Star rating
Hotel name
Price range (GBP) to
Amenities
+ more

Chestertown Hotels & Motels Allowing Pets

Comfort Inn & Suites Chestertown in Chestertown
+1-888-389-4121
150 Scheeler Rd., Chestertown, MD 21620
  • Animals Policy: We do allow pets. $25 non-refundable pet deposit per day.
  • Three Star Suburban hotel
From$90
Very good 4.0 /5 Review Score Call BookMore Details
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 Chestertown" Get Alexa Skill →
Best Western Kent Narrows Inn - Grasonville
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 ~19.04 miles southwest of Chestertown
  • Pets Policy: Pets accepted. $30 per night fee.
  • Affordable Resort hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites Edgewood Aberdeen - Belcamp
+1-800-716-8490
1357 Belcamp Rd., Belcamp, MD 21017 ~21.21 miles northwest of Chestertown
  • Pet Friendly Policy: We are happy to see you traveling with your pets and welcome you at Towneplace Suites. The pet fee is one-time non-refundable $100.00
  • High-end Rural property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Aberdeen-Bel Air by IHG - Bel Air
+1-800-805-5223
4216 Philadelphia Rd., Bel Air, MD 21015 ~21.34 miles northwest of Chestertown
  • Pet Friendly Policy: 1 -15 nights $50 1 pet non-refundable. 16-30 nights $75.00 1 pet non-refundable. 30+ nights $150.00 1 pet non-refundable.
  • Midscale Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Aberdeen in Aberdeen
+1-888-965-1860
783 West Bel Air Ave., Aberdeen, MD 21001 ~22.53 miles north of Chestertown
  • Pets Allowed: $10.0 per pet per night
  • 2-star Highway property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh in Baltimore
+1-888-788-5576
5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pet Policy: Pet friendly $100 non-refundable
  • 3-star Suburban property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh : 4980 Mercantile Rd.
+1-888-897-9207
4980 Mercantile Rd., Baltimore, MD 21236 ~23.86 miles west of Chestertown
  • Pets/Dogs Policy: Pet Fee $100 (max of two pets per room)
  • Mid-scale Suburban property
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center
+1-888-311-4278
5625 O'donnell St., Baltimore, MD 21224 ~26.13 miles west of Chestertown
  • Pet Policy: Pets allowed
  • Midscale Highway hotel
From$72
Average 3.0 /5 Recent Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection - Annapolis
+1-888-469-4795
80 Compromise St., Annapolis, MD 21401 ~27.59 miles southwest of Chestertown
  • Pets/Dogs Policy: We take all pets, $100 one time cleaning fee
  • 4 star Downtown property
From$75
Very good 4.0 /5 Read Reviews Call BookMore Details
Graduate by Hilton Annapolis : 126 West St.
+1-888-734-9421
126 West St., Annapolis, MD 21401 ~28.06 miles southwest of Chestertown
  • Pet Friendly Policy: We do welcome pets at Graduate by Hilton Annapolis. USD 75 plus tax per stay up to 7 days, if the stay is longer charge a second pet fee
  • High end Downtown property
From$100
Very good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Henderson's Wharf, Ascend Hotel Collection : 1000 Fell St.
+1-888-841-5292
1000 Fell St., Baltimore, MD 21231 ~28.36 miles west of Chestertown
  • Pets/Dogs Policy: Service animals only
  • Mid-scale Downtown property
From$159
Excellent 5.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis - Annapolis
+1-888-455-5160
100 Westgate Cir, Annapolis, MD 21401 ~28.40 miles southwest of Chestertown
  • Animals Policy: Pets permitted.
