569 roofers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →
Best overall in Chestertown: Home Crafters Roofing & Contracting, CR Score 93/100; 5.0★ from 2,874 Google reviews; open 24/7.
Best for emergencies (open 24/7): CRG Roofing and Siding, posts 24/7 hours; ranked #2 of 569.
Most-reviewed: Constellation Home, 1,861 Google reviews at 4.2★, the most of 569 ranked after Home Crafters Roofing & Contracting; ranked #14.
Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank
569 Chestertown roofers are ranked here by CR Score, from 8 published factors. 98 are open 24/7, 342 open Saturdays and 159 open Sundays, based on posted hours. The median Google rating is 4.9★ across 569 rated businesses.
| Rank | Business | CR Score | Google rating | Based in | Hours | Best for |
|---|---|---|---|---|---|---|
| 1 | Home Crafters Roofing & Contracting | 93 | 5.0★ (2,874) | Parkville, 28 mi away | 24/7 | Overall |
| 2 | CRG Roofing and Siding | 90 | 5.0★ (513) | Baltimore, 28 mi away | 24/7 | Emergencies |
| 3 | Monarch Roofing | 89 | 5.0★ (203) | Stevensville, 18 mi away | 24/7 | — |
| 4 | Bright Side Roofing | 88 | 4.8★ (399) | Dover, 27 mi away | 24/7 | — |
| 5 | Allied Remodeling | 88 | 4.7★ (1,074) | Timonium, 33 mi away | 24/7 | — |
| 6 | Atlas Exteriors | 87 | 5.0★ (445) | Bel Air North, 20 mi away | Sat · Sun · Evenings | — |
| 7 | Canales Service LLC | 87 | 4.9★ (102) | Stevensville, 19 mi away | 24/7 | — |
| 8 | Class Roofing | 87 | 5.0★ (221) | Newark, 35 mi away | 24/7 | — |
| 9 | MARASUN | 87 | 5.0★ (146) | Easton, 31 mi away | 24/7 | — |
| 10 | AC Matthews, Roofing & Exteriors | 86 | 5.0★ (140) | Towson, 32 mi away | 24/7 | — |
Ordered by CR Score, a 0–100 score from 8 published factors. Paid placement never changes the order.
Scores below: based on 6 of 8 factors; credentials and recency not yet collected. Hatched segments mark factors we don't have yet.
Ranked #1 because of its Google rating and review volume: 5.0★ from 2,874 Google reviews, the most Google reviews on this list (2,874).
Based in Baltimore, 28 mi away
Ranked #2 because of its Google rating and availability: 5.0★ from 513 Google reviews, open 24/7.
Based in Stevensville, 18 mi away
Ranked #3 because of its Google rating and availability: 5.0★ from 203 Google reviews, open 24/7.
Based in Dover, 27 mi away
Ranked #4 because of its Google rating and availability: 4.8★ from 399 Google reviews, open 24/7.
Based in Timonium, 33 mi away
Ranked #5 because of its Google rating and availability: 4.7★ from 1,074 Google reviews, open 24/7.
Based in Bel Air North, 20 mi away
Ranked #6 because of its Google rating and trade focus: 5.0★ from 445 Google reviews, listed on Google as “Roofing contractor”.
Based in Stevensville, 19 mi away
Ranked #7 because of its Google rating and availability: 4.9★ from 102 Google reviews, open 24/7.
Based in Newark, 35 mi away
Ranked #8 because of its Google rating and availability: 5.0★ from 221 Google reviews, open 24/7.
Based in Easton, 31 mi away
Ranked #9 because of its Google rating and availability: 5.0★ from 146 Google reviews, open 24/7.
Based in Towson, 32 mi away
Ranked #10 because of its Google rating and availability: 5.0★ from 140 Google reviews, open 24/7.
Based in Baltimore, 34 mi away
Ranked #11 because of its Google rating and availability: 4.8★ from 361 Google reviews, open 24/7.
Based in Smyrna, 26 mi away
Ranked #12 because of its Google rating and availability: 5.0★ from 67 Google reviews, open 24/7.
Based in Cambridge, 38 mi away
Ranked #13 because of its Google rating and availability: 4.9★ from 264 Google reviews, open 24/7.
Based in Middle River, 21 mi away
Ranked #14 because of its Google rating and availability: 4.2★ from 1,861 Google reviews, open 24/7.
Based in Edgewater, 32 mi away
Ranked #15 because of its Google rating and availability: 4.9★ from 139 Google reviews, open 24/7.
Based in Pasadena, 25 mi away
Ranked #16 because of its Google rating and availability: 4.8★ from 106 Google reviews, open 24/7.
Based in Hunt Valley, 37 mi away
Ranked #17 because of its Google rating and availability: 4.9★ from 185 Google reviews, open 24/7.
Based in Bowie, 39 mi away
Ranked #18 because of its Google rating and availability: 4.9★ from 181 Google reviews, open 24/7.
Based in Glen Burnie, 30 mi away
Ranked #19 because of its Google rating and availability: 4.7★ from 182 Google reviews, open 24/7.
