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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.
  • Midscale Suburban hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Best Western Kent Narrows Inn
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 ~19.04 miles southwest of Chestertown
  • Pets Allowed: Pets accepted. $30 per night fee.
  • Midscale Resort hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore / Aberdeen Md
+1-800-716-8490
20 Newton Rd., Aberdeen, MD 21001 ~20.61 miles north of Chestertown
  • Pet 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 property
From$60
Average 3.0 /5 Recent Reviews 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
  • Pets Allowed Policy: $50 REG $100
  • Four-star Rural property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Candlewood Suites by Ihg - Bel Air
+1-888-965-1860
4216 Philadelphia Rd., Bel Air, MD 21015 ~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.
  • 3-star Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh
+1-888-788-5576
5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pet Friendly Policy: Pet friendly $100 non-refundable
  • 3 star Suburban hotel
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh
+1-888-897-9207
4980 Mercantile Rd., Baltimore, MD 21236 ~23.86 miles west of Chestertown
  • Pets/Dogs Policy: Pet Fee $100 (max of two pets per room)
  • 3 star Suburban property
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Baltimore Bayview Campus : 6571 Eastern Ave.
+1-888-311-4278
6571 Eastern Ave., Baltimore, MD 21224 ~25.61 miles west of Chestertown
  • Pets Allowed Policy: Pet fee: USD 50 for 1-4 nights, USD 75 for 5+nights
  • Three Star Suburban property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center
+1-888-469-4795
5625 O'donnell St., Baltimore, MD 21224 ~26.13 miles west of Chestertown
  • Pets Allowed Policy: Pets allowed
  • Midscale Highway hotel
From$72
Average 3.0 /5 Hotel Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection : 80 Compromise St.
+1-888-734-9421
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 Read 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
  • 4-star Downtown property
From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Inn at Henderson's Wharf in Baltimore
+1-888-455-5160
1000 Fell St., Baltimore, MD 21231 ~28.36 miles west of Chestertown
  • Pets/Dogs Policy: Service animals only
  • Affordable Downtown property
From$159
Excellent 5.0 /5 Recent Reviews Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-965-8297
100 Westgate Cir, Annapolis, MD 21401 ~28.40 miles southwest of Chestertown
  • Pets Allowed Policy: Pets permitted.
  • Four-star Downtown hotel
From$139
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Admiral Fell Inn Baltimore Harbor Ascend Hotel Collection
+1-888-906-6358
888 South Broadway, Baltimore, MD 21231 ~28.58 miles west of Chestertown
  • Pets Allowed Policy: pet friendly, no charge
  • Mid-scale Downtown hotel
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical : 800 North Wolfe St.
+1-888-749-6785
800 North Wolfe St., Baltimore, MD 21205 ~28.70 miles west of Chestertown
  • Pets Allowed: Pets are welcomed. $100 pet fee (non-refundable).
  • Midscale Downtown property
From$62
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Canopy by Hilton Baltimore Harbor Point : 1215 Wills St.
+1-888-878-9982
1215 Wills St., Baltimore, MD 21231 ~28.79 miles west of Chestertown
  • Pet-friendly 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 Recent 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
  • Three Star Downtown hotel
From$85
Very Good 4.0 /5 Guest 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
  • Pets/Dogs Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • 3-star Downtown hotel
From$80
Very Good 4.0 /5 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
  • 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
Average 3.0 /5 Recent Reviews Call BookMore Details
Roost Baltimore : 2460 Terrapin Way
+1-800-716-8490
2460 Terrapin Way, Baltimore, MD 21215 ~29.19 miles west of Chestertown
  • Pet Friendly Policy: Dogs accepted.
  • Four-star property
From$129
Average 3.0 /5 Guest 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 Allowed Policy: Pet fee required - Contact Hotel
  • Affordable Downtown hotel
From$139
Average 3.0 /5 Recent 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
  • Pets Allowed Policy: Pets are allowed for free - 20lb or less
  • Midscale Suburban property
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.
  • Cheap Airport hotel
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 ~29.39 miles north of Chestertown
  • Pet-friendly Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Affordable Rural hotel
From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Baltimore Downtown in Baltimore
+1-888-311-4278
221 North Gay St., Baltimore, MD 21202 ~29.49 miles west of Chestertown
  • Pet Policy: We accept small pets average 25 lbs. A $50 non refundable fee per pet is required.
