Top-rated heating and air conditioning pros.

Get matched with top heating and air conditioning pros in Chestertown, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your heating and air conditioning service project in Chestertown, MD?

Select your specific project to find the pro for you.

TRUSTED BY CHESTERTOWN, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon48
    Verified heating and air conditioning services reviews

Verified Reviews for Heating And Air Conditioning Service pros in Chestertown, MD

*The Angi rating for Heating And Air Conditioning Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Heating And Air Conditioning Service needs.

*The HomeAdvisor rating for Heating And Air Conditioning Service companies in Chestertown, MD is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Heating And Air Conditioning Service needs.

Last update on June 03, 2026

Find Heating and air conditioning pros in Chestertown

Avatar for Aire Serv of Elkton
Aire Serv of Elkton
4.8(
31
)
Central A/C - InstallGas Furnace / Forced Air Heating System - InstallElectric Furnace / Forced Air Heating System - Install+47 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1999

Emergency services offered

Warranties offered

"Very professional and meticulous with his work. He layer down a plastic sheet where he worked. He even pulled out the pellet stove out of the Fire place and cleaned behind it. I believe we have used him for 3 years now. I would not use any one else! For the work he accomplished his price was very reasonable."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+123

20 neighbors recently requested a quote
Recommended by93%of homeowners
Request Quote
Avatar for Shore2shore heating and cooling
Shore2shore heating and cooling
5.0(
14
)
Central A/C - InstallGas Furnace / Forced Air Heating System - InstallCentral A/C - Service or Repair+4 more

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2008

Free estimates

Emergency services offered

"Shore 2 Shore did a great job installing our HVAC system in Centreville Maryland. I would highly recommend them."
Response time1 day
Response rate100%
2 neighbors recently requested a quote
Request Quote
Avatar for Mack's Home Services, LLC
Mack's Home Services, LLC
4.7(
603
)
Air Ducts & Vents - Clean

Serving Chestertown, MD and surrounding areas

Approved

In business since 1993

Free estimates

Emergency services offered

"In addition to the work done, they identified issues that my other HVAC provided did not catch"
Response time3 hrs
1 neighbors recently requested a quote
Recommended by99%of homeowners
Request Quote
Avatar for Elite HVAC-R Service
Elite HVAC-R Service
5.0(
5
)
Central A/C - Service or RepairElectric Boiler or Radiator Heating System - RepairElectric Boiler or Radiator Heating System - Repair - For Business+12 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2025

Free estimates

Warranties offered

"Yes he explained why electricity bill was higher than normal and how to reduce it!"
Request Quote
Avatar for Lawson Home Services, LLC
Lawson Home Services, LLC
4.6(
60
)
Air Ducts & Vents - Clean

Serving Chestertown, MD and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"I am blown away by not only the professionalism, but the friendliness and cleanliness that was shown to us. John (the employee) did make some suggestions, but no hard sell. I will never, ever use anyone else even if I had to wait for an appointment. They are worth it!"
Metal Door Crawlspace Entrace
Turtl Crawlspace Entrance
Attic Air Leaks
Attic Air Sealing
Garage Loft Ready for Sprayfoam

+137

Response time9 hrs
168 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
Avatar for Duke's Electrical Services, Inc.
Duke's Electrical Services, Inc.
4.9(
310
)
Electrical Baseboard or Wall Heater - InstallElectrical Baseboard or Wall Heater - RepairThermostat - Install or Replace

Serving Chestertown, MD and surrounding areas

Approved

In business since 2001

Free estimates

Emergency services offered

"Great service, knowledgeable, responsive, and professional. I plan on hiring them again when I purchase a fan for my master bedroom."
Recess light install
Recess and fan install
Recommended by90%of homeowners
Request Quote
Avatar for JC Warner Heating & Cooling
JC Warner Heating & Cooling
5.0(
5
)
Central A/C - InstallDuctless Mini-split A/C - Install or ReplaceGas Furnace / Forced Air Heating System - Install+2 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1978

Free estimates

Warranties offered

The team at JC Warner Heating and Cooling is passionate about providing reliable, expert service. Whether it’s a repair, maintenance, or installation, they bring years of experience and a friendly approach to every job. Their focus is on making sure your home or business stays comfortable, with service you can trust.\n\nWith over 40 years of experience serving residents in the Queenstown area, our ever-increasing list of happy customers have become like family to us. We strive to maintain the highest-quality of service no matter what and provide a wide range of home installation services — all at competitive prices.

