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Chestertown Hotels & Motels Allowing Pets

Comfort Inn & Suites Chestertown
+1-888-389-4121
150 Scheeler Rd., Chestertown, MD 21620
  • Pets Allowed Policy: We do allow pets. $25 non-refundable pet deposit per day.
  • 3 star Suburban hotel
From$90
Very good 4.0 /5 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.
  • Mid-scale Resort hotel
From$80
Average 3.0 /5 Latest 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
  • Pets 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 Latest Reviews Call BookMore Details
Towneplace Suites Edgewood Aberdeen in Belcamp
+1-800-805-5223
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
  • 4 star Rural hotel
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Aberdeen Bel Air An Ihg Hotel - Bel Air
+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 property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh : 5015 Campbell Blvd.
+1-888-788-5576
5015 Campbell Blvd., Baltimore, MD 21236 ~23.76 miles west of Chestertown
  • Pets Allowed Policy: Pet friendly $100 non-refundable
  • Midscale Suburban property
From$89
Average 3.0 /5 Hotel 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 Policy: Pet Fee $100 (max of two pets per room)
  • 3-star Suburban hotel
From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Baltimore Bayview Campus - Baltimore
+1-888-311-4278
6571 Eastern Ave., Baltimore, MD 21224 ~25.61 miles west of Chestertown
  • Pets Policy: Pet fee: USD 50 for 1-4 nights, USD 75 for 5+nights
  • Three Star Suburban property
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center in Baltimore
+1-888-469-4795
5625 O'donnell St., Baltimore, MD 21224 ~26.13 miles west of Chestertown
  • Pet Policy: Pets allowed
  • Mid-scale Highway property
From$72
Average 3.0 /5 Read Reviews 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
  • High-end Downtown hotel
From$75
Very good 4.0 /5 Read Reviews Call BookMore Details
Graduate by Hilton Annapolis
+1-888-841-5292
126 West St., Annapolis, MD 21401 ~28.06 miles southwest of Chestertown
  • Pet-friendly 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 Guest Reviews Call BookMore Details
Inn at Henderson's Wharf
+1-888-455-5160
1000 Fell St., Baltimore, MD 21231 ~28.36 miles west of Chestertown
  • Animals Policy: Service animals only
  • Three Star Downtown hotel
From$159
Excellent 5.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis - Annapolis
+1-888-965-8297
100 Westgate Cir, Annapolis, MD 21401 ~28.40 miles southwest of Chestertown
  • Pets Allowed: Pets permitted.
  • 4 star Downtown property
From$139
Very good 4.0 /5 Reviews Call BookMore Details
Admiral Fell Inn Baltimore Harbor Ascend Hotel Collection in Baltimore
+1-888-906-6358
888 South Broadway, Baltimore, MD 21231 ~28.58 miles west of Chestertown
  • Pet Policy: pet friendly, no charge
  • Mid-scale Downtown hotel
From$109
Very good 4.0 /5 Read 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 Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Mid-scale Downtown hotel
From$62
Very good 4.0 /5 Read Reviews 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 Allowed: 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 Latest Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor in Baltimore
+1-888-389-4485
511 South Central Ave., Baltimore, MD 21202 ~28.89 miles west of Chestertown
  • Animals Policy: Pet fee: 1-6 nights USD 75 per stay for stays plus USD 100 for stays 7-30 nights
  • 3-star Downtown hotel
From$85
Very good 4.0 /5 Read 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 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 in Dover
+1-888-675-2083
561 North Dupont Highway, Dover, DE 19901 ~29.11 miles east of Chestertown
  • Pets 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 hotel
From$71
Average 3.0 /5 Read 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
  • Pets Allowed: Dogs accepted.
  • Four-star hotel
From$129
Average 3.0 /5 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: Pet fee required - Contact Hotel
  • Three Star Downtown property
From$139
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie in Glen Burnie
+1-888-965-1860
6323 Ritchie Highway, Glen Burnie, MD 21061 ~29.21 miles west of Chestertown
  • Pet Policy: Pets are allowed for free - 20lb or less
  • 3 star Suburban hotel
From$75
Average 3.0 /5 Recent 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
  • 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.
