The 2020 Harley-Davidson Street Glide Special is a flagship American touring motorcycle, a descendant of a long line of iconic cruisers. Its bagger body style, characterized by large saddlebags and a batwing fairing, has been a staple for years. Key trims within the Street Glide family typically include the standard and the Special, with the latter offering enhanced features. New pricing for the 2020 model generally started in the high $20,000s. It stands out for its blend of long-distance comfort, powerful Milwaukee-Eight engine, and unmistakable Harley-Davidson style, making it a popular choice for riders seeking both performance and presence on the open road.
The Good
The 2020 Street Glide Special excels in comfort for long rides, powerful V-twin performance that elicits emotion, and iconic, eye-catching design. Its Milwaukee-Eight engine offers ample torque. For practical buyers, its touring capabilities and established reliability are key advantages, promising a rewarding ownership experience.
The Bad
Potential owners should be aware of the Street Glide Special's substantial weight, which can be a factor in low-speed maneuvers. Fuel economy, while improved over older models, is not its strongest suit. Some riders may find the suspension could benefit from aftermarket upgrades for optimal comfort on varied road surfaces. The infotainment system, while functional, may feel less modern than some competitors.
2020 Harley-Davidson Street Glide Special: Quick Overview
- Engine: Milwaukee-Eight 114 (114 cubic inches, 1868cc) V-Twin
- Horsepower: Approximately 93 hp at 5,020 rpm (claimed)
- Torque: Approximately 119 ft-lbs at 3,000 rpm (claimed)
- Fuel Economy: Estimated around 43 MPG (city/highway combined)
- 0-60 mph: Approximately 3.6 - 4.0 seconds (rider dependent)
- Towing Capacity: Not applicable. This is a motorcycle designed for rider and passenger, not for towing trailers.
- Trim-Level Features (Street Glide Special):
- Milwaukee-Eight 114 engine
- Boom! Box GTS Infotainment System with 8.0-inch touchscreen
- Apple CarPlay compatibility
- Navigation system
- Premium R finished front and rear suspension
- Dual front disc brakes with ABS
- Daymaker LED headlamp and fog lamps
- One-touch, saddlebag latch lids
- New engine guard
- Electric throttle control
- Michelin Scorcher 31 tires
- Adjustable rider backrest
- Comfortable two-up seating
- Full-length rider footboards and passenger footboards
- Chrome or blacked-out styling options
- Hand-adjustable rear shock pre-load
2020 Harley-Davidson Street Glide Special Specifications
Vehicle Information
| Year | 2020 |
| Make | Harley-Davidson |
| Model | Street Glide Special |
| Trim | - |
| Style | - |
| Type | Motorcycle |
| Category | Motorcycle |
Manufacturing Details
| Made In | United States |
| Manufacturing City | YORK |
Dimensions
| Doors | - |
| Curb Weight | - |
| Gross Vehicle Weight Rating | - |
| Overall Height | - |
| Overall Length | - |
| Overall Width | - |
| Wheelbase Length | - |
| Standard Seating | - |
Engine & Performance
| Engine | 1868CC |
| Engine Size | 1868L |
| Engine Cylinders | 2 |
| Transmission | - |
| Transmission Type | - |
| Transmission Speeds | - |
| Drivetrain | - |
Additional Features
| Anti-Brake System | - |
| Steering Type | - |
Pricing
| Manufacturer Suggested Retail Price (MSRP) | - |
| Invoice Price | - |
| Delivery Charges | - |
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What Problems Does the 2020 Harley-Davidson Street Glide Special Have?
