Chestertown Hotels & Motels Allowing Pets

Comfort Inn & Suites Chestertown - Chestertown
+1-888-389-4121
150 Scheeler Rd., Chestertown, MD 21620 +1-888-389-4121
  • Pets Allowed: We do allow pets. $25 non-refundable pet deposit per day.
  • 3 star Suburban hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Kent Narrows Inn
+1-888-675-2083
3101 Main St., Grasonville, MD 21638 +1-888-675-2083 ~19.04 miles southwest of Chestertown
  • Pet Friendly Policy: Pets accepted. $30 per night fee.
  • Mid-scale Resort hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Towneplace Suites by Marriott
+1-800-716-8490
1357 Belcamp Rd., Belcamp, MD 21017 +1-800-716-8490 ~21.21 miles northwest of Chestertown
  • Pets Policy: $50 REG $100
  • High-end Rural hotel
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Candlewood Suites by Ihg
+1-800-805-5223
4216 Philadelphia Rd., Bel Air, MD 21015 +1-800-805-5223 ~21.34 miles northwest of Chestertown
  • Pet-friendly 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 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Aberdeen-APG - Aberdeen
+1-888-965-1860
793 West Bel Air Ave., Aberdeen, MD 21001 +1-888-965-1860 ~22.62 miles north of Chestertown
  • Pets Allowed: Pet stays free
  • Two-star Rural hotel
From$109
Very Good 4.0 /5 Guest 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 Friendly Policy: Pet friendly $100 non-refundable
  • Midscale 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 +1-888-897-9207 ~23.86 miles west of Chestertown
  • Pets/Dogs Policy: Pet Fee $100 (max of two pets per room)
  • Three Star Suburban property
From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Hotel & Conference Center in Baltimore
+1-888-311-4278
5625 O'donnell St., Baltimore, MD 21224 +1-888-311-4278 ~26.13 miles west of Chestertown
  • Pets Allowed Policy: Pets allowed
  • 3-star Highway property
From$72
Average 3.0 /5 Hotel Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection in Annapolis
+1-888-469-4795
80 Compromise St., Annapolis, MD 21401 +1-888-469-4795 ~27.59 miles southwest of Chestertown
  • Pets Allowed Policy: We take all pets, $100 one time cleaning fee
  • Expensive Downtown property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Inn at Henderson's Wharf - Baltimore
+1-888-734-9421
1000 Fell St., Baltimore, MD 21231 +1-888-734-9421 ~28.36 miles west of Chestertown
  • Pet Friendly Policy: Service animals only
  • Affordable Downtown hotel
From$159
Excellent 5.0 /5 Review Score Call BookMore Details
The Westin Annapolis - Annapolis
+1-888-841-5292
100 Westgate Cir, Annapolis, MD 21401 +1-888-841-5292 ~28.40 miles southwest of Chestertown
  • Pet-friendly 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 : 888 South Broadway
+1-888-455-5160
888 South Broadway, Baltimore, MD 21231 +1-888-455-5160 ~28.58 miles west of Chestertown
  • Pet-friendly Policy: pet friendly, no charge
  • 3-star Downtown property
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Baltimore at the Johns Hopkins Medical - Baltimore
+1-888-965-8297
800 North Wolfe St., Baltimore, MD 21205 +1-888-965-8297 ~28.70 miles west of Chestertown
  • Pet-friendly Policy: Pets are welcomed. $100 pet fee (non-refundable).
  • Mid-scale Downtown hotel
From$62
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Canopy by Hilton Baltimore Harbor Point
+1-888-906-6358
1215 Wills St., Baltimore, MD 21231 +1-888-906-6358 ~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 Recent Reviews Call BookMore Details
Hyatt Place Baltimore Inner Harbor : 511 South Central Ave.
+1-888-749-6785
511 South Central Ave., Baltimore, MD 21202 +1-888-749-6785 ~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 hotel
From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Extended Stay America Suites Baltimore Glen Burnie
+1-888-878-9982
104 Chesapeake Centre Court, Glen Burnie, MD 21061 +1-888-878-9982 ~28.92 miles west of Chestertown
  • Animals Policy: 1 PET PER ROOM WITH A PET FEE OF $25.00 PLUS TAX PER NIGHT NOT TO EXCEED $150.00
  • Low-priced Rural property
From$99
Very Good 4.5 /5 Latest 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
  • Animals Policy: Hotel welcomes pets up to 75 pounds. There is a $50 non-refundable pet fee.