  • High end Downtown property
From$139
Very good 4.0 /5 Review Score Call BookMore Details
The William Fell Tapestry Collection by Hilton - Baltimore
+1-888-965-8297
888 South Broadway, Baltimore, MD 21231 ~28.58 miles west of Chestertown
  • Pet Friendly Policy: pet friendly, no charge
  • Midscale Downtown property
From$109
Very good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical - Baltimore
+1-888-906-6358
800 North Wolfe St., Baltimore, MD 21205 ~28.70 miles west of Chestertown
  • Pets/Dogs Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Mid-scale Downtown property
From$62
Very good 4.0 /5 Recent Reviews Call BookMore Details
Canopy by Hilton Baltimore Harbor Point in Baltimore
+1-888-749-6785
1215 Wills St., Baltimore, MD 21231 ~28.79 miles west of Chestertown
  • Pet Policy: Service animals allowed: Yes Pets allowed: Yes Deposit: $50.00 (Non-Refundable) Maximum Weight: 75 lbs
  • Four-star Downtown hotel
From$75
Average 3.0 /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 Chestertown" Get Alexa Skill →
Hyatt Place Baltimore Inner Harbor - Baltimore
+1-888-878-9982
511 South Central Ave., Baltimore, MD 21202 ~28.89 miles west of Chestertown
  • Pets Policy: Pet fee: 1-6 nights USD 75 per stay for stays plus USD 100 for stays 7-30 nights
  • Mid-scale Downtown hotel
From$85
Very good 4.0 /5 Recent Reviews Call BookMore Details
TRU by Hilton Baltimore Harbor East in Baltimore
+1-888-389-4485
411 South Central Ave., Baltimore, MD 21202 ~28.92 miles west of Chestertown
  • Pet Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • Mid-scale Downtown hotel
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wyndham Garden Dover Downtown in Dover
+1-888-389-4121
561 North Dupont Highway, Dover, DE 19901 ~29.11 miles east of Chestertown
  • Pets Allowed Policy: We accept up to 2 small pets with a $50 non-refundable deposit. Guest must tell front desk agent at check in.
  • 3-star Downtown property
From$71
Average 3.0 /5 Read Reviews Call BookMore Details
Roost Baltimore in Baltimore
+1-888-675-2083
2460 Terrapin Way, Baltimore, MD 21215 ~29.19 miles west of Chestertown
  • Pets/Dogs Policy: Dogs accepted.
  • Four-star property
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Pier 5 Hotel Baltimore : 711 Eastern Ave.
+1-800-716-8490
711 Eastern Ave., Baltimore, MD 21202 ~29.21 miles west of Chestertown
  • Animals Policy: Pet fee required - Contact Hotel
  • Three Star Downtown property
From$139
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie : 6323 Ritchie Highway
+1-800-805-5223
6323 Ritchie Highway, Glen Burnie, MD 21061 ~29.21 miles west of Chestertown
  • Animals Policy: Pets are allowed for free - 20lb or less
  • Midscale Suburban hotel
From$75
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie : 6600 Ritchie Highway
+1-888-965-1860
6600 Ritchie Highway, Glen Burnie, MD 21061 ~29.23 miles west of Chestertown
  • Pet-friendly Policy: Pets are allowed in the pet friendly rooms only. $20.00 + tax per pet per night will apply. based on availability only.
  • Inexpensive Airport hotel
From$57
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-788-5576
1 Center Dr., North East, MD 21901 ~29.39 miles north of Chestertown
  • Pet Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Three Star Rural hotel
From$67
Average 3.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel
+1-888-897-9207
17 Commerce St., Baltimore, MD 21202 ~29.55 miles west of Chestertown
  • Pets Allowed Policy: Pets are allowed on designated floor with a fee required based on the length of stay. For stays between 1 and 6 nights, a $49.00 fee applies. For stays 7 or more nights, a $99.00 fee applies. Please register pets at check in to avoid penalty charges for non-pet rooms.
  • Midscale Downtown property
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor
+1-888-311-4278
120 East Lombard St., Baltimore, MD 21202 ~29.65 miles west of Chestertown
  • Pets Policy: Pet Friendly. $35.00 non-refundable deposit then $10.00 per day, per animal.
  • Three Star Downtown hotel
From$59
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor
+1-888-469-4795
17 Light St., Baltimore, MD 21202 ~29.72 miles west of Chestertown
  • Pet Friendly Policy: $100 non refundable pet fee deposit per stay. Pets must be under 50 pounds
  • 3 star Downtown hotel
From$141
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Dover De - Dover
+1-888-734-9421
222 South Dupont Highway, Dover, DE 19901 ~29.76 miles east of Chestertown
  • Pet Policy: Must sign pet policy form. $25 per night with cap of $50.
