Chestertown Hotels & Motels Allowing Pets

Comfort Inn & Suites Chestertown
+1-888-389-4121
150 Scheeler Rd., Chestertown, MD 21620 +1-888-389-4121
  • Pet Policy: We do allow pets. $25 non-refundable pet deposit per day.
  • 3-star Suburban property
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Kent Narrows Inn - Grasonville
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 +1-888-675-2083 ~19.04 miles southwest of Chestertown
  • Pet-friendly Policy: Pets accepted. $30 per night fee.
  • Mid-scale Resort hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore / Aberdeen Md in Aberdeen
+1-800-716-8490
20 Newton Rd., Aberdeen, MD 21001 +1-800-716-8490 ~20.61 miles north of Chestertown
  • Pets Policy: Pet Friendly $50.00 1-4 nights, $75.00 5-10 nights, $125.00 11+nights, Only dogs and cats allowed
  • Economy Suburban property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Candlewood Suites by Ihg
+1-800-805-5223
4216 Philadelphia Rd., Bel Air, MD 21015 +1-800-805-5223 ~21.34 miles northwest of Chestertown
  • Pets Allowed: 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 hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Aberdeen-APG in Aberdeen
+1-888-965-1860
793 West Bel Air Ave., Aberdeen, MD 21001 +1-888-965-1860 ~22.62 miles north of Chestertown
  • Pets/Dogs Policy: Pet stays free
  • Low Cost Rural property
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh : 5015 Campbell Blvd.
+1-888-788-5576
5015 Campbell Blvd., Baltimore, MD 21236 +1-888-788-5576 ~23.76 miles west of Chestertown
  • Pets Allowed: Pet friendly $100 non-refundable
  • Mid-scale Suburban property
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh in White Marsh
+1-888-897-9207
4980 Mercantile Rd., White Marsh, MD 21236 +1-888-897-9207 ~23.86 miles west of Chestertown
  • Pets/Dogs Policy: Pet Fee $100 (max of two pets per room)
  • Three Star Suburban property
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center
+1-888-311-4278
5625 O'donnell St., Baltimore, MD 21224 +1-888-311-4278 ~26.13 miles west of Chestertown
  • Pet Friendly Policy: Pets allowed
  • 3 star Highway property
From$72
Average 3.0 /5 Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection
+1-888-469-4795
80 Compromise St., Annapolis, MD 21401 +1-888-469-4795 ~27.59 miles southwest of Chestertown
  • Pets Allowed: We take all pets, $100 one time cleaning fee
  • Four star Downtown property
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Inn at Henderson's Wharf - Baltimore
+1-888-734-9421
1000 Fell St., Baltimore, MD 21231 +1-888-734-9421 ~28.36 miles west of Chestertown
  • Pets Policy: Service animals only
  • Three Star Downtown property
From$159
Excellent 5.0 /5 Review Score Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-841-5292
100 Westgate Cir, Annapolis, MD 21401 +1-888-841-5292 ~28.40 miles southwest of Chestertown
  • Pets Allowed Policy: Pets permitted.
  • High end Downtown property
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Admiral Fell Inn Baltimore Harbor Ascend Hotel Collection - Baltimore
+1-888-455-5160
888 South Broadway, Baltimore, MD 21231 +1-888-455-5160 ~28.58 miles west of Chestertown
  • Pets Policy: pet friendly, no charge
  • Midscale Downtown property
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical : 800 North Wolfe St.
+1-888-965-8297
800 North Wolfe St., Baltimore, MD 21205 +1-888-965-8297 ~28.70 miles west of Chestertown
  • Animals Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Three Star Downtown hotel
From$62
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Canopy by Hilton Baltimore Harbor Point
+1-888-906-6358
1215 Wills St., Baltimore, MD 21231 +1-888-906-6358 ~28.79 miles west of Chestertown
  • Pets Allowed: Service animals allowed: Yes Pets allowed: Yes Deposit: $50.00 (Non-Refundable) Maximum Weight: 75 lbs
  • High-end Downtown property
From$75
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor
+1-888-749-6785
511 South Central Ave., Baltimore, MD 21202 +1-888-749-6785 ~28.89 miles west of Chestertown
  • Pet Friendly Policy: Pet-friendly Your dogs are welcome at Hyatt Place Baltimore - Inner Harbor. Fees Up to 6 nights: nights: $75 per day 7 nights or more: Additional $100 deep-cleaning fee 30+ nights: fee based on hotel's discretion Weight Limits 50 pounds or lighter 2 dogs per room, 75 pounds total
  • Mid-scale Downtown property
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Extended Stay America Suites Baltimore Glen Burnie
+1-888-878-9982
104 Chesapeake Centre Court, Glen Burnie, MD 21061 +1-888-878-9982 ~28.92 miles west of Chestertown
  • Pets Allowed Policy: 1 PET PER ROOM WITH A PET FEE OF $25.00 PLUS TAX PER NIGHT NOT TO EXCEED $150.00
  • Economical Rural hotel
From$99
Very Good 4.5 /5 Latest Reviews Call BookMore Details
TRU by Hilton Baltimore Harbor East
+1-888-389-4485
411 South Central Ave., Baltimore, MD 21202 +1-888-389-4485 ~28.92 miles west of Chestertown
  • Pets Allowed Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • Midscale Downtown property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Wyndham Garden Dover Downtown
+1-888-389-4121
561 North Dupont Highway, Dover, DE 19901 +1-888-389-4121 ~29.11 miles east of Chestertown
  • Pets/Dogs Policy: We accept up to 2 small pets with a $50 non-refundable deposit. Guest must tell front desk agent at check in.