  • Affordable Downtown property
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 hotel
From$71
Average 3.0 /5 Hotel Reviews Call BookMore Details
Roost Baltimore
+1-888-675-2083
2460 Terrapin Way, Baltimore, MD 21215 +1-888-675-2083 ~29.19 miles west of Chestertown
  • Pet Policy: Dogs accepted.
  • Expensive hotel
From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
Pier 5 Hotel Baltimore Curio Collection by Hilton
+1-800-716-8490
711 Eastern Ave., Baltimore, MD 21202 +1-800-716-8490 ~29.21 miles west of Chestertown
  • Pets Allowed: Pet fee required - Contact Hotel
  • Midscale Downtown hotel
From$139
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Baltimore S. Glen Burnie : 6323 Ritchie Highway
+1-800-805-5223
6323 Ritchie Highway, Glen Burnie, MD 21061 +1-800-805-5223 ~29.21 miles west of Chestertown
  • Pets Allowed Policy: Pets are allowed for free - 20lb or less
  • Affordable Suburban property
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Baltimore South - Glen Burnie : 6600 Ritchie Highway
+1-888-965-1860
6600 Ritchie Highway, Glen Burnie, MD 21061 +1-888-965-1860 ~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.
  • Economy Airport hotel
From$57
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites : 1 Center Dr.
+1-888-788-5576
1 Center Dr., North East, MD 21901 +1-888-788-5576 ~29.39 miles north of Chestertown
  • Animals Policy: $15.00 PER PET / PER NIGHT PET LIMIT 2 PETS MUST BE UNDER 35 LBS.
  • Affordable Rural property
From$67
Average 3.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Downtown Inner Harbor
+1-888-897-9207
301 Fallsway, Baltimore, MD 21202 +1-888-897-9207 ~29.45 miles west of Chestertown
  • Animals Policy: $35 PER NIGHT, PER PET, UP TO 80 POUNDS
  • 3-star Downtown property
From$70
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Baltimore Downtown
+1-888-311-4278
221 North Gay St., Baltimore, MD 21202 +1-888-311-4278 ~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.
  • 3 star Downtown property
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Staybridge Suites Baltimore Inner Harbor An Ihg Hotel
+1-888-469-4795
17 Commerce St., Baltimore, MD 21202 +1-888-469-4795 ~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.
  • 3-star Downtown hotel
From$65
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Baltimore Inner Harbor : 120 East Lombard St.
+1-888-734-9421
120 East Lombard St., Baltimore, MD 21202 +1-888-734-9421 ~29.65 miles west of Chestertown
  • Animals Policy: Pet Friendly. $35.00 non-refundable deposit then $10.00 per day, per animal.
  • 3-star Downtown hotel
From$59
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Baltimore Inner Harbor - Baltimore
+1-888-841-5292
17 Light St., Baltimore, MD 21202 +1-888-841-5292 ~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 hotel
From$141
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Dover, DE in Dover
+1-888-455-5160
222 South Dupont Highway, Dover, DE 19901 +1-888-455-5160 ~29.76 miles east of Chestertown
  • Pets Allowed Policy: Must sign pet policy form. $25 per night with cap of $50.
  • Economy Downtown hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Embassy Suites Baltimore Inner Harbor
+1-888-965-8297
222 Saint Paul Pl, Baltimore, MD 21202 +1-888-965-8297 ~29.79 miles west of Chestertown
  • Pet Friendly Policy: Pets accepted $100 non-refundable pet fee.
  • 4 star Downtown hotel
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Candlewood Suites Baltimore Inner Harbor An Ihg Hotel
+1-888-906-6358
101 North Charles, Baltimore, MD 21201 +1-888-906-6358 ~29.82 miles west of Chestertown
  • Pets are Welcome
  • Three Star Downtown property
From$89
Excellent 5.0 /5 Review Score Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor in Baltimore
+1-888-749-6785
2n North Charles St., Baltimore, MD 21202 +1-888-749-6785 ~29.84 miles west of Chestertown
  • Pet Policy: Pet-friendly — no fee or restrictions
  • 4-star property
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG Hotel : 2 North Charles St.