  • Cheap Airport property
From$57
Average 3.0 /5 Guest Reviews 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/Dogs Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • 3 star Rural hotel
From$67
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Baltimore Downtown : 221 North Gay St.
+1-888-311-4278
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.
  • Affordable Downtown property
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.
  • Affordable Downtown hotel
From$65
Average 3.0 /5 Recent 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.
  • Mid-scale Downtown hotel
From$59
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor : 17 Light St.
+1-888-841-5292
17 Light St., Baltimore, MD 21202 ~29.72 miles west of Chestertown
  • Pets Allowed 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
+1-888-455-5160
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.
  • Low Cost Downtown property
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Embassy Suites Baltimore Inner Harbor - Baltimore
+1-888-965-8297
222 Saint Paul Pl, Baltimore, MD 21202 ~29.79 miles west of Chestertown
  • Pets Allowed: Pets accepted $100 non-refundable pet fee.
  • High-end Downtown property
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites
+1-888-906-6358
Hampton Inn 124, Annapolis, MD 21401 ~29.81 miles southwest of Chestertown
  • Pets Allowed 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 hotel
From$80
Average 3.0 /5 Guest 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 are OK
  • 3-star Downtown property
From$89
Excellent 5.0 /5 Recent 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
  • 4 star Downtown property
From$125
Average 3.0 /5 Review Score 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
  • 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.
  • 4-star Downtown hotel
From$125
Average 3.0 /5 Reviews Call BookMore Details
Radisson Hotel Baltimore Downtown Inner Harbor in Baltimore
+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.
  • 3-star Downtown property
Days Inn by Wyndham Baltimore Inner Harbor - Baltimore
+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
  • Mid-scale Downtown property
From$73
Very good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore Downtown in Baltimore City
+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.
  • Three Star Downtown property
From$59
Average 3.0 /5 Review Score Call BookMore Details
Hilton Baltimore Inner Harbor : 401 West Pratt St.
+1-800-805-5223
401 West Pratt St., Baltimore, MD 21201 ~30.07 miles west of Chestertown
  • Pet Friendly 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 Recent Reviews Call BookMore Details
Red Roof Inn Annapolis
+1-888-965-1860
2520 Riva Rd. Building C, 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
Best Western Annapolis - 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 hotel
From$84
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Chesapeake Bay North Inn in North East
+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
  • Midscale Rural hotel
From$71
Very good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Annapolis in Annapolis
+1-888-311-4278
1 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Pets 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.
  • 3 star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis - Annapolis
+1-888-469-4795
124 Womack Dr., Annapolis, MD 21401 ~30.39 miles southwest of Chestertown
  • Pets/Dogs Policy: Pets allowed; 2 per room. Must sign pet policy at check in
  • 3-star Suburban hotel
From$70
Very good 4.0 /5 Guest Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis in 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.
  • 3 star Suburban property
From$69
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis in Annapolis
+1-888-841-5292
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~30.53 miles southwest of Chestertown
  • Pets Allowed Policy: We WELCOME Dogs and Cats! Max of 2. $75 Pet Fee for 1-3 nights and $150 Pet Fee for 4 plus nights.
  • Affordable property
From$80
Very good 4.0 /5 Review Score 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.
  • Four-star Suburban property
From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Hotel & Suites BWI Airport North : 6921 Baltimore Annapolis Blvd.
+1-888-965-8297
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 ~30.77 miles west of Chestertown
  • Animals Policy: We allow service dogs.
  • Affordable Airport property
From$80
Average 3.0 /5 Review Score 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 Allowed Policy: 2 Pets Maximum $75 1-4 nights per stay $125 5+ nights
  • Midscale Downtown property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Sheraton Baltimore North Hotel
+1-888-749-6785
903 Dulaney Valley Rd., Towson, MD 21204 ~31.54 miles west of Chestertown
  • Pet Friendly Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • Expensive Suburban property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Easton in Easton
+1-888-878-9982
7018 Ocean Gateway, Easton, MD 21601 ~32.19 miles south of Chestertown
  • Pets/Dogs Policy: allowed
  • Three Star property
From$80
Average 3.0 /5 Review Score Call BookMore Details

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