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Chestertown Hotels & Motels Allowing Pets

Comfort Inn & Suites Chestertown - Chestertown
+1-888-389-4121
150 Scheeler Rd., Chestertown, MD 21620
  • Pet-friendly Policy: We do allow pets. $25 non-refundable pet deposit per day.
  • 3 star Suburban hotel
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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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.
  • 3-star Resort property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore / Aberdeen, MD - Aberdeen
+1-800-716-8490
20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Pet Friendly Policy: Pet fee: USD 50 per 1-4 nights, USD 75 per 5-10 nights, USD 125 per 11+ nights Only dogs and cats allowed
  • Two-star Suburban hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-800-805-5223
1357 Belcamp Rd., Belcamp, MD 21017 ~21.21 miles northwest of Chestertown
  • Pets Allowed Policy: $50 REG $100
  • Four-star Rural property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites by Ihg
+1-888-965-1860
4216 Philadelphia Rd., Bel Air, MD 21015 ~21.34 miles northwest of Chestertown
  • Pets 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 hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Aberdeen-APG
+1-888-788-5576
793 West Bel Air Ave., Aberdeen, MD 21001 ~22.62 miles north of Chestertown
  • Pet-friendly Policy: Pet stays free
  • Economical Rural hotel
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh - Baltimore
+1-888-897-9207
5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pet Friendly Policy: Pet friendly $100 non-refundable
  • 3 star Suburban property
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh
+1-888-311-4278
4980 Mercantile Rd., White Marsh, MD 21236 ~23.86 miles west of Chestertown
  • Animals Policy: Pet Fee $100 (max of two pets per room)
  • Midscale Suburban property
From$109
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center - Baltimore
+1-888-469-4795
5625 O'donnell St., Baltimore, MD 21224 ~26.13 miles west of Chestertown
  • Pet Friendly Policy: Pets allowed
  • 3 star Highway property
From$72
Average 3.0 /5 Review Score Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection in Annapolis
+1-888-734-9421
80 Compromise St., Annapolis, MD 21401 ~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 Recent Reviews Call BookMore Details
Inn at Henderson's Wharf - Baltimore
+1-888-841-5292
1000 Fell St., Baltimore, MD 21231 ~28.36 miles west of Chestertown
  • Animals Policy: Service animals only
  • Midscale Downtown property
From$159
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
The Westin Annapolis : 100 Westgate Cir
+1-888-455-5160
100 Westgate Cir, Annapolis, MD 21401 ~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
Admiral Fell Inn Baltimore Harbor Ascend Hotel Collection : 888 South Broadway
+1-888-965-8297
888 South Broadway, Baltimore, MD 21231 ~28.58 miles west of Chestertown
  • Pet Friendly Policy: pet friendly, no charge
  • Affordable Downtown property
From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical
+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).
  • Affordable Downtown property
From$62
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Canopy by Hilton Baltimore Harbor Point : 1215 Wills St.
+1-888-749-6785
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 hotel
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
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Hyatt Place Baltimore Inner Harbor - Baltimore
+1-888-878-9982
511 South Central Ave., Baltimore, MD 21202 ~28.89 miles west of Chestertown
  • Pets Allowed 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
  • Affordable Downtown property
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Extended Stay America Suites Baltimore Glen Burnie - Glen Burnie
+1-888-389-4485
104 Chesapeake Centre Court, Glen Burnie, MD 21061 ~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
  • Cheap Rural hotel
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
TRU by Hilton Baltimore Harbor East
+1-888-389-4121
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.
  • Three Star Downtown property
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wyndham Garden Dover Downtown in Dover
+1-888-675-2083
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.
  • Affordable Downtown hotel
From$71
Average 3.0 /5 Read Reviews Call BookMore Details
Roost Baltimore
+1-800-716-8490
2460 Terrapin Way, Baltimore, MD 21215 ~29.19 miles west of Chestertown
  • Pets Allowed Policy: Dogs accepted.
  • Expensive hotel
From$129
Average 3.0 /5 Read Reviews Call BookMore Details
Pier 5 Hotel Baltimore Curio Collection by Hilton in Baltimore
+1-800-805-5223
711 Eastern Ave., Baltimore, MD 21202 ~29.21 miles west of Chestertown
  • Pets Allowed: Pet fee required - Contact Hotel
  • Affordable Downtown hotel
From$139
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie in Glen Burnie
+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.
  • Two star Airport property
From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
+1-888-788-5576
6323 Ritchie Highway, Glen Burnie, MD 21061 ~29.24 miles west of Chestertown
  • Pets/Dogs Policy: Pets are allowed for free - 20lb or less
  • 3-star Suburban hotel
From$69
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites - North East
+1-888-897-9207
1 Center Dr., North East, MD 21901 ~29.39 miles north of Chestertown
  • Pet-friendly Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Mid-scale Rural property
From$67
Average 3.0 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites Downtown Inner Harbor
+1-888-311-4278
301 Fallsway, Baltimore, MD 21202 ~29.45 miles west of Chestertown
  • Pets Policy: $35 PER NIGHT, PER PET, UP TO 80 POUNDS
  • Three Star Downtown property
From$70
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Baltimore Downtown in Baltimore
+1-888-469-4795
221 North Gay St., Baltimore, MD 21202 ~29.49 miles west of Chestertown
  • Pet Friendly Policy: We accept small pets average 25 lbs. A $50 non refundable fee per pet is required.