Based in Middle River, 22 mi away
Ranked #20 because of its Google rating and availability: 4.7★ from 67 Google reviews, open 24/7.
Based in Dover, 37 mi away
Ranked #21 because of its Google rating and trade focus: 5.0★ from 501 Google reviews, listed on Google as “Roofing contractor”.
Based in Annapolis, 29 mi away
Ranked #22 because of its Google rating and trade focus: 5.0★ from 270 Google reviews, listed on Google as “Roofing contractor”.
Based in Elkridge, 39 mi away
Ranked #23 because of its Google rating and availability: 4.9★ from 130 Google reviews, open 24/7.
Based in Middle River, 21 mi away
Ranked #24 because of its Google rating and trade focus: 4.9★ from 155 Google reviews, listed on Google as “Roofing contractor”.
Based in Baltimore, 26 mi away
Ranked #25 because of its Google rating and availability: 4.8★ from 47 Google reviews, open 24/7.
#1 to #25 are shown in full above. Here are #26 to #50, in CR Score order; each links to its profile. We publish the top 50 of 569 ranked roofers here; the rest are on their profiles.
20 more roofers within 40 mi that we can't rank yet: too few reviews, or a trade we couldn't confirm. Listed A to Z.
| Business | Google rating | Distance |
|---|---|---|
| Albert J Jackson Inc. | 5.0★ (74) | 32 mi |
| Andrea’s Remodeling LLC Company | 1.0★ (2) | 24 mi |
| Bel Air Roofing Solutions | 4.9★ (20) | 27 mi |
| Cambro Services | 4.8★ (20) | 32 mi |
| Diaz & Vela Contractors LLC | 5.0★ (1) | In Chestertown |
| East Coast Roofing Systems | 5.0★ (20) | 36 mi |
| Evolution Home Services MD | 5.0★ (2) | 24 mi |
| Exterior Expressions Landscaping | 5.0★ (2) | 25 mi |
| GTA Chestertown Chimney Cleaning And Air Duct Cleaning Contract, MD | 5.0★ (3) | In Chestertown |
| KRM Construction Company | In Chestertown | |
| Lazo Home Services | 5.0★ (2) | 23 mi |
| M&J Roofing And General Services LLC | 5.0★ (2) | 19 mi |
| Modern Remodeling Inc | 4.9★ (241) | 24 mi |
| Pacheco Construction Company Inc | 5.0★ (2) | 20 mi |
| Perla remodeling llc | 5.0★ (2) | 22 mi |
| Pilson Contracting | 3.0★ (2) | 26 mi |
| Roof Right Inc | 4.9★ (104) | 30 mi |
| Roofing Pups, Roofing & Siding | 4.8★ (48) | 38 mi |
| ShorePro Construction, LLC | 5.0★ (2) | In Chestertown |
| Stoltzfus Brothers Shore construction | 4.5★ (8) | In Chestertown |
Typical prices in USD: adjusted for Maryland where a published index exists, national otherwise. Each row names its basis.
| Job | Low | Typical | High | Basis | Checked |
|---|---|---|---|---|---|
| Roof replacement | $7,590 | $10,120 | $14,170 | Per project: asphalt shingles on a 1,700 sq ft home (about 2,000 sq ft of roof). US national range × 1.01 South Atlantic factor (2025 Cost vs. Value Report) | October 2026 |
| Roof repair | $395 | $1,174 | $1,968 | Per repair: typical range of customer-reported jobs. US national range | October 2026 |
In Maryland, Maryland Home Improvement Commission licenses Home improvement contractor licenses for residential roofing.
No chip usually means we have not matched a state record yet. Check the lookup yourself before you hire.
Guide checked October 2026. How we verify licenses
Roofers are busiest from late spring to early fall, so booking in winter usually means shorter waits. After a big storm, get more than one quote and check the license or registration before signing.
We scored 569 Chestertown roofers on 8 factors, weighted as shown. A business is ranked when its trade is confirmed and it has 3 or more Google reviews or a claimed profile. Unknown factors are left out of the score, not counted as zero. Scores last refreshed October 22, 2026.
Paid placement never changes a rank or score. Featured businesses are paid, labelled, limited to 3 and shown above the ranking, outside it.
| Factor | Weight | Computed from | In Chestertown data |
|---|---|---|---|
| Reputation | 35% | Bayesian-adjusted Google star rating | Measured |
| Credentials | 15% | Active state license 0.6, bond 0.2, workers’ comp 0.2 | Not yet collected |
| Review volume | 10% | log10(reviews + 1) against the list maximum | Measured |
| Recency | 10% | Share of reviews from the last 12 months | Not yet collected |
| Availability | 10% | Weekly open hours, Saturday, Sunday, 24/7 or same-day | Measured |
| Trade focus | 10% | Google main category 1.0, business name 0.7, additional category 0.5 | Measured |
| Proximity | 5% | 1.0 when based in the city, falling to 0 at the trade’s radius | Measured |
| Completeness | 5% | Website, photos, description, hours, claimed profile (0.2 each) | Measured |