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 - InstallBoiler or Radiator Heating System - Install or ReplaceBoiler or Radiator Heating System - Install or Replace - For Business+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

6 neighbors recently requested a quote
Recommended by93%of homeowners
Request Quote
Avatar for HVAC Detectives
HVAC Detectives
4.3(
134
)
Oil Furnace / Forced Air Heating System - RepairGas Furnace / Forced Air Heating System - RepairHeat Pump - Repair or Service+3 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"John is wonderful. He talked me through the entire process, and also educated me on what to do to avoid future problems with our AC. Rob, his technician, is a hard-working young man who also did a great job!"
Central ACs
Furnace repairs
Furnace repairs
Furnace repairs
Furnace repairs

+7

Response time2 hrs
Response rate85%
7 neighbors recently requested a quote
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%
4 neighbors recently requested a quote
Request Quote
Avatar for HVAC Detectives
HVAC Detectives
4.3(
125
)
Central A/C - Service or RepairElectric Furnace / Forced Air Heating System - RepairGas Furnace / Forced Air Heating System - Repair+5 more

Serving Chestertown, MD and surrounding areas

Approved

In business since 2005

Emergency services offered

Warranties offered

"John is wonderful. He talked me through the entire process, and also educated me on what to do to avoid future problems with our AC. Rob, his technician, is a hard-working young man who also did a great job!"
hvacdet
Recommended by97%of homeowners
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(
7
)
Central A/C - Service or RepairGas Furnace / Forced Air Heating System - RepairElectric Boiler or Radiator Heating System - Repair+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!"
2 neighbors recently requested a quote
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

"Donnie was the person who did the work -cleaning out our dryer vent using a camera to record the inside of the vent the entire vent was completely clog with lint, and after the wok was done, it was completely empty the work was very reasonable priced. I highly recommend Lawson Home Services"
Metal Door Crawlspace Entrace
Turtl Crawlspace Entrance
Attic Air Leaks
Attic Air Sealing
Garage Loft Ready for Sprayfoam

+137

Response time9 hrs
151 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

"Installed ceiling fan, fixed bathroom fan, switched out foyer fixture, fixed circuit. Mark was professional, friendly and his price was so low I hired him as soon as he gave me a quote. He took pity on me and fixed a circuit the very day he came out to give me the quote. We had had no power in any bathrooms, hallways, and no security lights for days. He is a one man company which I love because there are no middle men. I highly reccommend Duke's Electrical Service."
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 - InstallGas Furnace / Forced Air Heating System - InstallDuctless Mini-split A/C - Install or Replace+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
5 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
...
Showing 1-10 of 194
Heating and Air Conditioning questions, answered by experts

You can protect your air conditioner in the winter by turning off the power at the thermostat and performing routine HVAC maintenance in the spring. Regular maintenance, cleaning, and repair of your AC unit helps protect it and extend its life span. If you have a window AC unit, remove it from the window and store it in a dry place during the winter. Window units cannot withstand freezing temperatures. Keeping them in your window also allows cold air to seep into your home.

Most HVAC service calls include diagnostic fees, which could include checking on a specific issue you’re experiencing or running through a routine inspection checklist. If you called for a particular problem, the service call will also include an estimate to fix the issue, including materials and labor. Depending on your HVAC technician and the service you requested, you might also get a general inspection of your system components to ensure everything is working as intended.

To diagnose a bad HVAC or AC damper, assess the airflow from your vents. For a manual damper, close it, run your system, and check for airflow. If air is still coming through the vents, the damper is likely faulty and needs repair or replacement. For an automatic damper, turn on your HVAC system and monitor the airflow and room temperature. Signs of a problem include low airflow, a room that won't maintain its set temperature, or a drafty feeling. If you suspect a faulty automatic damper, you may need to hire a professional for repairs.

The decision to put your AC unit on the roof or ground depends on the climate in your area, the roof shape, accessibility, and budget. If you live in a warm climate or don’t have existing ductwork, it’s likely best to stick to a traditional AC unit that sits on the ground. However, if you lack yard space, live in a mild climate, and have easy access to the roof, your home may benefit from a rooftop AC unit. 

You should plan to change your AC unit's filter every one to three months, depending on the manufacturer's recommendations. You should also clean the coils at least once per year, but if you have pets or someone in your household has allergies, you might need to clean them more often. Fortunately, many pros will clean the coils and change the filter for you during an inspection, which you should schedule once or twice per year.

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