural hotel
  • 3 meeting rooms in property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Dover, DE - Dover
+1-888-749-6785
222 South Dupont Highway, Dover, DE 19901 ~25.32 miles east of 21656
  • 2 star Downtown property
  • Hotel has an eco-friendly policy Read more
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Middletown in Middletown
+1-888-878-9982
117 Sandhill Dr., Middletown, DE 19709 ~25.37 miles northeast of 21656
  • Affordable Suburban hotel
  • 72 rooms in property
From$94
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Easton Route 50
+1-888-389-4485
8175 Ocean Gateway, Easton, MD 21601 ~25.72 miles south of 21656
  • Economy hotel
  • Check-in time: 11:00
From$60
Average 3.0 /5 Reviews Call BookMore Details
MainStay Suites Dover
+1-888-389-4121
201 Stover Blvd., Dover, DE 19901 ~25.85 miles east of 21656
  • Two star Rural hotel
  • Check-in time: 04:00pm
From$65
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Easton
+1-888-675-2083
8058 Ocean Gateway, Easton, MD 21601 ~25.98 miles south of 21656
  • Two star Downtown property
  • Free comp. breakfast
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Dover
+1-800-716-8490
1703 East Lebanon Rd., Dover, DE 19901 ~26.30 miles east of 21656
  • Low-priced Highway hotel
  • Check-in time: 3:00
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Galaxy Inn
+1-800-805-5223
1700 East Lebanon Rd., Dover, DE 19901 ~26.35 miles east of 21656
  • Midscale Suburban hotel
  • Check-in: 4:00 pm
From$70
Average 3.5 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore / Aberdeen Md : 20 Newton Rd.
+1-888-965-1860
20 Newton Rd., Aberdeen, MD 21001 ~26.51 miles northwest of 21656
  • Low-priced Suburban hotel
  • Hotel has 107 rooms
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn & Suites Aberdeen
+1-888-788-5576
424 South Philadelphia Blvd., Aberdeen, MD 21001 ~26.81 miles north of 21656
  • Low priced hotel
  • Check in time: 13:00
From$60
Average 3.0 /5 Review Score Call BookMore Details
SpringHill Suites Baltimore White Marsh/Middle River - Middle River
+1-888-897-9207
6110 Greenleigh Ave., Middle River, MD 21220 ~26.90 miles northwest of 21656
  • 3-star Suburban hotel
  • Fitness / Gym is on-site
From$104
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Harrington in Harrington
+1-888-311-4278
17010 South Dupont, Harrington, DE 19952 ~26.94 miles southeast of 21656
  • Low-priced hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Arborview at Riverside in Liriope
+1-888-469-4795
1307 Liriope Court, Belcamp, MD 21017 ~27.14 miles northwest of 21656
  • 4 star property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE, an - Harrington
+1-888-734-9421
17271 South Dupont Highway, Harrington, DE 19952 ~27.15 miles southeast of 21656
  • 3-star hotel
  • Hotel has 3 floors
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Belcamp Aberdeen Area An Ihg Hotel
+1-888-841-5292
1326 Policy Dr., Belcamp, MI 21017 ~27.17 miles northwest of 21656
  • Affordable Suburban property
  • Gym / Fitness Center Available
From$80
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn
+1-888-455-5160
76 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~27.23 miles west of 21656
  • Affordable hotel
  • Check-in time: 15:00
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn
+1-888-965-8297
74 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~27.27 miles west of 21656
  • Cheap hotel
  • Free breakfast
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
+1-888-906-6358
1807 Edgewood Rd., Edgewood, MD 21040 ~27.40 miles northwest of 21656
  • Midscale Suburban property
  • Free breakfast available
From$54
Average 3.0 /5 Review Score Call BookMore Details
Extended Stay America Suites Baltimore Bel Air Aberdeen
+1-888-749-6785
1361 James Way, Bel Air, MD 21015 ~27.40 miles northwest of 21656
  • Economical Highway hotel
  • 3 floors in property
From$104
Average 3.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Edgewood Aberdeen in Belcamp
+1-888-878-9982
1357 Belcamp Rd., Belcamp, MD 21017 ~27.40 miles northwest of 21656
  • High-end Rural property
  • 4 floors in hotel
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details

Next: Show All Available 21656 Hotels with Pricing

Graph: Upcoming 20 Days of 21656 Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Chestertown, MD discounts available. The chart reflects the cheapest Chestertown hotel for each day and each star rating category.

FAQs about hotels near 21656

What are the best rated hotels near 21656?

The Inn at Chesapeake Bay Beach Club, Hilton Garden Inn Dover and Fairfield Inn & Suites by Marriott Easton are the best rated hotels based on customer reviews in the last 365 days.

What are the top luxurious hotels near 21656?

Hilton Tampa Downtown, Wye River a Dolce Conference Center and Kent Island Resort are the top 3 luxury hotels near 21656.

What hotels are closest to the area of 21656?

Driftwood Inn, Red Roof Inn & Suites Chestertown, and Comfort Inn & Suites Chestertown are the properties closest to 21656.

How much does a cheap hotel near 21656 cost per night?

In the last year, a 2 star hotel near 21656 can be as cheap as $96.89 per night. (based on HotelPlanner prices)

How much does a 3 star hotel near 21656 cost per night?

In the last year, the average 3 star hotel near 21656 has been $123.00 per night. (based on HotelPlanner prices)

What are the best independent hotels near 21656?

The Inn at Chesapeake Bay Beach Club, Bally's Dover Casino Resort and Holiday Inn Express Hotel & Suites Dover, an IHG Hotel are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels near 21656?

Fairfield Inn & Suites by Marriott Easton, Residence Inn Marriott Dover and SpringHill Suites Baltimore White Marsh are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the most popular Choice Hotels branded hotels near 21656?

Comfort Inn & Suites, Comfort Inn & Suites Chestertown and Quality Inn are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best Best Western hotels near 21656?

Best Western Denton Inn, Best Western Plus Easton Inn & Suites and Best Western Galaxy Inn are the best rated Best Western branded hotels (based on user reviews score).

What are the best IHG hotels near 21656?

Holiday Inn Exp Stes Middletown, Holiday Inn Express Annapolis - Kent Island, an IHG Hotel and Holiday Inn Express Hotel & Suites Harrington-Dover area, DE, an are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Back to Top