($292+) Winston-Salem, NC to Chesapeake, VA Movers

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Background image of a moving truck moving from Winston-Salem, NC to Chesapeake, VA

Moving from Winston-Salem, NC, to Chesapeake, VA, runs anywhere from $298 for a DIY rental-truck move of a small home up to $5,462 for full-service movers handling a larger 4 - 5 bedroom household. The two cities sit about 262 miles apart, and a move on this route usually takes 1 to 4 days door to door. Use our moving cost calculator to compare estimates and options for your specific move.

  • Full-service moves for smaller spaces (studio apartments and 1-bedrooms) start around $989, while larger 4 - 5 bedroom relocations can reach $5,462 or more.
  • Moving containers run $898 - $2,742, and renting a moving truck from Budget or U-Haul is the cheapest route at $298 - $735.
  • Safeway Moving (4.9/5 stars) is our top recommendation for a move from Winston-Salem, NC, to Chesapeake, VA. They're known for transparent pricing, with 2-bedroom quotes starting around $1,522 on this route. They also throw in 30 days of free storage and have 24/7 customer support.

Compare moving options from Winston-Salem, NC to Chesapeake, VA

There are 3 main ways to move from Winston-Salem to Chesapeake: full-service movers, moving containers, and rental trucks. Full-service is the most expensive but covers everything from labor to transportation, with a 2-3 bedroom move on this route averaging $1,522 - $4,453. Containers cost roughly 30% less than full-service for the same home size, and rental trucks run about 60% less, though loading is on you with either DIY option. At 262 miles, expect 1 to 4 days in transit no matter which service you choose.

Here is how full-service movers, moving containers, rental trucks, and freight trailers compare on the 262-mile route from Winston-Salem to Chesapeake, broken down by home size:

Home size Full-service movers Moving container Rental truck Freight trailer
Studio / 1 bedroom $989 - $3,669 $898 - $1,550 $298 - $533 $833 - $1,408
2 - 3 bedrooms $1,522 - $4,453 $1,091 - $2,170 $317 - $670 $891 - $1,736
4+ bedrooms $1,953 - $5,462 $1,438 - $2,742 $404 - $735 $1,127 - $2,043

Pricing reflects moveBuddha's monthly dataset of 1,500+ live quotes across our vetted mover network. Last updated September 16, 2026.

Professional
Safeway Moving
star star star star star 4.9 / 5
Read our full Safeway review
Best overall value
Portion to charity
Veteran-owned
Container
Unlimited storage
3 container sizes
10% discount
Rental Truck
Budget Truck Rental
star star star star star 4.3 / 5
Read our full Budget review
Affordable pricing
Online estimates
Several discounts
Freight
MovingYourself
star star star star star 4.5 / 5
Read our full MovingYourself review
Fast delivery
Nationwide
100+ miles moves

Full-service moving costs from Winston-Salem, NC to Chesapeake, VA

For the 262-mile move from Winston-Salem, North Carolina, to Chesapeake, Virginia, full-service movers cost between $989 and $5,462. A long-distance moving company takes care of loading, hauling, and unloading. For an added cost of $276 - $1,840 (1 - 5+ bedrooms), crews will pack your boxes. The weight of your shipment and the mileage between the two cities are what drive your final cost. For scale, local movers in Winston-Salem generally start around $272 plus $85 per hour, per mover.

Here's a breakdown of full-service moving costs by home size from Winston-Salem to Chesapeake:

  • Studio apartment / 1 bedroom: $989 - $3,669
  • 2 - 3 bedrooms: $1,522 - $4,453
  • 4+ bedrooms: $1,953 - $5,462

Packing, storage, shuttle fees, and added coverage can stack on top of the base price. See the full add-ons and specialty services table below for what each runs from Winston-Salem to Chesapeake.

The following are real quotes requested by moveBuddha readers in the past 90 days for moves from North Carolina to Virginia. Prices are based on 1,500+ monthly pricing data points collected across our network of vetted movers and updated monthly.

Pro tip: The summer months (May - September) are the busiest time of year for movers during peak moving season, which drives up prices and limits scheduling options. If you can move in the fall or winter, you'll likely find better rates and more flexibility.

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Specialty moving services from Winston-Salem, NC to Chesapeake, VA

Specialty needs vary by market — 90% of Winston-Salem movers offer storage-in-transit, compared to 85% nationally. In Chesapeake, 100% of movers offer the same service.

