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Chestertown Hotels & Motels Allowing Pets

Best Western Kent Narrows Inn in Grasonville
+1-888-389-4121
3101 Main St., Grasonville, MD 21638 ~19.04 miles southwest of Chestertown
  • Pets Allowed Policy: Pets accepted. $30 per night fee.
  • Three Star Resort property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Towneplace Suites Edgewood Aberdeen
+1-888-675-2083
1357 Belcamp Rd., Belcamp, MD 21017 ~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
  • 3-star Rural hotel
From$89
Average 3.0 /5 Reviews Call BookMore Details
Candlewood Suites Aberdeen-Bel Air by IHG
+1-800-716-8490
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.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore/White Marsh - White Marsh
+1-800-805-5223
10465 Philadelphia Rd., White Marsh, MD 21162 ~22.99 miles northwest of Chestertown
  • Pets Allowed: 100.00 non refundable - 2 pet max per room.
  • Midscale Suburban hotel
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh
+1-888-965-1860
5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pets/Dogs Policy: Pet friendly $100 non-refundable
  • 3 star Suburban hotel
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center in Baltimore
+1-888-788-5576
5625 O'donnell St., Baltimore, MD 21224 ~26.13 miles west of Chestertown
  • Pets Allowed Policy: Pets allowed
  • Affordable Highway property
From$72
Average 3.0 /5 Guest Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection - Annapolis
+1-888-897-9207
80 Compromise St., Annapolis, MD 21401 ~27.59 miles southwest of Chestertown
  • Pets/Dogs Policy: We take all pets, $100 one time cleaning fee
  • High end Downtown property
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Graduate by Hilton Annapolis - Annapolis
+1-888-311-4278
126 West St., Annapolis, MD 21401 ~28.06 miles southwest of Chestertown
  • Pets/Dogs 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
  • 4-star Downtown hotel
From$100
Very Good 4.0 /5 Review Score Call BookMore Details
The Inn at Henderson's Wharf, an Ascend Collection Hotel
+1-888-469-4795
1000 Fell St., Baltimore, MD 21231 ~28.36 miles west of Chestertown
  • Pets/Dogs Policy: Service animals only
  • 3-star Downtown hotel
From$159
Excellent 5.0 /5 Recent Reviews Call BookMore Details
The Westin Annapolis
+1-888-734-9421
100 Westgate Cir, Annapolis, MD 21401 ~28.40 miles southwest of Chestertown
  • Pet-friendly Policy: Pets permitted.
  • 4 star Downtown hotel
From$139
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The William Fell Tapestry Collection by Hilton in Baltimore
+1-888-841-5292
888 South Broadway, Baltimore, MD 21231 ~28.58 miles west of Chestertown
  • Pets Allowed: pet friendly, no charge
  • Mid-scale Downtown property
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical
+1-888-455-5160
800 North Wolfe St., Baltimore, MD 21205 ~28.70 miles west of Chestertown
  • Pet Friendly Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Affordable Downtown property
From$62
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Canopy by Hilton Baltimore Harbor Point : 1215 Wills St.
+1-888-965-8297
1215 Wills St., Baltimore, MD 21231 ~28.79 miles west of Chestertown
  • Pets Policy: Service animals allowed: Yes Pets allowed: Yes Deposit: $50.00 (Non-Refundable) Maximum Weight: 75 lbs
  • 4-star Downtown property
From$75
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Baltimore Inner Harbor : 511 South Central Ave.
+1-888-906-6358
511 South Central Ave., Baltimore, MD 21202 ~28.89 miles west of Chestertown
  • Pets Allowed: Pet fee: 1-6 nights USD 75 per stay for stays plus USD 100 for stays 7-30 nights
  • Affordable Downtown property
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
TRU by Hilton Baltimore Harbor East
+1-888-749-6785
411 South Central Ave., Baltimore, MD 21202 ~28.92 miles west of Chestertown
  • Pets Allowed Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • Affordable Downtown hotel
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
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Residence Inn Dover in Dover
+1-888-878-9982
600 Jefferic Blvd., Dover, DE 19901 ~29.10 miles east of Chestertown
  • Pet Friendly Policy: $100.00 per stay
  • 4-star Suburban hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Dover Downtown - Dover
+1-888-389-4485
561 North Dupont Highway, Dover, DE 19901 ~29.11 miles east of Chestertown
  • Pets Allowed: 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 Hotel Reviews Call BookMore Details
Roost Baltimore in Baltimore
+1-888-389-4121
2460 Terrapin Way, Baltimore, MD 21215 ~29.19 miles west of Chestertown
  • Animals Policy: Dogs accepted.
  • Expensive property
From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Pier 5 Hotel Baltimore
+1-888-675-2083
711 Eastern Ave., Baltimore, MD 21202 ~29.21 miles west of Chestertown
  • Pet-friendly Policy: Pet fee required - Contact Hotel
  • Three Star Downtown hotel
From$139
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie : 6323 Ritchie Highway
+1-800-716-8490
6323 Ritchie Highway, Glen Burnie, MD 21061 ~29.21 miles west of Chestertown
  • Pet-friendly Policy: Pets are allowed for free - 20lb or less
  • Mid-scale Suburban property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie : 6600 Ritchie Highway
+1-800-805-5223
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 Recent Reviews Call BookMore Details
Comfort Inn & Suites : 1 Center Dr.