  • Mid-scale Downtown property
From$71
Average 3.0 /5 Recent Reviews Call BookMore Details
Roost Baltimore in Baltimore
+1-888-675-2083
2460 Terrapin Way, Baltimore, MD 21215 +1-888-675-2083 ~29.19 miles west of Chestertown
  • Pet Policy: Dogs accepted.
  • High end property
From$129
Average 3.0 /5 Latest Reviews Call BookMore Details
Pier 5 Hotel Baltimore Curio Collection by Hilton - Baltimore
+1-800-716-8490
711 Eastern Ave., Baltimore, MD 21202 +1-800-716-8490 ~29.21 miles west of Chestertown
  • Pets/Dogs Policy: Pet fee required - Contact Hotel
  • Three Star Downtown property
From$139
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie
+1-800-805-5223
6600 Ritchie Highway, Glen Burnie, MD 21061 +1-800-805-5223 ~29.23 miles west of Chestertown
  • Animals Policy: Pets are allowed in the pet friendly rooms only. $20.00 + tax per pet per night will apply. based on availability only.
  • Economy Airport property
From$57
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites - North East
+1-888-965-1860
1 Center Dr., North East, MD 21901 +1-888-965-1860 ~29.39 miles north of Chestertown
  • Pets Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Affordable Rural property
From$67
Average 3.0 /5 Reviews Call BookMore Details
Sleep Inn & Suites Downtown Inner Harbor
+1-888-788-5576
301 Fallsway, Baltimore, MD 21202 +1-888-788-5576 ~29.45 miles west of Chestertown
  • Pets Policy: $35 PER NIGHT, PER PET, UP TO 80 POUNDS
  • Mid-scale Downtown property
From$70
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Baltimore Downtown - Baltimore
+1-888-897-9207
221 North Gay St., Baltimore, MD 21202 +1-888-897-9207 ~29.49 miles west of Chestertown
  • Pets Allowed Policy: We accept small pets average 25 lbs. A $50 non refundable fee per pet is required.
  • 3-star Downtown property
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel - Baltimore
+1-888-311-4278
17 Commerce St., Baltimore, MD 21202 +1-888-311-4278 ~29.55 miles west of Chestertown
  • Pets Allowed: 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.
  • 3 star Downtown hotel
From$65
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor
+1-888-469-4795
120 East Lombard St., Baltimore, MD 21202 +1-888-469-4795 ~29.65 miles west of Chestertown
  • Animals Policy: Pet Friendly. $35.00 non-refundable deposit then $10.00 per day, per animal.
  • Affordable Downtown hotel
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor
+1-888-734-9421
17 Light St., Baltimore, MD 21202 +1-888-734-9421 ~29.72 miles west of Chestertown
  • Pet Policy: $100 non refundable pet fee deposit per stay. Pets must be under 50 pounds
  • Three Star Downtown property
From$141
Very Good 4.5 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Dover, DE in Dover
+1-888-841-5292
222 South Dupont Highway, Dover, DE 19901 +1-888-841-5292 ~29.76 miles east of Chestertown
  • Pets Allowed: Must sign pet policy form. $25 per night with cap of $50.
  • Economical Downtown property
From$99
Very Good 4.0 /5 Read 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 +1-888-455-5160 ~29.82 miles west of Chestertown
  • Pets Welcome
  • Three Star Downtown property
From$89
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore Downtown, MD in Baltimore
+1-888-965-8297
8 East Pleasant St., Baltimore, MD 21202 +1-888-965-8297 ~29.85 miles west of Chestertown
  • Pets Allowed Policy: 100% Pet Friendly ($75.00 one time fee, per pet)
  • Midscale Downtown property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor - Baltimore
+1-888-906-6358
2 North Charles St., Baltimore, MD 21201 +1-888-906-6358 ~29.85 miles west of Chestertown
  • Animals 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.
  • High-end Downtown hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Baltimore Inner Harbor in Baltimore
+1-888-749-6785
100 Hopkins Pl, Baltimore, MD 21201 +1-888-749-6785 ~29.93 miles west of Chestertown
  • Pet Policy: 1 Dog per room under 20lbs/ non-refundable pet fee $50.00 per stay
  • Three Star Downtown property
From$73
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ulysses
+1-888-878-9982
2 East Read St., Baltimore, MD 21202 +1-888-878-9982 ~29.98 miles west of Chestertown
  • Pets Policy: Pet Friendly
  • Luxurious 5 Star Downtown property
From$150
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Inner Harbor : 301 West Lombard St.
