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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 Policy: We do allow pets. $25 non-refundable pet deposit per day.
  • Mid-scale Suburban hotel
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
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Best Western Kent Narrows Inn in Grasonville
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 ~19.04 miles southwest of Chestertown
  • Pet Policy: Pets accepted. $30 per night fee.
  • 3-star Resort hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore / Aberdeen Md in Aberdeen
+1-800-716-8490
20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Pets Allowed 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 Review Score Call BookMore Details
Towneplace Suites Edgewood Aberdeen : 1357 Belcamp Rd.
+1-800-805-5223
1357 Belcamp Rd., Belcamp, MD 21017 ~21.21 miles northwest of Chestertown
  • Pet Policy: $50 REG $100
  • High-end Rural hotel
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites by Ihg : 4216 Philadelphia Rd.
+1-888-965-1860
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 Latest Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh in Baltimore
+1-888-788-5576
5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pet Policy: Pet friendly $100 non-refundable
  • Mid-scale Suburban property
From$89
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh : 4980 Mercantile Rd.
+1-888-897-9207
4980 Mercantile Rd., Baltimore, MD 21236 ~23.86 miles west of Chestertown
  • Pet Friendly Policy: Pet Fee $100 (max of two pets per room)
  • Affordable Suburban property
From$109
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Baltimore Bayview Campus
+1-888-311-4278
6571 Eastern Ave., Baltimore, MD 21224 ~25.61 miles west of Chestertown
  • Pet-friendly Policy: Pet fee: USD 50 for 1-4 nights, USD 75 for 5+nights
  • Affordable Suburban property
From$89
Average 3.0 /5 Review Score 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
  • Pets/Dogs Policy: Pets allowed
  • Affordable Highway hotel
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 ~27.59 miles southwest of Chestertown
  • Pet Friendly Policy: We take all pets, $100 one time cleaning fee
  • High-end Downtown property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Graduate by Hilton Annapolis - Annapolis
+1-888-841-5292
126 West St., Annapolis, MD 21401 ~28.06 miles southwest of Chestertown
  • Pet Policy: We do welcome pets at Graduate Annapolis. Pet fee: USD 75 per pet, per stay
  • High end Downtown property
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn at Henderson's Wharf : 1000 Fell St.
+1-888-455-5160
1000 Fell St., Baltimore, MD 21231 ~28.36 miles west of Chestertown
  • Pet Policy: Service animals only
  • 3 star Downtown property
From$159
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
The Westin Annapolis - Annapolis
+1-888-965-8297
100 Westgate Cir, Annapolis, MD 21401 ~28.40 miles southwest of Chestertown
  • Animals Policy: Pets permitted.
  • 4 star Downtown hotel
From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Admiral Fell Inn Baltimore Harbor Ascend Hotel Collection - Baltimore
+1-888-906-6358
888 South Broadway, Baltimore, MD 21231 ~28.58 miles west of Chestertown
  • Pets Allowed: pet friendly, no charge
  • Three Star Downtown property
From$109
Very Good 4.0 /5 Read 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 ~28.70 miles west of Chestertown
  • Pet Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Mid-scale Downtown hotel
From$62
Very Good 4.0 /5 Review Score Call BookMore Details
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Canopy by Hilton Baltimore Harbor Point in Baltimore
+1-888-878-9982
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
  • High end Downtown hotel
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor
+1-888-389-4485
511 South Central Ave., Baltimore, MD 21202 ~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 Recent Reviews Call BookMore Details
TRU by Hilton Baltimore Harbor East : 411 South Central Ave.
+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.
  • 3 star Downtown property
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Dover Downtown
+1-888-675-2083
561 North Dupont Highway, Dover, DE 19901 ~29.11 miles east of Chestertown
  • Pet-friendly Policy: We accept up to 2 small pets with a $50 non-refundable deposit. Guest must tell front desk agent at check in.
  • Affordable Downtown property
From$71
Average 3.0 /5 Review Score Call BookMore Details
Roost Baltimore : 2460 Terrapin Way
+1-800-716-8490
2460 Terrapin Way, Baltimore, MD 21215 ~29.19 miles west of Chestertown
  • Pets Policy: Dogs accepted.
  • High-end property
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Pier 5 Hotel Baltimore Curio Collection by Hilton - Baltimore
+1-800-805-5223
711 Eastern Ave., Baltimore, MD 21202 ~29.21 miles west of Chestertown
  • Pets/Dogs 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 : 6323 Ritchie Highway
+1-888-965-1860
6323 Ritchie Highway, Glen Burnie, MD 21061 ~29.21 miles west of Chestertown
  • Animals Policy: Pets are allowed for free - 20lb or less
  • Three Star Suburban hotel
From$75
Average 3.0 /5 Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie
+1-888-788-5576
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.
  • 2-star Airport property
From$57
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites : 1 Center Dr.
+1-888-897-9207
1 Center Dr., North East, MD 21901 ~29.39 miles north of Chestertown
  • Pets Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • 3-star Rural property
From$67
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Baltimore Downtown
+1-888-311-4278
221 North Gay St., Baltimore, MD 21202 ~29.49 miles west of Chestertown
  • Animals Policy: We accept small pets average 25 lbs. A $50 non refundable fee per pet is required.
