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 - InstallBoiler or Radiator Heating System - Install or Replace+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

11 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%
3 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(
7
)
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!"
1 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
156 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 - 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
4 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
10 neighbors recently requested a quote
Request Quote
...
Showing 1-10 of 191
Heating and Air Conditioning questions, answered by experts

The simplest indicator is how long it’s been since your last tune-up. You should schedule an annual AC tune-up each spring. Beyond that, there are multiple signs that your AC needs a quick check by a professional. These issues include higher-than-average energy bills, decreased air flow from vents, higher indoor temperatures, and an air conditioning unit that stays on all the time or frequently turns on and off.

Yes. In fact, not only are AC tuneups worth it, but they’re actually necessary to keep your air conditioner in good condition, improve its efficiency, and potentially prevent major damage. Experts recommend getting a tuneup at least once per year. In most cases, you’ll want to schedule it during the spring so that you can address any issues before the hottest months of the year.

The cost to install a ductless mini-split AC system ranges from $2,000 to $14,000, depending on the type of unit, the number of zones or rooms, and the complexity of the installation. On the low end, a system for one or two zones in a single room costs around $2,000. Covering two zones for more rooms can cost between $6,000 and $8,000. For a larger multi-zone system to cover an entire home, costs can be $14,000. If you don’t already have an AC system in place, you may need to add the cost of permits, an electrician, and a concrete pad.

If you don't clean your AC evaporator coils, dirt and debris will build up, which impairs the system's ability to transfer heat. This forces the unit to work harder, leading to inefficient performance, higher energy bills, and frequent breakdowns. Over time, neglected coils can corrode, which may cause refrigerant leaks, or develop mold, ice buildup, and a clogged condensate drain, resulting in poor air quality and an uncomfortable home.

It depends on the size of the space you’re cooling down. If you’re looking for the most affordable way to cool an entire house over a long period of time, then central air will be more cost-effective. But when it comes to cooling down a couple of rooms or one floor, a window unit may be the cheaper option, with both a lower cost to install and less energy used to run.

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