+1-888-389-4485
301 West Lombard St., Baltimore, MD 21201 +1-888-389-4485 ~30.05 miles west of Chestertown
  • Pets/Dogs Policy: Up to 30 lbs. $25 non refundable deposit.
  • 3-star Downtown property
From$70
Average 3.0 /5 Latest Reviews Call BookMore Details
Springhill Suites Baltimore Downtown Convention Center
+1-888-389-4121
100 North Eutaw St., Baltimore, MD 21201 +1-888-389-4121 ~30.15 miles west of Chestertown
  • Animals Policy: $75 non-refundable pet fee
  • 3-star Downtown property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Annapolis : 2520 Riva Rd.
+1-888-675-2083
2520 Riva Rd., Annapolis, MD 21401 +1-888-675-2083 ~30.17 miles southwest of Chestertown
  • Pet 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.
  • Cheap Suburban hotel
From$84
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Chesapeake Bay North Inn - North East
+1-800-716-8490
39 Elwoods Rd., North East, MD 21901 +1-800-716-8490 ~30.29 miles north of Chestertown
  • Animals Policy: Pet fee 15.00 per night
  • Three Star Rural hotel
From$71
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-800-805-5223
124 Womack Dr., Annapolis, MD 21401 +1-800-805-5223 ~30.39 miles southwest of Chestertown
  • Pet Friendly Policy: Pets allowed; 2 per room. Must sign pet policy at check in
  • 3 star Suburban property
From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis
+1-888-965-1860
2600 Housley Rd., Annapolis, MD 21401 +1-888-965-1860 ~30.40 miles southwest of Chestertown
  • Pet Friendly Policy: Pets are allowed in our pet-friendly king suites only. We charge a one-time, non-refundable pet fee of $75.00.
  • 3 star Suburban hotel
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Sonesta Es Suites Annapolis
+1-888-788-5576
170 Admiral Cochrane Dr., Annapolis, MD 21401 +1-888-788-5576 ~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 Latest Reviews Call BookMore Details
Clarion Hotel & Suites BWI Airport North : 6921 Baltimore Annapolis Blvd.
+1-888-897-9207
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 +1-888-897-9207 ~30.77 miles west of Chestertown
  • Animals Policy: We allow service dogs.
  • 3-star Airport hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Towson : 21 West Susquehanna Ave.
+1-888-311-4278
21 West Susquehanna Ave., Towson, MD 21204 +1-888-311-4278 ~31.53 miles west of Chestertown
  • Pets Allowed Policy: 2 Pets Maximum $75 1-4 nights per stay $125 5+ nights
  • Midscale Downtown property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Sheraton Baltimore North Hotel in Towson
+1-888-469-4795
903 Dulaney Valley Rd., Towson, MD 21204 +1-888-469-4795 ~31.54 miles west of Chestertown
  • Pets/Dogs Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • Four-star Suburban property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Easton - Easton
+1-888-734-9421
7018 Ocean Gateway, Easton, MD 21601 +1-888-734-9421 ~32.19 miles south of Chestertown
  • Pets Allowed Policy: allowed
  • Affordable hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Maritime Conference Center in Linthicum
+1-888-841-5292
692 Maritime Blvd., Linthicum, MD 21090 +1-888-841-5292 ~32.34 miles west of Chestertown
  • Pet-friendly Policy: $75.00 non refundable cleaning pet fee per stay, per room.
  • Mid-scale Airport hotel
From$117
Average 3.0 /5 Review Score Call BookMore Details
Delta Marriott Baltimore North : 5100 Falls Rd.
+1-888-455-5160
5100 Falls Rd., Baltimore, MD 21210 +1-888-455-5160 ~32.56 miles west of Chestertown
  • Pets Allowed: Pet Friendly, $75.00 fee
  • 3 star Suburban hotel
From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Baltimore / BWI Airport - Linthicum Heights
+1-888-965-8297
940 International Dr., Linthicum Heights, MD 21090 +1-888-965-8297 ~32.66 miles west of Chestertown
  • Pets/Dogs 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.
  • Midscale Airport hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites Bwi
+1-888-906-6358
1171 Winterson Rd., Linthicum, MD 21090 +1-888-906-6358 ~32.71 miles west of Chestertown
  • Pets Allowed: $100 non-refundable pet sanitation fee
  • Mid-scale Airport hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Newark Elkton : 304 Belle Hill Rd.
+1-888-749-6785
304 Belle Hill Rd., Elkton, MD 21921 +1-888-749-6785 ~32.73 miles northeast of Chestertown
  • Pet-friendly Policy: Pets friendly - fees apply
  • Two-star Rural property
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aloft BWI Baltimore Washington International Airport
+1-888-878-9982
1741 West Nursery Rd., Linthicum, MD 21090 +1-888-878-9982 ~32.77 miles west of Chestertown
  • Pets Allowed: The Aloft is a pet friendly hotel.
  • 3 star Airport property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
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