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

19 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
162 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
9 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

Troubleshooting common issues with your AC often sheds light on a problem with the compressor. Signs that you need to replace a bad compressor include your AC blowing warm air, short cycling (turning on and off), making strange noises, and blowing less air overall. Since these problems can stem from several areas of your AC, always call a local AC repair team to confirm it's the compressor.

Replacing both an AC and a furnace takes a full day on average, ranging from eight to 12 hours. The process involves removing the old units, installing the new ones, and ensuring all connections are properly made. If both systems are being replaced simultaneously, it can take longer than installing a furnace alone, so plan accordingly.

The best time of year to purchase or replace an HVAC system, including components like an air conditioner or furnace, is during the off-season—spring and fall. During these periods, HVAC professionals are less busy than in summer and winter, when extreme temperatures create urgent demand. Shopping during the off-season can lead to savings of 10% to 15% on an AC unit and allows you more time to find the best deal and other cost-saving incentives. Typically, air conditioning units go on sale in the fall after demand drops, while furnace prices tend to decrease in the spring.

You should flush your AC drain line once every three months to keep it clear of debris and buildup. Keeping your AC drain line clean prevents clogs, backups, mold growth, and extra wear on your AC unit. If you live in a humid area or have several furry pets, up your cleaning schedule to once a month.

The cost to add Freon to an AC ranges from $100 to $350. It can increase up to $600 for large AC units requiring much more coolant. The cost also depends on how much refrigerant your unit needs. If only a small amount of Freon leaked out, your cost would be on the lower side. A complete replacement of all the required refrigerant can get expensive.

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