Chestertown Hotels & Motels Allowing Pets

Comfort Inn & Suites Chestertown : 150 Scheeler Rd.
+1-888-389-4121
150 Scheeler Rd., Chestertown, MD 21620 +1-888-389-4121
  • Pets/Dogs Policy: We do allow pets. $25 non-refundable pet deposit per day.
  • 3 star Suburban property
From$90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Kent Narrows Inn : 3101 Main St.
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 +1-888-675-2083 ~19.04 miles southwest of Chestertown
  • Pet Policy: Pets accepted. $30 per night fee.
  • Affordable Resort property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites Edgewood Aberdeen
+1-800-716-8490
1357 Belcamp Rd., Belcamp, MD 21017 +1-800-716-8490 ~21.21 miles northwest of Chestertown
  • Pets/Dogs 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
  • High end Rural property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Aberdeen Bel Air An Ihg Hotel
+1-800-805-5223
4216 Philadelphia Rd., Bel Air, MD 21015 +1-800-805-5223 ~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.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Aberdeen in Aberdeen
+1-888-965-1860
783 West Bel Air Ave., Aberdeen, MD 21001 +1-888-965-1860 ~22.53 miles north of Chestertown
  • Pets/Dogs Policy: $10.0 per pet per night
  • Cheap Highway hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Baltimore/White Marsh
+1-888-788-5576
5015 Campbell Blvd., Baltimore, MD 21236 +1-888-788-5576 ~23.76 miles west of Chestertown
  • Pet Policy: Pet friendly $100 non-refundable
  • Mid-scale Suburban hotel
From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Baltimore White Marsh - Baltimore
+1-888-897-9207
4980 Mercantile Rd., Baltimore, MD 21236 +1-888-897-9207 ~23.86 miles west of Chestertown
  • Pets Allowed Policy: Pet Fee $100 (max of two pets per room)
  • Three Star Suburban property
From$109
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center
+1-888-311-4278
5625 O'donnell St., Baltimore, MD 21224 +1-888-311-4278 ~26.13 miles west of Chestertown
  • Pet Friendly Policy: Pets allowed
  • Midscale Highway property
From$72
Average 3.0 /5 Latest Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection - Annapolis
+1-888-469-4795
80 Compromise St., Annapolis, MD 21401 +1-888-469-4795 ~27.59 miles southwest of Chestertown
  • Pets Policy: We take all pets, $100 one time cleaning fee
  • High-end Downtown hotel
From$75
Very good 4.0 /5 Latest Reviews Call BookMore Details
Graduate by Hilton Annapolis : 126 West St.
+1-888-734-9421
126 West St., Annapolis, MD 21401 +1-888-734-9421 ~28.06 miles southwest of Chestertown
  • Pets Allowed Policy: We do welcome pets at Graduate Annapolis. Pet fee: USD 75 per pet, per stay
  • High end Downtown hotel
From$85
Very good 4.0 /5 Reviews Call BookMore Details
The Inn at Henderson's Wharf, Ascend Hotel Collection
+1-888-841-5292
1000 Fell St., Baltimore, MD 21231 +1-888-841-5292 ~28.36 miles west of Chestertown
  • Pet Policy: Service animals only
  • Midscale Downtown hotel
From$159
Excellent 5.0 /5 Latest Reviews Call BookMore Details
The Westin Annapolis in Annapolis
+1-888-455-5160
100 Westgate Cir, Annapolis, MD 21401 +1-888-455-5160 ~28.40 miles southwest of Chestertown
  • Pet Policy: Pets permitted.
  • High-end Downtown property
From$139
Very good 4.0 /5 Guest Reviews Call BookMore Details
Admiral Fell Inn Baltimore Harbor, Ascend Hotel Collection in Baltimore
+1-888-965-8297
888 South Broadway, Baltimore, MD 21231 +1-888-965-8297 ~28.58 miles west of Chestertown
  • Pets Allowed: pet friendly, no charge
  • 3 star Downtown hotel
From$109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical - Baltimore
+1-888-906-6358
800 North Wolfe St., Baltimore, MD 21205 +1-888-906-6358 ~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
Canopy by Hilton Baltimore Harbor Point in Baltimore
+1-888-749-6785
1215 Wills St., Baltimore, MD 21231 +1-888-749-6785 ~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
  • Four star Downtown hotel
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor : 511 South Central Ave.