  • Mid-scale Downtown hotel
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel
+1-888-734-9421
17 Commerce St., Baltimore, MD 21202 ~29.55 miles west of Chestertown
  • Pets 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.
  • Affordable Downtown hotel
From$65
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor
+1-888-841-5292
120 East Lombard St., Baltimore, MD 21202 ~29.65 miles west of Chestertown
  • Pet-friendly Policy: Pet Friendly. $35.00 non-refundable deposit then $10.00 per day, per animal.
  • Midscale Downtown property
From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor
+1-888-455-5160
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 Read Reviews Call BookMore Details
Home2 Suites by Hilton Dover, DE in Dover
+1-888-965-8297
222 South Dupont Highway, Dover, DE 19901 ~29.76 miles east of Chestertown
  • Pet-friendly Policy: Must sign pet policy form. $25 per night with cap of $50.
  • Inexpensive Downtown property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Baltimore Inner Harbor An Ihg Hotel in Baltimore
+1-888-906-6358
101 North Charles, Baltimore, MD 21201 ~29.82 miles west of Chestertown
  • Pets Welcome
  • Midscale Downtown property
From$89
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor - Baltimore
+1-888-749-6785
2n North Charles St., Baltimore, MD 21202 ~29.84 miles west of Chestertown
  • Pet-friendly Policy: Pet-friendly — no fee or restrictions
  • 4 star hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore Downtown Md
+1-888-878-9982
8 East Pleasant St., Baltimore, MD 21202 ~29.85 miles west of Chestertown
  • Pet Friendly Policy: 100% Pet Friendly ($75.00 one time fee, per pet)
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor - Baltimore
+1-888-389-4485
2 North Charles St., Baltimore, MD 21201 ~29.85 miles west of Chestertown
  • Pets Allowed: 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 property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Baltimore Inner Harbor in Baltimore
+1-888-389-4121
100 Hopkins Pl, Baltimore, MD 21201 ~29.93 miles west of Chestertown
  • Pets Allowed Policy: 1 Dog per room under 20lbs/ non-refundable pet fee $50.00 per stay
  • Affordable Downtown property
From$73
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Ulysses in Baltimore
+1-888-675-2083
2 East Read St., Baltimore, MD 21202 ~29.98 miles west of Chestertown
  • Pets Allowed: Pet Friendly
  • Luxurious Five Star Downtown hotel
From$150
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Inner Harbor : 301 West Lombard St.
+1-800-716-8490
301 West Lombard St., Baltimore, MD 21201 ~30.05 miles west of Chestertown
  • Pets Allowed: Up to 30 lbs. $25 non refundable deposit.
  • Mid-scale Downtown property
From$70
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Hotel Annapolis : 210 Holiday Court
+1-800-805-5223
210 Holiday Court, Annapolis, MD 21401 ~30.10 miles southwest of Chestertown
  • Pets Allowed Policy: $50 fee per pet (under 25lbs). Up to 2 pets per room.
  • 3 star Suburban hotel
From$149
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Annapolis - Annapolis
+1-888-965-1860
2520 Riva Rd. Building C, Annapolis, MD 21401 ~30.16 miles southwest of Chestertown
  • Pets 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.
  • Economy Suburban property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis : 2520 Riva Rd.
+1-888-788-5576
2520 Riva Rd., Annapolis, MD 21401 ~30.17 miles southwest of Chestertown
  • Pets 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
Average 3.0 /5 Review Score Call BookMore Details
Best Western Chesapeake Bay North Inn
+1-888-897-9207
39 Elwoods Rd., North East, MD 21901 ~30.29 miles north of Chestertown
  • Pets Allowed: Pet fee 15.00 per night
  • Mid-scale Rural property
From$71
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homestyle Studio Suites in Annapolis
+1-888-311-4278
1 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Pet-friendly Policy: Pets Welcome! Max of two pets per guest room. Fee of 25USD per day, per pet non-refundable cleaning fee, max 150USD per pet, per month and payable at checkin for the first month. 10USD per pet fee charged for first 5 nights each month following, max of 50USD per pet, per month. Pet restrictions apply, please contact hotel.
  • Midscale Suburban property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+1-888-469-4795
124 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Animals Policy: Pets allowed; 2 per room. Must sign pet policy at check in
  • Three Star Suburban property
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis - Annapolis
+1-888-734-9421
2600 Housley Rd., Annapolis, MD 21401 ~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.
  • Mid-scale Suburban property
From$69
Very Good 4.0 /5 Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+1-888-841-5292
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 Latest Reviews Call BookMore Details
Clarion Hotel & Suites BWI Airport North : 6921 Baltimore Annapolis Blvd.
+1-888-455-5160
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 ~30.77 miles west of Chestertown
  • Pet-friendly Policy: We allow service dogs.
  • Three Star Airport hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton / Home2 Suites Towson
+1-888-965-8297
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
  • Affordable Downtown hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sheraton Baltimore North Hotel
+1-888-906-6358
903 Dulaney Valley Rd., Towson, MD 21204 ~31.54 miles west of Chestertown
  • Pets/Dogs Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • High-end Suburban hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Easton : 7018 Ocean Gateway
+1-888-749-6785
7018 Ocean Gateway, Easton, MD 21601 ~32.19 miles south of Chestertown
  • Pets/Dogs Policy: allowed
  • Affordable hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Delta Marriott Baltimore North
+1-888-878-9982
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 Guest Reviews Call BookMore Details

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