Chestertown Hotels & Motels Allowing Pets

Comfort Inn & Suites Chestertown - 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 Reviews Call BookMore Details
Best Western Kent Narrows Inn
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 +1-888-675-2083 ~19.04 miles southwest of Chestertown
  • Pets Policy: Pets accepted. $30 per night fee.
  • 3-star Resort hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites Edgewood Aberdeen - Belcamp
+1-800-716-8490
1357 Belcamp Rd., Belcamp, MD 21017 +1-800-716-8490 ~21.21 miles northwest of Chestertown
  • Pets 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
  • Affordable Rural hotel
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Aberdeen-Bel Air by IHG : 4216 Philadelphia Rd.
+1-800-805-5223
4216 Philadelphia Rd., Bel Air, MD 21015 +1-800-805-5223 ~21.34 miles northwest of Chestertown
  • Pets Allowed 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.
  • Three Star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Aberdeen
+1-888-965-1860
783 West Bel Air Ave., Aberdeen, MD 21001 +1-888-965-1860 ~22.53 miles north of Chestertown
  • Pet Policy: $10.0 per pet per night
  • Two-star Highway hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore / White Marsh - White Marsh
+1-888-788-5576
10465 Philadelphia Rd., White Marsh, MD 21162 +1-888-788-5576 ~22.99 miles northwest of Chestertown
  • Pets Policy: 100.00 non refundable - 2 pet max per room.
  • Three Star Suburban hotel
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Baltimore / White Marsh
+1-888-897-9207
5015 Campbell Blvd., Baltimore, MD 21236 +1-888-897-9207 ~23.76 miles west of Chestertown
  • Pets Allowed Policy: Pet friendly $100 non-refundable
  • 3 star Suburban hotel
From$89
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh - Baltimore
+1-888-311-4278
4980 Mercantile Rd., Baltimore, MD 21236 +1-888-311-4278 ~23.86 miles west of Chestertown
  • Animals Policy: Pet Fee $100 (max of two pets per room)
  • 3-star Suburban property
From$109
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center in Baltimore
+1-888-469-4795
5625 O'donnell St., Baltimore, MD 21224 +1-888-469-4795 ~26.13 miles west of Chestertown
  • Pets Policy: Pets allowed
  • Affordable Highway property
From$72
Average 3.0 /5 Latest Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection
+1-888-734-9421
80 Compromise St., Annapolis, MD 21401 +1-888-734-9421 ~27.59 miles southwest of Chestertown
  • Pets Allowed Policy: We take all pets, $100 one time cleaning fee
  • 4 star Downtown hotel
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis
+1-888-841-5292
126 West St., Annapolis, MD 21401 +1-888-841-5292 ~28.06 miles southwest of Chestertown
  • Pets Allowed: 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
  • Expensive Downtown hotel
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
The Inn at Henderson's Wharf, an Ascend Collection Hotel - Baltimore
+1-888-455-5160
1000 Fell St., Baltimore, MD 21231 +1-888-455-5160 ~28.36 miles west of Chestertown
  • Animals Policy: Service animals only
  • Mid-scale Downtown property
From$159
Excellent 5.0 /5 Guest Reviews Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-965-8297
100 Westgate Cir, Annapolis, MD 21401 +1-888-965-8297 ~28.40 miles southwest of Chestertown
  • Pets/Dogs Policy: Pets permitted.
  • High-end Downtown hotel
From$139
Very Good 4.0 /5 Review Score Call BookMore Details
The William Fell Tapestry Collection by Hilton - Baltimore
+1-888-906-6358
888 South Broadway, Baltimore, MD 21231 +1-888-906-6358 ~28.58 miles west of Chestertown
  • Pet-friendly Policy: pet friendly, no charge
  • Affordable Downtown hotel
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical - Baltimore
+1-888-749-6785
800 North Wolfe St., Baltimore, MD 21205 +1-888-749-6785 ~28.70 miles west of Chestertown
  • Animals Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Mid-scale Downtown hotel
From$62
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Canopy by Hilton Baltimore Harbor Point in Baltimore
+1-888-878-9982
1215 Wills St., Baltimore, MD 21231 +1-888-878-9982 ~28.79 miles west of Chestertown
  • Animals Policy: 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 Hotel Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor - Baltimore
+1-888-389-4485
511 South Central Ave., Baltimore, MD 21202 +1-888-389-4485 ~28.89 miles west of Chestertown
  • Animals Policy: Pet fee: 1-6 nights USD 75 per stay for stays plus USD 100 for stays 7-30 nights
  • 3-star Downtown property
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
TRU by Hilton Baltimore Harbor East in Baltimore
+1-888-389-4121
411 South Central Ave., Baltimore, MD 21202 +1-888-389-4121 ~28.92 miles west of Chestertown
  • Pets/Dogs Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • 3 star Downtown property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Dover Downtown : 561 North Dupont Highway
+1-888-675-2083
561 North Dupont Highway, Dover, DE 19901 +1-888-675-2083 ~29.11 miles east of Chestertown
  • Pet 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 hotel
From$71
Average 3.0 /5 Read Reviews Call BookMore Details
Roost Baltimore in Baltimore
+1-800-716-8490
2460 Terrapin Way, Baltimore, MD 21215 +1-800-716-8490 ~29.19 miles west of Chestertown
  • Pet Friendly Policy: Dogs accepted.