  • Midscale Downtown hotel
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel
+1-888-469-4795
17 Commerce St., Baltimore, MD 21202 ~29.55 miles west of Chestertown
  • Pets Allowed 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.
  • Mid-scale Downtown hotel
From$65
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 ~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 hotel
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor in Baltimore
+1-888-841-5292
17 Light St., Baltimore, MD 21202 ~29.72 miles west of Chestertown
  • Animals 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 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Dover, DE
+1-888-455-5160
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.
  • Economical Downtown property
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Embassy Suites Baltimore Inner Harbor : 222 Saint Paul Pl
+1-888-965-8297
222 Saint Paul Pl, Baltimore, MD 21202 ~29.79 miles west of Chestertown
  • Pets/Dogs Policy: Pets accepted $100 non-refundable pet fee.
  • Four-star Downtown property
From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites in Annapolis
+1-888-906-6358
Hampton Inn 124, Annapolis, MD 21401 ~29.81 miles southwest of Chestertown
  • Pet Policy: 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 - Baltimore
+1-888-749-6785
101 North Charles, Baltimore, MD 21201 ~29.82 miles west of Chestertown
  • Pets/Dogs Allowed
  • 3-star Downtown property
From$89
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Hotel Ulysses
+1-888-878-9982
2 East Read St., Baltimore, MD 21202 ~29.84 miles west of Chestertown
  • Pets Policy: Pet Friendly
  • Four star Downtown hotel
From$125
Average 3.0 /5 Review Score Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel
+1-888-389-4485
2 North Charles St., Baltimore, MD 21201 ~29.85 miles west of Chestertown
  • Pet 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 Reviews 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
  • Pet-friendly 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.
  • Three Star Downtown property
Days Inn by Wyndham Baltimore Inner Harbor
+1-888-675-2083
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
  • Three Star Downtown hotel
From$73
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore Downtown
+1-800-716-8490
200 West Saratoga St., Baltimore City, MD 21201 ~30.03 miles west of Chestertown
  • Pet-friendly Policy: Pets stay free, limit of 2 pets per room.
  • Affordable Downtown hotel
From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Baltimore Inner Harbor in Baltimore
+1-800-805-5223
401 West Pratt St., Baltimore, MD 21201 ~30.07 miles west of Chestertown
  • Pets Policy: We allow pets up to 75 lbs. There is a $75 non-refundable pet deposit per night.
  • 4-star Downtown property
From$99
Very Good 4.0 /5 Review Score 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.
  • 2 star Suburban property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Annapolis
+1-888-788-5576
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 Latest Reviews Call BookMore Details
Best Western Chesapeake Bay North Inn : 39 Elwoods Rd.
+1-888-897-9207
39 Elwoods Rd., North East, MD 21901 ~30.29 miles north of Chestertown
  • Pet-friendly Policy: 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 : 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.
  • 3-star Suburban property
From$80
Average 3.0 /5 Recent 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 property
From$70
Very Good 4.0 /5 Latest 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 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 hotel
From$69
Very Good 4.0 /5 Review Score 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
  • Pets Policy: We WELCOME Dogs and Cats! Max of 2. $75 Pet Fee for 1-3 nights and $150 Pet Fee for 4 plus nights.
  • Three Star hotel
From$80
Very Good 4.0 /5 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 Policy: $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 Review Score Call BookMore Details
Clarion Hotel & Suites BWI Airport North in Baltimore
+1-888-965-8297
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 ~30.77 miles west of Chestertown
  • Pets Allowed: We allow service dogs.
  • Mid-scale Airport hotel
From$80
Average 3.0 /5 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
  • Pets Policy: 2 Pets Maximum $75 1-4 nights per stay $125 5+ nights
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sheraton Baltimore North Hotel : 903 Dulaney Valley Rd.
+1-888-749-6785
903 Dulaney Valley Rd., Towson, MD 21204 ~31.54 miles west of Chestertown
  • Pet Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • High end Suburban hotel
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Easton : 7018 Ocean Gateway
+1-888-878-9982
7018 Ocean Gateway, Easton, MD 21601 ~32.19 miles south of Chestertown
  • Pets Allowed: allowed
  • 3 star property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details

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