+1-888-878-9982
2 North Charles St., Baltimore, MD 21201 +1-888-878-9982 ~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 Read Reviews Call BookMore Details
Radisson Hotel Baltimore Downtown Inner Harbor - Baltimore
+1-888-389-4485
101 West Fayette St., Baltimore, MD 21201 +1-888-389-4485 ~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 property
Days Inn by Wyndham Baltimore Inner Harbor : 100 Hopkins Pl
+1-888-389-4121
100 Hopkins Pl, Baltimore, MD 21201 +1-888-389-4121 ~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 Reviews Call BookMore Details
Ulysses
+1-888-675-2083
2 East Read St., Baltimore, MD 21202 +1-888-675-2083 ~29.98 miles west of Chestertown
  • Pet Friendly Policy: Pet Friendly
  • Luxurious Five Star Downtown property
From$150
Average 3.0 /5 Hotel 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 +1-800-716-8490 ~30.03 miles west of Chestertown
  • Pets Policy: Pets stay free, limit of 2 pets per room.
  • Three Star Downtown hotel
From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Inner Harbor : 301 West Lombard St.
+1-800-805-5223
301 West Lombard St., Baltimore, MD 21201 +1-800-805-5223 ~30.05 miles west of Chestertown
  • Pets Allowed: Up to 30 lbs. $25 non refundable deposit.
  • 3-star Downtown property
From$70
Average 3.0 /5 Review Score Call BookMore Details
Hilton Baltimore Inner Harbor - Baltimore
+1-888-965-1860
401 West Pratt St., Baltimore, MD 21201 +1-888-965-1860 ~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 hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis
+1-888-788-5576
210 Holiday Court, Annapolis, MD 21401 +1-888-788-5576 ~30.10 miles southwest of Chestertown
  • Pet Friendly 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 in Annapolis
+1-888-897-9207
2520 Riva Rd. Building C, Annapolis, MD 21401 +1-888-897-9207 ~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 hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Annapolis : 2520 Riva Rd.
+1-888-311-4278
2520 Riva Rd., Annapolis, MD 21401 +1-888-311-4278 ~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.
  • Economical Suburban property
From$84
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Chesapeake Bay North Inn
+1-888-469-4795
39 Elwoods Rd., North East, MD 21901 +1-888-469-4795 ~30.29 miles north of Chestertown
  • Pet Friendly 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
+1-888-734-9421
1 Womack Dr., Annapolis, MD 21401 +1-888-734-9421 ~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.
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Annapolis
+1-888-841-5292
124 Womack Dr., Annapolis, MD 21401 +1-888-841-5292 ~30.39 miles southwest of Chestertown
  • Pets/Dogs Policy: Pets allowed; 2 per room. Must sign pet policy at check in
  • Midscale Suburban hotel
From$70
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Country Inn & Suites by Radisson Annapolis : 2600 Housley Rd.
+1-888-455-5160
2600 Housley Rd., Annapolis, MD 21401 +1-888-455-5160 ~30.40 miles southwest of Chestertown
  • Animals 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 hotel
From$69
Very Good 4.0 /5 Review Score Call BookMore Details
Sonesta Es Suites Annapolis
+1-888-965-8297
170 Admiral Cochrane Dr., Annapolis, MD 21401 +1-888-965-8297 ~30.57 miles southwest of Chestertown
  • Pets 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
+1-888-906-6358
6921 Baltimore Annapolis Blvd., Baltimore, MD 21225 +1-888-906-6358 ~30.77 miles west of Chestertown
  • Pets Allowed: We allow service dogs.
  • Mid-scale Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton / Home2 Suites Towson in Towson
+1-888-749-6785
21 West Susquehanna Ave., Towson, MD 21204 +1-888-749-6785 ~31.53 miles west of Chestertown
  • Pets/Dogs 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
Sheraton Baltimore North Hotel - Towson
+1-888-878-9982
903 Dulaney Valley Rd., Towson, MD 21204 +1-888-878-9982 ~31.54 miles west of Chestertown
  • Pet-friendly Policy: Pet Friendly. Complimentary, up to 25 pounds.
  • 4 star Suburban hotel
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
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