  • Cheap Downtown hotel
From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites in Annapolis
+1-888-841-5292
Hampton Inn 124, Annapolis, MD 21401 ~29.81 miles southwest of Chestertown
  • Pets Policy: Non-refundable fee: $50.00 Pet policy: 1-4 night stay $50; 5+ night stay $75; 2 pets max; dog or cat only
  • Affordable Highway property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites Baltimore Inner Harbor An Ihg Hotel : 101 North Charles
+1-888-455-5160
101 North Charles, Baltimore, MD 21201 ~29.82 miles west of Chestertown
  • Pets Welcome
  • Midscale Downtown property
From$89
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Hotel Ulysses : 2 East Read St.
+1-888-965-8297
2 East Read St., Baltimore, MD 21202 ~29.84 miles west of Chestertown
  • Pet-friendly Policy: Pet Friendly
  • Four-star Downtown hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel
+1-888-906-6358
2 North Charles St., Baltimore, MD 21201 ~29.85 miles west of Chestertown
  • Pet-friendly Policy: We love pets! Your pet is welcomed by name. Sometimes, our Directors of Pet Relations might be there to greet you with a tail wag. A selection of hotel amenities and extras including plush pet-bed loaners in your guest room, food, water bowls and mats. A concierge list of nearby pet-friendly restaurants, parks, groomers and pet boutiques. Door hangers alert other hotel guests and staff that your cat, dog, or other beloved pet is in the room. Courtesy bags for walking your dog. No additional charge for pets, no deposit required No size/weight limit No limit on number of pets allowed Nightly wine reception — pets are welcome to join the party at select hotels! We are partnered with Wag!, a mobile platform that connects pet owners with professional caregivers for pet boarding, sitting and walking. Kimpton guests will receive a complimentary month of the normally subscription fee-based Wag! Premium with every stay. This in turn gives 10% off every pet service.
  • Expensive Downtown hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Radisson Hotel Baltimore Downtown Inner Harbor
+1-888-749-6785
101 West Fayette St., Baltimore, MD 21201 ~29.90 miles west of Chestertown
  • Pets Allowed: Relax with your companion at our Baltimore pet friendly hotel. Rest assured that Radisson Hotel Baltimore Downtown-Inner Harbor is the ideal location for pet lovers, and allow our pet friendly hotel to pamper you both. With your pet by your side, traveling to Baltimore becomes even more enjoyable. While taking in all the excitement of downtown Baltimore and the vibrant Inner Harbor, be sure to include your pet in on the fun! The following Baltimore activities are all pet friendly. Pet Policy: Please contact the hotel with any questions.
  • 3-star Downtown property
Days Inn by Wyndham Baltimore Inner Harbor : 100 Hopkins Pl
+1-888-878-9982
100 Hopkins Pl, Baltimore, MD 21201 ~29.93 miles west of Chestertown
  • Pets Policy: 1 Dog per room under 20lbs/ non-refundable pet fee $50.00 per stay
  • 3-star Downtown property
From$73
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Baltimore Inner Harbor
+1-888-389-4485
401 West Pratt St., Baltimore, MD 21201 ~30.07 miles west of Chestertown
  • Pet Policy: We allow pets up to 75 lbs. There is a $75 non-refundable pet deposit per night.
  • 4 star Downtown hotel
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis
+1-888-389-4121
2520 Riva Rd. Building C, Annapolis, MD 21401 ~30.16 miles southwest of Chestertown
  • Animals Policy: **No pit bulls allowed**Pets allowed based on the availability of pet friendly rooms. Up to 2 dogs per room with an 80 pound weight limit. Additional pet types (cats, birds, etc) may be accepted at the hotel's discretion.
  • Low Cost Suburban hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Annapolis - Annapolis
+1-888-675-2083
2520 Riva Rd., Annapolis, MD 21401 ~30.17 miles southwest of Chestertown
  • Pet Friendly Policy: **No pit bulls allowed**Pets allowed based on the availability of pet friendly rooms. Up to 2 dogs per room with an 80 pound weight limit. Additional pet types (cats, birds, etc) may be accepted at the hotel's discretion.
  • Low-priced Suburban hotel
From$84
Average 3.0 /5 Review Score Call BookMore Details
Best Western Chesapeake Bay North Inn : 39 Elwoods Rd.
