Top-rated heating and air conditioning pros.

Best heating and air conditioning pros near 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

Top-Rated Heating and air conditioning pros in Chestertown - Updated Nov 2026

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

7 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%
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

"It was a pleasure to use norwood heating again. It was about 8am on a Sunday morning and noticed my heat wasn't working. John was at my home within an hour and cleaned and fixed my system at a very reasonable price considering emergency Sunday service . Like always John is punctual,pleasant and most of all very experience."
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 RepairElectric Furnace / Forced Air Heating System - RepairGas Furnace / Forced Air 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!"
3 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

"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
157 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

"I hired them to come and install an exhaust fan as well as a thermostat. After realizing my hvac system also had a humidifier function that was incompatible with the thermostat I bought they were able to properly install my exhaust fan (I bought the wrong kind as well) and hung a chandelier under two hours. Very efficient and fair pricing."
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
Avatar for JC Warner Heating & Cooling
JC Warner Heating & Cooling
5.0(
5
)
Central A/C - Service or RepairGas Furnace / Forced Air Heating System - RepairHeat Pump - Repair or Service+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
6 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 196
Heating and Air Conditioning FAQs, answered by experts

Yes, mini split systems cool equally as well as central air. While a central system circulates air throughout the entire home at the same temperature, a mini split system allows each room to be cooled or heated at different temperatures based on your own preferences. Hire a HVAC professional to determine which type of system is best for your home.

Yes, HVAC zoning is generally considered worth the investment by both experts and homeowners. Zoned systems offer significant benefits in convenience, efficiency, and comfort by allowing you to set different temperatures for various rooms or 'zones' in your house. This ability to heat and cool only the spaces you're using leads to energy savings and lower utility bills. Zoned systems are especially effective in multi-level homes that experience temperature fluctuations, but even smaller homes can benefit from the ability to adjust temperatures more quickly. While the up-front installation cost can be high, many find it's a worthwhile long-term investment, particularly for those who plan to stay in their home for a while.

While all portable AC units will collect moisture as part of their cooling and dehumidifying process, whether and how often you need to drain them depends on what kind of unit you have and the natural humidity levels where you live. For example, if you live in a very dry area and have a self-evaporating unit, you may not need to drain your portable AC very often at all. Some units may automatically drain collected moisture out the window through their exhaust vent.

Aside from needing HVAC repair, there are times when you may need to replace your unit. HVAC replacement costs $5,000 to $12,500. Here are some telltale signs that your HVAC unit is going bad:

  • Your unit is 10 years or older.

  • Your home is very humid.

  • The unit keeps cycling without producing cool air.

  • You need to repair the unit frequently.

Yes, it's normal for air conditioners to leak tiny amounts of water due to condensation. Under normal circumstances, all excess moisture travels to the drain pan to be pumped through your system's drain line. You should call a technician to diagnose the issue if you're noticing frequent leaking or pooling. It's also important to investigate if your homeowners insurance can cover water damage.

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