HVAC
8 neighbors recently requested a quote
Request Quote
Avatar for Gunther's Electric, Inc.
Gunther's Electric, Inc.
4.9(
21
)
Electrical Baseboard or Wall Heater - Install

Serving Chestertown, MD and surrounding areas

Approved

In business since 1961

Free estimates

Customers say: Quality work

"Installation of two ceiling fans was professionally done. Technician was personable; interacted with the manufacturer of the fans when a factory defect resulted in the fans not working; worked extra hours at no additional charge until the issue was resolved."
Piazza Italian Market
Piazza Italian Market
Piazza Italian Market
Gander's Car Wash
Gander's Car Wash

+48

Response time3 hrs
Response rate90%
1 neighbors recently requested a quote
Request Quote
Avatar for JC Warner Heating & Cooling
JC Warner Heating & Cooling
5.0(
5
)
Central A/C - Service or RepairElectric Furnace / Forced Air Heating System - RepairGas Furnace / Forced Air Heating System - Repair+2 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 1978

Free estimates

Emergency services offered

The team at JC Warner Heating and Cooling is passionate about providing reliable, expert service. Whether it’s a repair, maintenance, or installation, they bring years of experience and a friendly approach to every job. Their focus is on making sure your home or business stays comfortable, with service you can trust.\n\nWith over 40 years of experience serving residents in the Queenstown area, our ever-increasing list of happy customers have become like family to us. We strive to maintain the highest-quality of service no matter what and provide a wide range of home installation services — all at competitive prices.

Gallery
10 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 192
Heating and Air Conditioning questions, answered by experts

No, for two very important reasons. First, it’s illegal to release refrigerant into the air or ground since it can be toxic and cause environmental damage. Technicians typically pump old or extra refrigerant into separate tanks for special disposal. Second, without professional equipment to read refrigerant pressure and levels, plus the AC’s suggested requirements, it’s impossible to know if you’ve removed the right amount of refrigerant. Stay away from a DIY solution here and seek an expert with the right tools.

It depends on how fast an HVAC technician can resolve the issue. First, if there's a refrigerant leak, you’ll want to keep small children and pets out of the house. Next, you’ll want to turn off the AC unit to ensure no more freon enters your home. Finally, you’ll need an AC technician pro to come to your home and fix the leak immediately. Ultimately, it’s best to leave your home if you discover a freon leak—the risk of exposure is very high, and it’s not worth risking your health to stay.

Yes, you can clean your air conditioner filter as a temporary fix for cleaning up dirt, but you’ll eventually need to replace it once the dust starts to accumulate. Use a vacuum with a hose attachment to clean your air filter at least once per year or more often if you have pets.

In some cases, yes, portable air conditioners are worth buying. They’re a relatively affordable option for cooling small spaces. (On average, they cost between $100 and $500 per unit.) Plus, they’re easy to set up, and you can move them around to cool various parts of your home as needed. However, they aren’t the most efficient AC option, and they tend to be noisy.

Many HVAC companies offer free quotes and free estimates for repairs and new HVAC systems. Others offer low-cost quotes or apply the cost of the estimates or diagnostics to your final bill if you hire them. Be aware that some companies advertise free HVAC quotes and recoup the costs by charging more for their services. Free HVAC quotes are never truly free—they cost the company time and effort—so be a good customer. Also understand that you may end up paying for free quotes in another way if you don’t hire a reputable company.

The Chestertown, MD homeowners’ guide to heating and air conditioning services

From average costs to expert advice, get all the answers you need to get your job done.

See all articles