275 siding contractors ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →
Best overall in Chestertown: Roofing Pups, Roofing & Siding, CR Score 60/100; 4.7★ from 392 Google reviews; open 24/7.
Best for emergencies (open 24/7): CRG Roofing and Siding, posts 24/7 hours; ranked #2 of 275.
Most-reviewed: Allied Remodeling, 1,074 Google reviews at 4.7★, the most of 275 ranked; ranked #12.
Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank
275 Chestertown siding contractors are ranked here by CR Score, from ten published factors. 39 are open 24/7, 176 open Saturdays and 74 open Sundays, based on posted hours. The median Google rating is 4.9★ across 275 rated businesses.
| Rank | Business | CR Score | Google rating | Based in | Hours | Best for |
|---|---|---|---|---|---|---|
| 1 | Roofing Pups, Roofing & Siding | 60 | 4.7★ (392) | Bowie, 31 mi away | 24/7 | Overall |
| 2 | CRG Roofing and Siding | 59 | 5.0★ (513) | Baltimore, 28 mi away | 24/7 | Emergencies |
| 3 | Aces N Jacks | 59 | 4.6★ (98) | Edgewood, 20 mi away | 24/7 | — |
| 4 | Victory Home Remodeling | 57 | 4.5★ (177) | Hanover, 36 mi away | 24/7 | — |
| 5 | Mr. Handyman of Northern Baltimore County | 57 | 4.9★ (870) | Timonium, 34 mi away | — | — |
| 6 | CraftMasters Remodeling | 57 | 4.8★ (30) | Baltimore, 26 mi away | 24/7 | — |
| 7 | Shared Stories Home and Remodeling | 57 | 5.0★ (46) | Rosedale, 25 mi away | Sat · Sun · Evenings | — |
| 8 | Toro Contracting LLC | 56 | 5.0★ (33) | Rosedale, 25 mi away | Sat · Sun | — |
| 9 | Mr. Handyman of Anne Arundel and PG County | 56 | 4.8★ (949) | Baltimore, 31 mi away | 24/7 | — |
| 10 | Atlas Exteriors | 56 | 5.0★ (445) | Bel Air North, 20 mi away | Sat · Sun · Evenings | — |
Ordered by CR Score, a 0–100 score from ten published factors. Paid placement never changes the order.
Scores below: based on 8 of 10 factors; credentials and recency not yet collected. Hatched segments mark factors we don't have yet.
Ranked #1 because of its Google rating and trade focus: 4.7★ from 392 Google reviews, listed on Google as “Siding contractor”.
Based in Baltimore, 28 mi away
Ranked #2 because of its Google rating and review volume: 5.0★ from 513 Google reviews.
Based in Edgewood, 20 mi away
Ranked #3 because of its Google rating and trade focus: 4.6★ from 98 Google reviews, listed on Google as “Siding contractor”.
Based in Hanover, 36 mi away
Ranked #4 because of its Google rating and trade focus: 4.5★ from 177 Google reviews, listed on Google as “Siding contractor”.
Based in Timonium, 34 mi away
Ranked #5 because of its Google rating and trade focus: 4.9★ from 870 Google reviews, listed on Google as “Siding contractor”.
Based in Baltimore, 26 mi away
Ranked #6 because of its Google rating and trade focus: 4.8★ from 30 Google reviews, listed on Google as “Siding contractor”.
Based in Rosedale, 25 mi away
Ranked #7 because of its Google rating and trade focus: 5.0★ from 46 Google reviews, listed on Google as “Siding contractor”.
Based in Rosedale, 25 mi away
Ranked #8 because of its Google rating and trade focus: 5.0★ from 33 Google reviews, listed on Google as “Siding contractor”.
Based in Baltimore, 31 mi away
Ranked #9 because of its Google rating and review volume: 4.8★ from 949 Google reviews.
Based in Bel Air North, 20 mi away
Ranked #10 because of its Google rating and review volume: 5.0★ from 445 Google reviews.
Based in Baltimore, 27 mi away
Ranked #11 because of its Google rating and trade focus: 5.0★ from 62 Google reviews, listed on Google as “Siding contractor”.
Based in Timonium, 33 mi away
Ranked #12 because of its Google rating and review volume: 4.7★ from 1,074 Google reviews, the most in Chestertown.
Based in Bel Air North, 23 mi away
Ranked #13 because of its Google rating and trade focus: 5.0★ from 44 Google reviews, listed on Google as “Siding contractor”.
Based in Crofton, 37 mi away
Ranked #14 because of its Google rating and trade focus: 4.2★ from 150 Google reviews, listed on Google as “Siding contractor”.
Based in Odenton, 35 mi away
Ranked #15 because of its Google rating and trade focus: 4.9★ from 288 Google reviews, listed on Google as “Siding contractor”.