+1-800-716-8490
39 Elwoods Rd., North East, MD 21901 ~30.29 miles north of Chestertown
  • Pets/Dogs Policy: Pet fee 15.00 per night
  • Mid-scale Rural hotel
From$71
Very good 4.0 /5 Latest Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG in Annapolis
+1-800-805-5223
1 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Pet Policy: Complimentary Parking Enjoy free parking when staying with us. FULL KITCHENS Unload your groceries and cook a great meal. Specialty kitchen appliances available to borrow at the front desk. Complimentary Guest Laundry Feel free to use our complimentary, 24/7 laundry facility at your convenience. PET FRIENDLY At Candlewood Suites, we welcome your pets and know they are part of the family (fees & restriction apply). WEEKLY HOUSEKEEPING We perform one full service cleaning weekly Complementary WiFi Enjoy our complimentary fast WiFi to make the most of your time online at work or play. Your Spacious Suite Whichever suite you choose, it’ll be spacious, comfortable, and complete with everything you need to live, work, and relax while you’re away from home.
  • 3-star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-888-965-1860
124 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Pet Policy: Pets allowed; 2 per room. Must sign pet policy at check in
  • 3-star Suburban hotel
From$70
Very good 4.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis in Annapolis
+1-888-788-5576
2600 Housley Rd., Annapolis, MD 21401 ~30.40 miles southwest of Chestertown
  • Pets Allowed Policy: Pets are allowed in our pet-friendly king suites only. We charge a one-time, non-refundable pet fee of $75.00.
  • Three Star Suburban hotel
From$69
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Annapolis in Annapolis
+1-888-897-9207
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~30.53 miles southwest of Chestertown
  • Pets Policy: We WELCOME Dogs and Cats! Max of 2. $75 Pet Fee for 1-3 nights and $150 Pet Fee for 4 plus nights.
  • 3-star property
From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+1-888-311-4278
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~30.57 miles southwest of Chestertown
  • Pet Friendly Policy: $75 per pet, (up to two pets) for stays 1-6 nights, then $25 per week thereafter.
  • High-end Suburban hotel
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Clarion Hotel & Suites BWI Airport North
+1-888-469-4795
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 ~30.77 miles west of Chestertown
  • Pets Allowed Policy: We allow service dogs.
  • 3-star Airport hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton / Home2 Suites Towson - Towson
+1-888-734-9421
21 West Susquehanna Ave., Towson, MD 21204 ~31.53 miles west of Chestertown
  • Pets Allowed: 2 Pets Maximum $75 1-4 nights per stay $125 5+ nights
  • Midscale Downtown hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Baltimore North in Towson
+1-888-841-5292
903 Dulaney Valley Rd., Towson, MD 21204 ~31.54 miles west of Chestertown
  • Pets Allowed: Pet Friendly. Complimentary, up to 25 pounds.
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Easton : 7018 Ocean Gateway
+1-888-455-5160
7018 Ocean Gateway, Easton, MD 21601 ~32.19 miles south of Chestertown
  • Pet Policy: allowed
  • 3 star hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Delta Marriott Baltimore North
+1-888-965-8297
5100 Falls Rd., Baltimore, MD 21210 ~32.56 miles west of Chestertown
  • Pets Allowed: Pet Friendly, $75.00 fee
  • Mid-scale Suburban hotel
From$74
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Baltimore / BWI Airport
+1-888-906-6358
940 International Dr., Linthicum Heights, MD 21090 ~32.66 miles west of Chestertown
  • Pet Policy: We welcome pets and have an area in the rear of the hotel. We have amenities; however only allow a maximum of two pets per guestroom. Pets must be housebroken and cannot exceed 50 pounds. A non-refundable $75 cleaning fee will be charged for the visit. If you would like to learn more about our pet packages or arrange for a pet friendly room. Notify hotel at least three days in advance of your arrival.
  • Three Star Airport hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Bwi - Linthicum
+1-888-749-6785
1171 Winterson Rd., Linthicum, MD 21090 ~32.71 miles west of Chestertown
  • Pet Friendly Policy: $100 non-refundable pet sanitation fee
  • Three Star Airport hotel
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Newark Elkton in Elkton
+1-888-878-9982
304 Belle Hill Rd., Elkton, MD 21921 ~32.73 miles northeast of Chestertown
  • Pet Friendly Policy: Pets friendly - fees apply
  • Economical Rural property
From$60
Very good 4.0 /5 Read Reviews Call BookMore Details

Next: Show All Available Pet Friendly Hotels with Pricing
Back to Top