  • High end hotel
From$129
Average 3.0 /5 Review Score Call BookMore Details
Pier 5 Hotel Baltimore
+1-800-805-5223
711 Eastern Ave., Baltimore, MD 21202 +1-800-805-5223 ~29.21 miles west of Chestertown
  • Pet Friendly Policy: Pet fee required - Contact Hotel
  • Mid-scale Downtown hotel
From$139
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie - Glen Burnie
+1-888-965-1860
6323 Ritchie Highway, Glen Burnie, MD 21061 +1-888-965-1860 ~29.21 miles west of Chestertown
  • Pets Policy: Pets are allowed for free - 20lb or less
  • 3 star Suburban hotel
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie : 6600 Ritchie Highway
+1-888-788-5576
6600 Ritchie Highway, Glen Burnie, MD 21061 +1-888-788-5576 ~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.
  • Low-priced Airport property
From$57
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-897-9207
1 Center Dr., North East, MD 21901 +1-888-897-9207 ~29.39 miles north of Chestertown
  • Pets Allowed: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Mid-scale Rural hotel
From$67
Average 3.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel
+1-888-311-4278
17 Commerce St., Baltimore, MD 21202 +1-888-311-4278 ~29.55 miles west of Chestertown
  • Pet Friendly 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.
  • 3 star Downtown property
From$65
Average 3.0 /5 Read Reviews Call BookMore Details
Redwood Place
+1-888-469-4795
207 East Redwood St., Baltimore, MD 21202 +1-888-469-4795 ~29.64 miles west of Chestertown
  • Pets/Dogs Policy: We are a pet friendly hotel.
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor
+1-888-734-9421
120 East Lombard St., Baltimore, MD 21202 +1-888-734-9421 ~29.65 miles west of Chestertown
  • Pet-friendly Policy: Pet Friendly. $35.00 non-refundable deposit then $10.00 per day, per animal.
  • 3 star Downtown hotel
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor
+1-888-841-5292
17 Light St., Baltimore, MD 21202 +1-888-841-5292 ~29.72 miles west of Chestertown
  • Pets 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 : 222 South Dupont Highway
+1-888-455-5160
222 South Dupont Highway, Dover, DE 19901 +1-888-455-5160 ~29.76 miles east of Chestertown
  • Pets/Dogs Policy: Must sign pet policy form. $25 per night with cap of $50.
  • Inexpensive Downtown hotel
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites - Annapolis
+1-888-965-8297
Hampton Inn 124, Annapolis, MD 21401 +1-888-965-8297 ~29.81 miles southwest of Chestertown
  • Animals Policy: Non-refundable fee: $50.00 Pet policy: 1-4 night stay $50; 5+ night stay $75; 2 pets max; dog or cat only
  • Three Star Highway property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Baltimore Inner Harbor An Ihg Hotel : 101 North Charles
+1-888-906-6358
101 North Charles, Baltimore, MD 21201 +1-888-906-6358 ~29.82 miles west of Chestertown
  • Pet-friendly
  • 3-star Downtown property
From$89
Excellent 5.0 /5 Review Score Call BookMore Details
Hotel Ulysses a Member of Design Hotels in Baltimore
+1-888-749-6785
2 East Read St., Baltimore, MD 21202 +1-888-749-6785 ~29.84 miles west of Chestertown
  • Pets Allowed: Pet Friendly
  • 4 star Downtown hotel
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG
+1-888-878-9982
2 North Charles St., Baltimore, MD 21201 +1-888-878-9982 ~29.85 miles west of Chestertown
  • Pets/Dogs 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.