+1-888-878-9982
511 South Central Ave., Baltimore, MD 21202 +1-888-878-9982 ~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 property
From$85
Very good 4.0 /5 Read Reviews Call BookMore Details
TRU by Hilton Baltimore Harbor East
+1-888-389-4485
411 South Central Ave., Baltimore, MD 21202 +1-888-389-4485 ~28.92 miles west of Chestertown
  • Pet-friendly Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • Mid-scale Downtown hotel
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wyndham Garden Dover Downtown
+1-888-389-4121
561 North Dupont Highway, Dover, DE 19901 +1-888-389-4121 ~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.
  • 3 star Downtown property
From$71
Average 3.0 /5 Hotel Reviews Call BookMore Details
Roost Baltimore : 2460 Terrapin Way
+1-888-675-2083
2460 Terrapin Way, Baltimore, MD 21215 +1-888-675-2083 ~29.19 miles west of Chestertown
  • Pets Allowed Policy: Dogs accepted.
  • Four star hotel
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Pier 5 Hotel Baltimore : 711 Eastern Ave.
+1-800-716-8490
711 Eastern Ave., Baltimore, MD 21202 +1-800-716-8490 ~29.21 miles west of Chestertown
  • Pets/Dogs Policy: Pet fee required - Contact Hotel
  • Affordable Downtown hotel
From$139
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie
+1-800-805-5223
6323 Ritchie Highway, Glen Burnie, MD 21061 +1-800-805-5223 ~29.21 miles west of Chestertown
  • Pet Policy: Pets are allowed for free - 20lb or less
  • Mid-scale Suburban hotel
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie
+1-888-965-1860
6600 Ritchie Highway, Glen Burnie, MD 21061 +1-888-965-1860 ~29.23 miles west of Chestertown
  • Pets Allowed: 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 Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-788-5576
1 Center Dr., North East, MD 21901 +1-888-788-5576 ~29.39 miles north of Chestertown
  • Pets Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Midscale Rural hotel
From$67
Average 3.0 /5 Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel in Baltimore
+1-888-897-9207
17 Commerce St., Baltimore, MD 21202 +1-888-897-9207 ~29.55 miles west of Chestertown
  • Pet Friendly 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 Guest Reviews Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor in Baltimore
+1-888-311-4278
120 East Lombard St., Baltimore, MD 21202 +1-888-311-4278 ~29.65 miles west of Chestertown
  • Pets Allowed 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 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor
+1-888-469-4795
17 Light St., Baltimore, MD 21202 +1-888-469-4795 ~29.72 miles west of Chestertown
  • Pets Allowed: $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 - Dover
+1-888-734-9421
222 South Dupont Highway, Dover, DE 19901 +1-888-734-9421 ~29.76 miles east of Chestertown
  • Pet Policy: Must sign pet policy form. $25 per night with cap of $50.
  • Cheap Downtown property
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Embassy Suites Baltimore Inner Harbor
+1-888-841-5292
222 Saint Paul Pl, Baltimore, MD 21202 +1-888-841-5292 ~29.79 miles west of Chestertown
  • Pets Policy: Pets accepted $100 non-refundable pet fee.
  • High end Downtown hotel
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites - Annapolis
+1-888-455-5160
Hampton Inn 124, Annapolis, MD 21401 +1-888-455-5160 ~29.81 miles southwest of Chestertown
  • Pet-friendly 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 Review Score Call BookMore Details
Candlewood Suites Baltimore Inner Harbor An Ihg Hotel in Baltimore
+1-888-965-8297
101 North Charles, Baltimore, MD 21201 +1-888-965-8297 ~29.82 miles west of Chestertown
  • Pets are OK
  • 3-star Downtown property
From$89
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Hotel Ulysses in Baltimore
+1-888-906-6358
2 East Read St., Baltimore, MD 21202 +1-888-906-6358 ~29.84 miles west of Chestertown
  • Pets Allowed Policy: Pet Friendly
  • Four-star Downtown property
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel
+1-888-749-6785
2 North Charles St., Baltimore, MD 21201 +1-888-749-6785 ~29.85 miles west of Chestertown
  • Pets 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.
  • High end Downtown hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Radisson Hotel Baltimore Downtown Inner Harbor
+1-888-878-9982
101 West Fayette St., Baltimore, MD 21201 +1-888-878-9982 ~29.90 miles west of Chestertown
  • Pet 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.