The 2020 Harley-Davidson Street Glide Special, being part of a well-established platform, generally enjoys a reputation for solid reliability, especially with its Milwaukee-Eight engine. However, like any complex machine, some owners have reported specific issues. One common area of discussion among riders involves the infotainment system, the Boom! Box GTS. While offering modern features, some users have experienced occasional glitches, connectivity issues with Bluetooth devices, or responsiveness lag. Software updates have been released to address some of these concerns. Another point sometimes raised, though not exclusive to the 2020 model year, pertains to potential leaks in the primary drive system or the transmission over extended periods, emphasizing the importance of regular fluid checks and maintenance. Some owners have also opted to upgrade the suspension, finding the stock setup adequate but not exceptional for truly aggressive riding or particularly rough road conditions. There were no widespread, critical recalls specifically targeting major mechanical failures for the 2020 Street Glide Special that significantly impacted its long-term reliability. The general consensus is that with proper and diligent maintenance, the Milwaukee-Eight platform is robust. Owners who follow the recommended service intervals, check fluid levels, and address minor quirks promptly tend to have very few significant long-term reliability concerns. The vast majority of Street Glide Special owners report high satisfaction with the durability and overall build quality of their motorcycles.
How long will the 2020 Harley-Davidson Street Glide Special last?
Based on owner data and typical usage patterns for touring motorcycles, a 2020 Harley-Davidson Street Glide Special can realistically achieve well over 100,000 miles with diligent maintenance. Many owners log 10,000 to 20,000 miles annually, meaning 5-10 years of service is common. The Milwaukee-Eight engine is known for its robustness and longevity. Key to this durability are regular oil changes, primary and transmission fluid checks, and proper care of the cooling system (for the Twin-Cooled models). Weaknesses over time might include eventual wear on suspension components, the exhaust system (especially if exposed to harsh weather), and potentially the infotainment system's longevity compared to simpler systems. However, the core mechanicals are built for the long haul, making it a durable investment for dedicated riders.
What Technology & Safety Features are Included?
The 2020 Harley-Davidson Street Glide Special comes equipped with a respectable suite of technology aimed at enhancing the touring experience. The centerpiece is the Boom! Box GTS infotainment system, featuring a vibrant 8.0-inch touchscreen. This system offers AM/FM radio, USB connectivity for playing music from external devices, and Bluetooth pairing for hands-free calling and audio streaming. It also includes a built-in navigation system, crucial for long-distance journeys, and supports Apple CarPlay for seamless smartphone integration, allowing riders to access their favorite apps and music through the bike's interface.
In terms of safety features, the 2020 Street Glide Special comes standard with Anti-lock Braking System (ABS) for both the front and rear wheels, providing enhanced stopping power and control. It also features a Daymaker LED headlamp and fog lamps, offering superior illumination for riding in various conditions and improving visibility to other road users. The bike utilizes electronic cruise control for relaxed highway cruising.
Optional features available at the time of purchase or through the accessories catalog often included things like upgraded audio systems, heated grips for colder weather riding, and various custom aesthetic enhancements.
It's important to note that motorcycles, unlike cars, do not undergo standardized crash-test ratings from organizations like NHTSA or IIHS. Safety assessments are primarily based on the bike's inherent design, braking capabilities, and rider aids like ABS. The 2020 Street Glide Special prioritizes rider control and stability with its robust chassis and well-engineered braking system.
In terms of safety features, the 2020 Street Glide Special comes standard with Anti-lock Braking System (ABS) for both the front and rear wheels, providing enhanced stopping power and control. It also features a Daymaker LED headlamp and fog lamps, offering superior illumination for riding in various conditions and improving visibility to other road users. The bike utilizes electronic cruise control for relaxed highway cruising.
Optional features available at the time of purchase or through the accessories catalog often included things like upgraded audio systems, heated grips for colder weather riding, and various custom aesthetic enhancements.
It's important to note that motorcycles, unlike cars, do not undergo standardized crash-test ratings from organizations like NHTSA or IIHS. Safety assessments are primarily based on the bike's inherent design, braking capabilities, and rider aids like ABS. The 2020 Street Glide Special prioritizes rider control and stability with its robust chassis and well-engineered braking system.
What Colors Options are Available?
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In the meantime, feel free to explore the other sections for more content.
In the meantime, feel free to explore the other sections for more content.