  • Four star Downtown property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Baltimore Inner Harbor
+1-888-389-4485
100 Hopkins Pl, Baltimore, MD 21201 +1-888-389-4485 ~29.93 miles west of Chestertown
  • Pets/Dogs Policy: 1 Dog per room under 20lbs/ non-refundable pet fee $50.00 per stay
  • Midscale Downtown hotel
From$73
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Baltimore Inner Harbor
+1-888-389-4121
401 West Pratt St., Baltimore, MD 21201 +1-888-389-4121 ~30.07 miles west of Chestertown
  • Animals Policy: We allow pets up to 75 lbs. There is a $75 non-refundable pet deposit per night.
  • Four-star Downtown hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites Baltimore Downtown Convention Center
+1-888-675-2083
100 North Eutaw St., Baltimore, MD 21201 +1-888-675-2083 ~30.15 miles west of Chestertown
  • Pets Allowed Policy: $75 non-refundable pet fee
  • Midscale Downtown property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Annapolis - Annapolis
+1-800-716-8490
2520 C Riva Rd., Annapolis, MD 21401 +1-800-716-8490 ~30.16 miles southwest of Chestertown
  • Pets/Dogs 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.
  • Two-star Suburban hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Annapolis - Annapolis
+1-800-805-5223
2520 Riva Rd., Annapolis, MD 21401 +1-800-805-5223 ~30.17 miles southwest of Chestertown
  • Pets/Dogs 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.
  • Inexpensive Suburban property
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Chesapeake Bay North Inn - North East
+1-888-965-1860
39 Elwoods Rd., North East, MD 21901 +1-888-965-1860 ~30.29 miles north of Chestertown
  • Pets Allowed: Pet fee 15.00 per night
  • 3 star Rural hotel
From$71
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG
+1-888-788-5576
1 Womack Dr., Annapolis, MD 21401 +1-888-788-5576 ~30.39 miles southwest of Chestertown
  • Pet-friendly 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 hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-888-897-9207
124 Womack Dr., Annapolis, MD 21401 +1-888-897-9207 ~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 Hotel Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis : 2600 Housley Rd.
+1-888-311-4278
2600 Housley Rd., Annapolis, MD 21401 +1-888-311-4278 ~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 property
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis in Annapolis
+1-888-469-4795
305 Harry South Truman Pkwy., Annapolis, MD 21401 +1-888-469-4795 ~30.53 miles southwest of Chestertown
  • Pet-friendly Policy: We WELCOME Dogs and Cats! Max of 2. $75 Pet Fee for 1-3 nights and $150 Pet Fee for 4 plus nights.
  • Mid-scale hotel
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+1-888-734-9421
170 Admiral Cochrane Dr., Annapolis, MD 21401 +1-888-734-9421 ~30.57 miles southwest of Chestertown
  • Pets Allowed: $75 per pet, (up to two pets) for stays 1-6 nights, then $25 per week thereafter.
  • High-end Suburban property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Hotel & Suites BWI Airport North in Baltimore
+1-888-841-5292
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 +1-888-841-5292 ~30.77 miles west of Chestertown
  • Pet Friendly Policy: We allow service dogs.
  • Midscale Airport hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton / Home2 Suites Towson - Towson
+1-888-455-5160
21 West Susquehanna Ave., Towson, MD 21204 +1-888-455-5160 ~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 Latest Reviews Call BookMore Details
Sheraton Baltimore North
+1-888-965-8297
903 Dulaney Valley Rd., Towson, MD 21204 +1-888-965-8297 ~31.54 miles west of Chestertown
  • Pets Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Easton in Easton
+1-888-906-6358
7018 Ocean Gateway, Easton, MD 21601 +1-888-906-6358 ~32.19 miles south of Chestertown
  • Pets Allowed: allowed
  • 3 star hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Delta Marriott Baltimore North
+1-888-749-6785
5100 Falls Rd., Baltimore, MD 21210 +1-888-749-6785 ~32.56 miles west of Chestertown
  • Pet Friendly Policy: Pet Friendly, $75.00 fee
  • Three Star Suburban property
From$74
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Baltimore / BWI Airport
+1-888-878-9982
940 International Dr., Linthicum Heights, MD 21090 +1-888-878-9982 ~32.66 miles west of Chestertown
  • Pet Friendly 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.
  • 3 star Airport property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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