  • 3-star Downtown hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel - Baltimore
+1-888-469-4795
17 Commerce St., Baltimore, MD 21202 ~29.55 miles west of Chestertown
  • Pets/Dogs 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 hotel
From$65
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor in Baltimore
+1-888-734-9421
120 East Lombard St., Baltimore, MD 21202 ~29.65 miles west of Chestertown
  • Pets Allowed 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 Read Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor
+1-888-841-5292
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
  • Affordable Downtown property
From$141
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Dover, DE : 222 South Dupont Highway
+1-888-455-5160
222 South Dupont Highway, Dover, DE 19901 ~29.76 miles east of Chestertown
  • Pets Policy: Must sign pet policy form. $25 per night with cap of $50.
  • Cheap Downtown property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Embassy Suites Baltimore Inner Harbor
+1-888-965-8297
222 Saint Paul Pl, Baltimore, MD 21202 ~29.79 miles west of Chestertown
  • Animals Policy: Pets accepted $100 non-refundable pet fee.
  • 4-star Downtown property
From$69
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites
+1-888-906-6358
Hampton Inn 124, Annapolis, MD 21401 ~29.81 miles southwest of Chestertown
  • Pets Policy: Non-refundable fee: $50.00 Pet policy: 1-4 night stay $50; 5+ night stay $75; 2 pets max; dog or cat only
  • 3 star Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Baltimore Inner Harbor An Ihg Hotel
+1-888-749-6785
101 North Charles, Baltimore, MD 21201 ~29.82 miles west of Chestertown
  • Pets are OK
  • Affordable Downtown hotel
From$89
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Hotel Ulysses in Baltimore
+1-888-878-9982
2 East Read St., Baltimore, MD 21202 ~29.84 miles west of Chestertown
  • Pets/Dogs Policy: Pet Friendly
  • High end Downtown property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel in 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.
  • 4-star Downtown hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Radisson Hotel Baltimore Downtown Inner Harbor
+1-888-389-4121
101 West Fayette St., Baltimore, MD 21201 ~29.90 miles west of Chestertown
  • Pets Policy: Relax with your companion at our Baltimore pet friendly hotel. Rest assured that Radisson Hotel Baltimore Downtown-Inner Harbor is the ideal location for pet lovers, and allow our pet friendly hotel to pamper you both. With your pet by your side, traveling to Baltimore becomes even more enjoyable. While taking in all the excitement of downtown Baltimore and the vibrant Inner Harbor, be sure to include your pet in on the fun! The following Baltimore activities are all pet friendly. Pet Policy: Please contact the hotel with any questions.
  • Mid-scale Downtown hotel
Days Inn by Wyndham Baltimore Inner Harbor
+1-888-675-2083
100 Hopkins Pl, Baltimore, MD 21201 ~29.93 miles west of Chestertown
  • Pet 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 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore Downtown - Baltimore City
+1-800-716-8490
200 West Saratoga St., Baltimore City, MD 21201 ~30.03 miles west of Chestertown
  • Pet Policy: Pets stay free, limit of 2 pets per room.
  • Affordable Downtown property
From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Baltimore Inner Harbor
+1-800-805-5223
401 West Pratt St., Baltimore, MD 21201 ~30.07 miles west of Chestertown
  • Pets/Dogs Policy: We allow pets up to 75 lbs. There is a $75 non-refundable pet deposit per night.
  • Four-star Downtown property
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Annapolis : 2520 Riva Rd. Building C
+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.
  • Two-star Suburban property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Annapolis in Annapolis
+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.
  • Two star Suburban hotel
From$84
Average 3.0 /5 Reviews 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
  • Animals Policy: Pet fee 15.00 per night
  • 3-star Rural property
From$71
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homestyle Studio Suites : 1 Womack Dr.
+1-888-311-4278
1 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Animals 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.
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis
+1-888-469-4795
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
  • Mid-scale Suburban hotel
From$70
Very Good 4.0 /5 Review Score 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.
  • Affordable Suburban property
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Annapolis
+1-888-841-5292
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~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 property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sonesta Es Suites Annapolis
+1-888-455-5160
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.
  • 4 star Suburban hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Hotel & Suites BWI Airport North
+1-888-965-8297
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 ~30.77 miles west of Chestertown
  • Pets Allowed: We allow service dogs.
  • Three Star Airport hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton / Home2 Suites Towson
+1-888-906-6358
21 West Susquehanna Ave., Towson, MD 21204 ~31.53 miles west of Chestertown
  • Pet Policy: 2 Pets Maximum $75 1-4 nights per stay $125 5+ nights
  • Midscale Downtown property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Baltimore North Hotel in Towson
+1-888-749-6785
903 Dulaney Valley Rd., Towson, MD 21204 ~31.54 miles west of Chestertown
  • Pets/Dogs Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • 4 star Suburban property
From$125
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Easton
+1-888-878-9982
7018 Ocean Gateway, Easton, MD 21601 ~32.19 miles south of Chestertown
  • Pets Policy: allowed
  • Mid-scale property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details

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