2020 Harley-Davidson Street Glide Special Prices and Market Value
When new, the 2020 Harley-Davidson Street Glide Special had a Manufacturer's Suggested Retail Price (MSRP) that typically started in the high $20,000s, often around $24,999 for the standard color options, and could climb higher for premium paint or factory-installed options. The used market for a 2020 Street Glide Special in good condition with average mileage (around 10,000-20,000 miles) currently ranges from approximately $18,000 to $23,000, depending on mileage, condition, customizations, and location. Harley-Davidson motorcycles, particularly popular models like the Street Glide Special, tend to hold their value relatively well compared to many other brands. Depreciation is more significant in the first few years, but it stabilizes afterward. Factors affecting resale value include mileage, the condition of the paint and chrome, the presence and quality of aftermarket accessories, maintenance history, and market demand for the specific model year and color. A well-maintained, stock or tastefully modified Street Glide Special in a popular color will always command a stronger price.
2020 Harley-Davidson Street Glide Special Cost of Ownership
Owning a 2020 Harley-Davidson Street Glide Special is generally considered moderately costly, not an economical choice for basic transportation. Insurance premiums can be significant, often ranging from $800 to $2,000 annually, depending on rider experience, location, and coverage levels. Fuel costs, with an estimated 43 MPG, are reasonable for its class, but premium fuel is recommended. Routine maintenance, including oil changes, filter replacements, and minor checks, can cost $300-$600 per year. Major repairs, if needed, can be expensive due to specialized parts and labor. Overall, while not cheap to own, its long-term durability and strong resale value can offset some of the initial and ongoing expenses for dedicated enthusiasts.
2020 Harley-Davidson Street Glide Special Fuel Efficiency
Fuel Type
Gasoline
Fuel Capacity
-
City Mileage
-
Highway Mileage
-
2020 Harley-Davidson Street Glide Special Warranty
Basic
Original warranty
0 months / No data
Estimated remaining
Expired
Powertrain
Original warranty
0 months / No data
Estimated remaining
Expired
Rust
Original warranty
0 months / No data
Estimated remaining
Expired
2020 Harley-Davidson Street Glide Special Insurance
Insurance for a 2020 Harley-Davidson Street Glide Special is moderately priced, reflecting its status as a Motorcycle with strong safety ratings and
reasonable repair costs.
reasonable repair costs.
How Does the 2020 Harley-Davidson Street Glide Special Compare to Other Motorcycle?
The 2020 Harley-Davidson Street Glide Special competes in the premium American touring segment against rivals like the Indian Roadmaster and Springfield, and within its own brand, the Electra Glide Standard.
Performance: The Milwaukee-Eight 114 engine in the Street Glide Special offers substantial torque, particularly strong in the lower to mid-range, providing effortless acceleration for passing and highway cruising. Indian's Thunderstroke 116 engine in the Roadmaster offers similar, if not slightly more, displacement and torque, often noted for its smoother power delivery.
Features: The Street Glide Special's Boom! Box GTS infotainment system with its 8.0-inch screen and Apple CarPlay is competitive, but Indian's Ride Command system often receives praise for its user-friendliness and integrated features. Both offer navigation, premium audio, and ample storage. Harley's iconic styling is a major draw, while Indian offers a distinct, albeit also classic, American aesthetic.
Reliability: Both Harley-Davidson and Indian have made significant strides in reliability. Harley's Milwaukee-Eight has proven robust. Indian has also improved its reliability over the years, though some older models had more persistent issues. Long-term owner satisfaction tends to be high for both brands, with routine maintenance being key.
Price: The 2020 Street Glide Special was priced in the high $20,000s. The Indian Roadmaster, often considered a more fully-featured touring machine out-of-the-box, typically started at a slightly higher price point.