Based in Elsmere, 30 mi away
Ranked #16 because of its Google rating and trade focus: 5.0★ from 59 Google reviews, listed on Google as “Siding contractor”.
Based in Pasadena, 22 mi away
Ranked #17 because of its Google rating and trade focus: 4.6★ from 40 Google reviews, listed on Google as “Siding contractor”.
Based in Stevensville, 19 mi away
Ranked #18 because of its Google rating and review volume: 4.9★ from 102 Google reviews.
Based in Baltimore, 35 mi away
Ranked #19 because of its Google rating and trade focus: 4.8★ from 93 Google reviews, listed on Google as “Siding contractor”.
Based in Bowie, 39 mi away
Ranked #20 because of its Google rating and review volume: 4.9★ from 306 Google reviews.
Based in Joppatowne, 22 mi away
Ranked #21 because of its Google rating and trade focus: 4.7★ from 98 Google reviews, listed on Google as “Siding contractor”.
Based in Baltimore, 34 mi away
Ranked #22 because of its Google rating and review volume: 4.8★ from 361 Google reviews.
Based in Crofton, 35 mi away
Ranked #23 because of its Google rating and trade focus: 4.9★ from 59 Google reviews, listed on Google as “Siding contractor”.
Based in Odenton, 35 mi away
Ranked #24 because of its Google rating and trade focus: 4.8★ from 79 Google reviews, listed on Google as “Siding contractor”.
Based in Easton, 31 mi away
Ranked #25 because of its Google rating and review volume: 5.0★ from 146 Google reviews.
#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 275 ranked siding contractors here; the rest are on their profiles.
20 more siding contractors 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 |
|---|---|---|
| Allstate Building Company | 4.3★ (11) | In Chestertown |
| Blue Heron Contracting LLC | 5.0★ (5) | In Chestertown |
| C R Windows Inc. | 5.0★ (2) | 24 mi |
| Chestertown Builders Inc | 5.0★ (2) | In Chestertown |
| Chestertown Builders Inc | In Chestertown | |
| Cobb & Sons Roofing & Exterior Co. | 5.0★ (2) | 26 mi |
| D & D Home Improvements | 3.7★ (3) | In Chestertown |
| D C Hohman & Associates Inc | 5.0★ (2) | 28 mi |
| DA Improvements | 5.0★ (58) | In Chestertown |
| Diaz & Vela Contractors LLC | 5.0★ (1) | In Chestertown |
| Elegant Home Improvement inc | 5.0★ (2) | 19 mi |
| Even’s Exterior, LLC | 5.0★ (2) | 29 mi |
| Frank E. Daffin Inc. | 3.0★ (2) | 27 mi |
| JB roofing and siding | 5.0★ (2) | 23 mi |
| KRM Construction Company | In Chestertown | |
| Pacheco Construction Company Inc | 5.0★ (2) | 20 mi |
| Pilson Contracting | 3.0★ (2) | 26 mi |
| Shore Guys | 5.0★ (1) | In Chestertown |
| ShorePro Construction, LLC | 5.0★ (2) | In Chestertown |
| Stoltzfus Brothers Shore construction | 4.5★ (8) | In Chestertown |
Typical prices in USD, adjusted for Maryland with a published regional index. Each row names its basis and month.
| Job | Low | Typical | High | Basis | Checked |
|---|---|---|---|---|---|
| Siding replacement | $5,110 | $10,650 | $16,290 | Per house: typical range of customer-reported projects. US national range × 0.92 South Atlantic factor (2025 Cost vs. Value Report) | October 2026 |
We scored 275 Chestertown siding contractors on ten 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. A business with no Google reviews scores zero on rating, review volume and recency. Other unknown factors are left out, 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 | 25% | Google star rating, adjusted for how many reviews back it | Measured |
| Credentials | 15% | Active state license, bond and workers’ comp on file | Not yet collected |
| Review volume | 10% | Number of Google reviews, compared with the most-reviewed business on the list | Measured |
| Recency | 5% | Share of reviews from the last 12 months | Not yet collected |
| Availability | 5% | Weekly open hours, Saturday, Sunday, 24/7 or same-day | Measured |
| Trade focus | 10% | How clearly the business does this trade (its Google category and name) | Measured |
| Proximity | 5% | Based in the city scores highest, less the farther away it is | Measured |
| Claimed profile | 10% | The business has claimed its ContractorsRanked profile (free or paid earn the same) | Measured |
| Partnered | 5% | The business links to ContractorsRanked from its own website with our badge, checked periodically | Measured |
| ContractorsRanked reviews | 10% | Verified customer reviews collected by ContractorsRanked: their rating and how many there are | Measured |