+1-888-965-1860
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 Read Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel - Baltimore
+1-888-788-5576
17 Commerce St., Baltimore, MD 21202 ~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 property
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Redwood Place - Baltimore
+1-888-897-9207
207 East Redwood St., Baltimore, MD 21202 ~29.64 miles west of Chestertown
  • Pets Allowed: We are a pet friendly hotel.
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Review Score 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/Dogs 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 Review Score Call BookMore Details
The Royal Sonesta Harbor Court - Baltimore
+1-888-469-4795
550 Light St., Baltimore, MD 21230 ~29.68 miles west of Chestertown
  • Pets/Dogs 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.
  • High-end Downtown hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor
+1-888-734-9421
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 property
From$141
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Dover De : 222 South Dupont Highway
+1-888-841-5292
222 South Dupont Highway, Dover, DE 19901 ~29.76 miles east of Chestertown
  • Animals Policy: Must sign pet policy form. $25 per night with cap of $50.
  • Two star Downtown hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites : Hampton Inn 124
+1-888-455-5160
Hampton Inn 124, Annapolis, MD 21401 ~29.81 miles southwest of Chestertown
  • Pets Allowed: 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 in Baltimore
+1-888-965-8297
101 North Charles, Baltimore, MD 21201 ~29.82 miles west of Chestertown
  • Pets/Animals Allowed
  • Three Star Downtown hotel
From$89
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Hotel Ulysses a Member of Design Hotels
+1-888-906-6358
2 East Read St., Baltimore, MD 21202 ~29.84 miles west of Chestertown
  • Pet Policy: Pet Friendly
  • Expensive Downtown property
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG : 2 North Charles St.
+1-888-749-6785
2 North Charles St., Baltimore, MD 21201 ~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.
  • Four-star Downtown hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Baltimore Inner Harbor - Baltimore
+1-888-878-9982
100 Hopkins Pl, Baltimore, MD 21201 ~29.93 miles west of Chestertown
  • Pet Friendly Policy: 1 Dog per room under 20lbs/ non-refundable pet fee $50.00 per stay
  • Affordable Downtown hotel
From$73
Very Good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Hotel Annapolis in Annapolis
+1-888-389-4485
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
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites Baltimore Downtown Convention Center
+1-888-389-4121
100 North Eutaw St., Baltimore, MD 21201 ~30.15 miles west of Chestertown
  • Pet Policy: $75 non-refundable pet fee
  • 3 star Downtown property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis
+1-888-675-2083
2520 C Riva Rd., 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.
  • Two star Suburban property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel Brexton Trademark Collection by Wyndham : 868 Park Ave.
+1-800-716-8490
868 Park Ave., Baltimore, MD 21201 ~30.17 miles west of Chestertown
  • Pets Allowed: Service Animals - ADA defined service animals are welcome free of charge. Sorry no other pets are allowed.
  • Three Star Downtown property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis
+1-800-805-5223
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.
  • 2 star Suburban property
From$84
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG in Annapolis
+1-888-965-1860
1 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Pets Allowed: 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 Latest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr.
+1-888-788-5576
124 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Pet-friendly Policy: Pets allowed; 2 per room. Must sign pet policy at check in
  • Affordable Suburban property
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis in Annapolis
+1-888-897-9207
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.
  • Affordable Suburban hotel
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Sonesta Es Suites Annapolis in Annapolis
+1-888-311-4278
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.
  • Midscale Suburban hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Balimore BWI Airport Ne
+1-888-469-4795
6055 Belle Grove Rd. Bldg 2, Baltimore, MD 21225 ~30.76 miles west of Chestertown
  • Pets Policy: Pets Friendly, up to 2 dogs per room and $125 non-refundable pet fee.
  • Midscale Airport property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Clarion Hotel & Suites BWI Airport North
+1-888-734-9421
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 ~30.77 miles west of Chestertown
  • Animals Policy: We allow service dogs.
  • Midscale Airport hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton / Home2 Suites Towson in Towson
+1-888-841-5292
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 property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Baltimore North : 903 Dulaney Valley Rd.
+1-888-455-5160
903 Dulaney Valley Rd., Towson, MD 21204 ~31.54 miles west of Chestertown
  • Pets/Dogs Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • 3-star Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Easton
+1-888-965-8297
7018 Ocean Gateway, Easton, MD 21601 ~32.19 miles south of Chestertown
  • Pet Policy: allowed
  • Affordable property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Delta Marriott Baltimore North
+1-888-906-6358
5100 Falls Rd., Baltimore, MD 21210 ~32.56 miles west of Chestertown
  • Pet-friendly Policy: Pet Friendly, $75.00 fee
  • Three Star Suburban hotel
From$74
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Baltimore / BWI Airport : 940 International Dr.
+1-888-749-6785
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.
  • Affordable Airport hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
TownePlace Suites by Marriott Baltimore BWI Airport - Linthicum
+1-888-878-9982
1171 Winterson Rd., Linthicum, MD 21090 ~32.71 miles west of Chestertown
  • Pets Allowed Policy: $100 non-refundable pet sanitation fee
  • 3-star Airport hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details

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