Alternatives: If a more modern, tech-forward experience is desired, one might consider the Honda Gold Wing or BMW K 1600 Bagger, though these deviate from the traditional V-twin American cruiser feel. For a similar American V-twin touring experience with a slightly different flavor, the Indian Springfield or Chief models are strong contenders. The Harley-Davidson Electra Glide Standard offers a similar platform with fewer premium amenities at a lower price. The Street Glide Special remains a benchmark for its blend of classic V-twin character, touring capability, and iconic Harley-Davidson presence.
Performance: The Milwaukee-Eight 114 engine in the Street Glide Special offers substantial torque, particularly strong in the lower to mid-range, providing effortless acceleration for passing and highway cruising. Indian's Thunderstroke 116 engine in the Roadmaster offers similar, if not slightly more, displacement and torque, often noted for its smoother power delivery.
Features: The Street Glide Special's Boom! Box GTS infotainment system with its 8.0-inch screen and Apple CarPlay is competitive, but Indian's Ride Command system often receives praise for its user-friendliness and integrated features. Both offer navigation, premium audio, and ample storage. Harley's iconic styling is a major draw, while Indian offers a distinct, albeit also classic, American aesthetic.
Reliability: Both Harley-Davidson and Indian have made significant strides in reliability. Harley's Milwaukee-Eight has proven robust. Indian has also improved its reliability over the years, though some older models had more persistent issues. Long-term owner satisfaction tends to be high for both brands, with routine maintenance being key.
Price: The 2020 Street Glide Special was priced in the high $20,000s. The Indian Roadmaster, often considered a more fully-featured touring machine out-of-the-box, typically started at a slightly higher price point.
Alternatives: If a more modern, tech-forward experience is desired, one might consider the Honda Gold Wing or BMW K 1600 Bagger, though these deviate from the traditional V-twin American cruiser feel. For a similar American V-twin touring experience with a slightly different flavor, the Indian Springfield or Chief models are strong contenders. The Harley-Davidson Electra Glide Standard offers a similar platform with fewer premium amenities at a lower price. The Street Glide Special remains a benchmark for its blend of classic V-twin character, touring capability, and iconic Harley-Davidson presence.
Final Verdict: Is the 2020 Harley-Davidson Street Glide Special a Good Motorcycle?
The 2020 Harley-Davidson Street Glide Special is ideal for riders who cherish the quintessential American touring experience, emphasizing comfort for long-distance journeys, a powerful V-twin soundtrack, and undeniable classic style. It's perfect for those who value a bike with strong presence and a rich heritage.
It is worth buying, especially on the used market, offering a significant value proposition compared to its original MSRP. For those seeking a premium, feature-rich touring machine that excels on highways and offers a commanding presence, it is an excellent choice. Buying used is generally recommended to avoid the steepest depreciation. Opting for a well-maintained model with lower mileage will ensure a rewarding ownership experience. While the infotainment system might not be the absolute latest, its core mechanicals and touring prowess remain highly desirable.
It is worth buying, especially on the used market, offering a significant value proposition compared to its original MSRP. For those seeking a premium, feature-rich touring machine that excels on highways and offers a commanding presence, it is an excellent choice. Buying used is generally recommended to avoid the steepest depreciation. Opting for a well-maintained model with lower mileage will ensure a rewarding ownership experience. While the infotainment system might not be the absolute latest, its core mechanicals and touring prowess remain highly desirable.
2020 Harley-Davidson Street Glide Special Owner Reviews
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Eugene S
Eugene is an automotive enthusiast with over 15 years of experience in the used car market. As a writer at VINCheck.info, he brings deep industry insight and a passion for cars, helping readers make smart, informed decisions. Eugene has written hundreds of used car reviews and is known for breaking down complex automotive topics into clear, actionable advice. Over the years, he has driven and worked on a wide range of vehicles—starting with tuning street cars in his early days and eventually focusing on performance upgrades and reliability improvements. Today, he specializes in evaluating used vehicles through the lens of real-world ownership and enthusiast needs. A longtime fan of Porsche, Eugene especially appreciates vehicles that blend durability with driving enjoyment.