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Chestertown Hotels & Motels Allowing Pets

Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~19.04 miles southwest of Chestertown
  • Pet Friendly Policy: Pets accepted. $30 per night fee.
  • Affordable Resort hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
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Towneplace Suites Edgewood Aberdeen : 1357 Belcamp Rd. 1357 Belcamp Rd., Belcamp, MD 21017 ~21.21 miles northwest of Chestertown
  • Pet 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
  • Mid-scale Rural hotel
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Candlewood Suites Aberdeen-Bel Air by IHG 4216 Philadelphia Rd., Bel Air, MD 21015 ~21.34 miles northwest of Chestertown
  • Pet 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.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore/White Marsh 10465 Philadelphia Rd., White Marsh, MD 21162 ~22.99 miles northwest of Chestertown
  • Pets Allowed Policy: 100.00 non refundable - 2 pet max per room.
  • 3-star Suburban hotel
From$79
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh in Baltimore 5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pet Policy: Pet friendly $100 non-refundable
  • Midscale Suburban property
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center - Baltimore 5625 O'donnell St., Baltimore, MD 21224 ~26.13 miles west of Chestertown
  • Pets Policy: Pets allowed
  • Three Star Highway hotel
From$72
Average 3.0 /5 Read Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St., Annapolis, MD 21401 ~27.59 miles southwest of Chestertown
  • Animals Policy: We take all pets, $100 one time cleaning fee
  • 4 star Downtown property
From$75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Graduate by Hilton Annapolis 126 West St., Annapolis, MD 21401 ~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
  • 4 star Downtown property
From$100
Very good 4.0 /5 Reviews Call BookMore Details
The Inn at Henderson's Wharf, an Ascend Collection Hotel in Baltimore 1000 Fell St., Baltimore, MD 21231 ~28.36 miles west of Chestertown
  • Pets Allowed Policy: Service animals only
  • 3-star Downtown hotel
From$159
Excellent 5.0 /5 Latest Reviews Call BookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~28.40 miles southwest of Chestertown
  • Pet-friendly Policy: Pets permitted.
  • 4-star Downtown property
From$139
Very good 4.0 /5 Review Score Call BookMore Details
The William Fell Tapestry Collection by Hilton in Baltimore 888 South Broadway, Baltimore, MD 21231 ~28.58 miles west of Chestertown
  • Animals Policy: pet friendly, no charge
  • Midscale Downtown hotel
From$109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical - Baltimore 800 North Wolfe St., Baltimore, MD 21205 ~28.70 miles west of Chestertown
  • Pets Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Mid-scale Downtown hotel
From$62
Very good 4.0 /5 Guest Reviews Call BookMore Details
Canopy by Hilton Baltimore Harbor Point 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 property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor 511 South Central Ave., Baltimore, MD 21202 ~28.89 miles west of Chestertown
  • Pets Allowed Policy: Pet fee: 1-6 nights USD 75 per stay for stays plus USD 100 for stays 7-30 nights
  • Mid-scale Downtown property
From$85
Very good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Baltimore Harbor East - Baltimore 411 South Central Ave., Baltimore, MD 21202 ~28.92 miles west of Chestertown
  • Pet-friendly Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • Affordable Downtown property
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
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Residence Inn Dover in Dover 600 Jefferic Blvd., Dover, DE 19901 ~29.10 miles east of Chestertown
  • Pet Policy: $100.00 per stay
  • 4-star Suburban hotel
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Garden Dover Downtown 561 North Dupont Highway, Dover, DE 19901 ~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 property
From$71
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Pier 5 Hotel Baltimore 711 Eastern Ave., Baltimore, MD 21202 ~29.21 miles west of Chestertown
  • Pets Policy: Pet fee required - Contact Hotel
  • 3-star Downtown property
From$139
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie : 6323 Ritchie Highway 6323 Ritchie Highway, Glen Burnie, MD 21061 ~29.21 miles west of Chestertown
  • Pet Friendly Policy: Pets are allowed for free - 20lb or less
  • Affordable Suburban property
From$75
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie in Glen Burnie 6600 Ritchie Highway, Glen Burnie, MD 21061 ~29.23 miles west of Chestertown
  • Pets/Dogs 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 Read Reviews Call BookMore Details
Comfort Inn & Suites : 1 Center Dr. 1 Center Dr., North East, MD 21901 ~29.39 miles north of Chestertown
  • Pets Allowed: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Affordable Rural property
From$67
Average 3.0 /5 Recent Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel - Baltimore 17 Commerce St., Baltimore, MD 21202 ~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
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Redwood Place 207 East Redwood St., Baltimore, MD 21202 ~29.64 miles west of Chestertown
  • Pets Allowed Policy: We are a pet friendly hotel.
  • Affordable Downtown hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor - Baltimore 120 East Lombard St., Baltimore, MD 21202 ~29.65 miles west of Chestertown
  • Pet Policy: Pet Friendly. $35.00 non-refundable deposit then $10.00 per day, per animal.
  • 3 star Downtown property
From$59
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Royal Sonesta Harbor Court in Baltimore 550 Light St., Baltimore, MD 21230 ~29.68 miles west of Chestertown
  • Animals Policy: We love your furry friends as much as you do. Sonesta is proud to invite your cuddly companions and provide special amenities like comfy pet beds, bowls, waterproof mats, and treats at check-in. We’ll greet your pet with an arrival letter outlining our local recommendations for a "pawsome" stay. The Royal Sonesta Harbor Court Baltimore is pet friendly and welcomes well-mannered pets, with no breed or weight restrictions. Up to two pets are permitted per suite. $75 fee per stay applies.