  • Affordable Downtown property
Days Inn by Wyndham Baltimore Inner Harbor - Baltimore
+1-888-389-4485
100 Hopkins Pl, Baltimore, MD 21201 +1-888-389-4485 ~29.93 miles west of Chestertown
  • Pets Policy: 1 Dog per room under 20lbs/ non-refundable pet fee $50.00 per stay
  • Three Star Downtown property
From$73
Very good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore Downtown in Baltimore City
+1-888-389-4121
200 West Saratoga St., Baltimore City, MD 21201 +1-888-389-4121 ~30.03 miles west of Chestertown
  • Pets Allowed Policy: Pets stay free, limit of 2 pets per room.
  • Affordable Downtown property
From$59
Average 3.0 /5 Reviews Call BookMore Details
Hilton Baltimore Inner Harbor - Baltimore
+1-888-675-2083
401 West Pratt St., Baltimore, MD 21201 +1-888-675-2083 ~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.
  • Expensive Downtown property
From$99
Very good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn Annapolis
+1-800-716-8490
2520 Riva Rd. Building C, Annapolis, MD 21401 +1-800-716-8490 ~30.16 miles southwest of Chestertown
  • Pets/Dogs 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.
  • Cheap Suburban hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis
+1-800-805-5223
2520 Riva Rd., Annapolis, MD 21401 +1-800-805-5223 ~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.
  • Low priced Suburban property
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Chesapeake Bay North Inn
+1-888-965-1860
39 Elwoods Rd., North East, MD 21901 +1-888-965-1860 ~30.29 miles north of Chestertown
  • Pets Policy: Pet fee 15.00 per night
  • 3-star Rural property
From$71
Very good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Annapolis
+1-888-788-5576
1 Womack Dr., Annapolis, MD 21401 +1-888-788-5576 ~30.39 miles southwest of Chestertown
  • Pet Friendly 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.
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr.
+1-888-897-9207
124 Womack Dr., Annapolis, MD 21401 +1-888-897-9207 ~30.39 miles southwest of Chestertown
  • Pets Policy: Pets allowed; 2 per room. Must sign pet policy at check in
  • 3-star Suburban hotel
From$70
Very good 4.0 /5 Read Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis - Annapolis
+1-888-311-4278
2600 Housley Rd., Annapolis, MD 21401 +1-888-311-4278 ~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.
  • Three Star Suburban hotel
From$69
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis
+1-888-469-4795
305 Harry South Truman Pkwy., Annapolis, MD 21401 +1-888-469-4795 ~30.53 miles southwest of Chestertown
  • Pet Policy: We WELCOME Dogs and Cats! Max of 2. $75 Pet Fee for 1-3 nights and $150 Pet Fee for 4 plus nights.
  • 3 star hotel
From$80
Very good 4.0 /5 Read Reviews Call BookMore Details
Sonesta Es Suites Annapolis - Annapolis
+1-888-734-9421
170 Admiral Cochrane Dr., Annapolis, MD 21401 +1-888-734-9421 ~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.
  • Expensive Suburban property
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Hotel & Suites BWI Airport North
+1-888-841-5292
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 +1-888-841-5292 ~30.77 miles west of Chestertown
  • Pets/Dogs Policy: We allow service dogs.
  • Midscale Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton / Home2 Suites Towson
+1-888-455-5160
21 West Susquehanna Ave., Towson, MD 21204 +1-888-455-5160 ~31.53 miles west of Chestertown
  • Pet-friendly Policy: 2 Pets Maximum $75 1-4 nights per stay $125 5+ nights
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Easton
+1-888-965-8297
7018 Ocean Gateway, Easton, MD 21601 +1-888-965-8297 ~32.19 miles south of Chestertown
  • Pets Policy: allowed
  • 3 star hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Delta Marriott Baltimore North - Baltimore
+1-888-906-6358
5100 Falls Rd., Baltimore, MD 21210 +1-888-906-6358 ~32.56 miles west of Chestertown
  • Pets Allowed Policy: Pet Friendly, $75.00 fee
  • Mid-scale Suburban hotel
From$74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Baltimore / BWI Airport : 940 International Dr.
+1-888-749-6785
940 International Dr., Linthicum Heights, MD 21090 +1-888-749-6785 ~32.66 miles west of Chestertown
  • Pet 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.
  • 3 star Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites Bwi
+1-888-878-9982
1171 Winterson Rd., Linthicum, MD 21090 +1-888-878-9982 ~32.71 miles west of Chestertown
  • Pets Allowed: $100 non-refundable pet sanitation fee
  • Midscale Airport hotel
From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Back to Top