  • Four star Downtown property
From$125
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor 17 Light St., Baltimore, MD 21202 ~29.72 miles west of Chestertown
  • Pets Allowed: $100 non refundable pet fee deposit per stay. Pets must be under 50 pounds
  • Mid-scale Downtown hotel
From$141
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Dover De in Dover 222 South Dupont Highway, Dover, DE 19901 ~29.76 miles east of Chestertown
  • Pets Allowed: Must sign pet policy form. $25 per night with cap of $50.
  • 2 star Downtown hotel
From$99
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites : Hampton Inn 124 Hampton Inn 124, Annapolis, MD 21401 ~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
  • Midscale Highway hotel
From$80
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Candlewood Suites Baltimore Inner Harbor An Ihg Hotel 101 North Charles, Baltimore, MD 21201 ~29.82 miles west of Chestertown
  • Pets/Dogs Allowed
  • Affordable Downtown property
From$89
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Hotel Ulysses a Member of Design Hotels 2 East Read St., Baltimore, MD 21202 ~29.84 miles west of Chestertown
  • Pet-friendly Policy: Pet Friendly
  • Expensive Downtown property
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG - Baltimore 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.
  • 4 star Downtown hotel
From$125
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Days Inn by Wyndham Baltimore Inner Harbor 100 Hopkins Pl, Baltimore, MD 21201 ~29.93 miles west of Chestertown
  • Animals Policy: 1 Dog per room under 20lbs/ non-refundable pet fee $50.00 per stay
  • Mid-scale Downtown hotel
From$73
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis in Annapolis 210 Holiday Court, Annapolis, MD 21401 ~30.10 miles southwest of Chestertown
  • Pets/Dogs Policy: $50 fee per pet (under 25lbs). Up to 2 pets per room.
  • 3 star Suburban property
From$149
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Springhill Suites Baltimore Downtown Convention Center 100 North Eutaw St., Baltimore, MD 21201 ~30.15 miles west of Chestertown
  • Pet Friendly Policy: $75 non-refundable pet fee
  • 3-star Downtown property
From$80
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Red Roof Inn Annapolis 2520 C Riva Rd., Annapolis, MD 21401 ~30.16 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$60
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Hotel Brexton Trademark Collection by Wyndham 868 Park Ave., Baltimore, MD 21201 ~30.17 miles west of Chestertown
  • Pet-friendly Policy: Please ask.
  • Mid-scale Downtown hotel
From$80
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Best Western Annapolis : 2520 Riva Rd. 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.
  • Economical Suburban hotel
From$84
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Wingate by Wyndham North East 39 Elwoods Rd., North East, MD 21901 ~30.29 miles north of Chestertown
  • Pet-friendly Policy: Pet fee 25.00 per night
  • Midscale Rural property
From$71
Very good 4.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG in Annapolis 1 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Animals 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.
  • Three Star Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis 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 property
From$70
Very good 4.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis : 2600 Housley Rd. 2600 Housley Rd., Annapolis, MD 21401 ~30.40 miles southwest of Chestertown
  • Pet Policy: Pets are allowed in our pet-friendly king suites only. We charge a one-time, non-refundable pet fee of $75.00.
  • Midscale Suburban hotel
From$69
Very good 4.0 /5 Reviews Call BookMore Details
Sonesta Es Suites Annapolis in Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~30.57 miles southwest of Chestertown
  • Animals Policy: $75 per pet, (up to two pets) for stays 1-6 nights, then $25 per week thereafter.
  • Mid-scale Suburban property
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Balimore BWI Airport Ne in Baltimore 6055 Belle Grove Rd. Bldg 2, Baltimore, MD 21225 ~30.76 miles west of Chestertown
  • Pets Allowed Policy: Pets Friendly, up to 2 dogs per room and $125 non-refundable pet fee.
  • Affordable Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Hotel & Suites BWI Airport North - Baltimore 6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 ~30.77 miles west of Chestertown
  • Pet Policy: We allow service dogs.
  • Three Star Airport hotel
From$80
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Hampton / Home2 Suites Towson in Towson 21 West Susquehanna Ave., Towson, MD 21204 ~31.53 miles west of Chestertown
  • Pet-friendly Policy: 2 Pets Maximum $75 1-4 nights per stay $125 5+ nights
  • Three Star Downtown hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Sheraton Baltimore North 903 Dulaney Valley Rd., Towson, MD 21204 ~31.54 miles west of Chestertown
  • Pet-friendly Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • Three Star Suburban property
From$80
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Days Inn by Wyndham Easton 7018 Ocean Gateway, Easton, MD 21601 ~32.19 miles south of Chestertown
  • Pets Policy: allowed
  • Affordable property
From$80
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Delta Marriott Baltimore North in Baltimore 5100 Falls Rd., Baltimore, MD 21210 ~32.56 miles west of Chestertown
  • Pet-friendly Policy: 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 940 International Dr., Linthicum Heights, MD 21090 ~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 hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott Baltimore BWI Airport - Linthicum Heights 1171 Winterson Rd., Linthicum Heights, MD 21090 ~32.68 miles west of Chestertown
  • Animals Policy: $100 non-refundable pet sanitation fee
  • 3-star Airport property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details

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