Service When you need it Typical cost
Full packingFull crew packing95% of local movers$460 - $4,600
Storage in transitNew place not ready90% of local movers85% nationallyTop pick: American Moving & Hauling, Inc.$184 - $1,104/mo
Shuttle feeTruck can't reach door$276 - $2,208
Full-value protectionMore than $0.60/lb coverage45% of local movers$300 - $600 (1% - 2% of value)
Small movesUnder ~2,000 lbs55% of local movers$920 - $2,760
Office / commercialWorkplace relocation$2,300 - $9,200
Car shippingSecond vehicle$689 - $1,309
Antiques & fine artFragile, high-value items50% of local movers46% nationallyTop pick: American Moving & Hauling, Inc.$920 - $2,300
PianoAny piano type75% of local movers71% nationallyTop pick: American Moving & Hauling, Inc.$736 - $3,220
Pool tableDisassembly & re-leveling40% of local movers$276 - $1,380
Hot tubHeavy, needs disconnect25% of local movers22% nationallyTop pick: American Moving & Hauling, Inc.$598 - $1,840
Wine collectionClimate-controlled transport$276 - $13,800+
Pet relocationGround, air, or concierge$276 - $3,220+

What are the best full-service movers from Winston-Salem to Chesapeake?

Look for Virginia Movers & Warehousemen’s Association membership as a baseline when comparing movers in Virginia beyond this list.

  1. Safeway Moving (4.9/5 stars): Safeway Moving is our pick for best overall value. Flat-rate pricing, 24/7 support, and 30 days of free storage make Safeway the clearest value on this list.
  2. American Van Lines (4.9/5 stars): American Van Lines is the most experienced mover on this list. AVL has been moving customers since 1995 and uses full-time in-house crews trained on high-value items like art and antiques.
  3. Allied Van Lines (4.2/5 stars): Allied Van Lines is best for contents coverage. One of the largest van line networks in North America, Allied offers fragile-only packing, 24/7 monitoring, and an optional full-value protection plan against damage, loss, and breakage.

How much do local movers cost in Winston-Salem, NC?

Based on recent quotes for this route, a 2-bedroom move from Winston-Salem to Chesapeake with a local mover averages $1,582 - $4,631. For moves under 500 miles, local movers in Winston-Salem, NC can be a smart choice. Many use hourly pricing models that may reduce your total compared to what a national carrier would charge, and tighter coverage areas often mean faster turnaround and more hands-on communication.

That said, licensing requirements still apply. Make sure any company you're considering is properly licensed for interstate moves for the route you need.

American Moving & Hauling, Inc. (4.62/5 stars) is the top overall local mover in Winston-Salem, ranked #3 in North Carolina, based on our analysis of feedback from 266 customers, 90.6% of which is positive.

Address: 535 Clemmonsville Rd D, Winston-Salem, NC, 27107 | Founded: 2006

Moving container costs from Winston-Salem, NC to Chesapeake, VA

Moving containers from Winston-Salem, North Carolina, to Chesapeake, Virginia, cost between $898 and $2,742. The container gets dropped at your door and you load it at your own pace. U-Haul gives you 3 days to load and PODS gives you up to 30. Once you're done, the company handles all the transportation. If you need extra time, storage in Winston-Salem runs about $100/month.

Take a look at moving container pricing by home size from Winston-Salem to Chesapeake:

  • Studio apartment / 1 bedroom: $898 - $1,550
  • 2 - 3 bedrooms: $1,091 - $2,170
  • 4+ bedrooms: $1,438 - $2,742

What other costs come with moving containers?

  • Storage: Small containers (7 - 8 feet) run about $69 per month after the initial period, while larger units (12 - 16 feet) cost around $138 per month.
  • Access: Make sure your container company has a storage facility reasonably close to your new home in Chesapeake, VA, if you need to retrieve anything while items are still in storage.
  • Moving labor: Since you're responsible for loading the container yourself, many customers bring in hourly help. Based on moveBuddha data, hiring 2 movers for approximately 5 hours costs about $644 in Winston-Salem, NC. Compare the best labor-only movers nationwide
  • Added contents protection: Full-value protection goes beyond the standard minimum and covers repair, replacement, or reimbursement at declared value. Pricing is typically 1% - 2% of your total shipment value, about $500 - $1,000 on a $50,000 move.

Every price below reflects an actual quote from a moveBuddha reader planning a North Carolina to Virginia move in the past 90 days. Our pricing data is drawn from 1,500+ monthly data points across our vetted mover network and refreshed every month.

Pro tip: Before ordering moving containers, take a careful inventory of everything you're moving. A typical 1-bedroom home weighs around 3,000 pounds and fits in a single container starting at $898. Underestimating and needing 1 - 2 additional containers can push your total to $1,091 - $2,170, so getting your count right upfront saves you from a costly surprise.

What are the best moving containers Winston-Salem to Chesapeake?

  1. Units Moving and Portable Storage (4.3/5 stars)
  2. U-Pack (5.0/5 stars)
  3. MovingYourself (5.0/5 stars)

Want a hand without paying for full service? A container or truck move does not mean doing all the heavy lifting yourself. You can hire a labor-only crew in Winston-Salem to load and unload while you handle the drive, then book full help later if you change your mind. Three top-rated local crews for labor-only help in Winston-Salem:

  • American Moving & Hauling, Inc. (4.8/5), 20 years in business
  • TWO MEN AND A TRUCK (4.6/5), 31 years in business
  • Todd’s Easy Moves (4.5/5), 39 years in business

Moving truck rental costs from Winston-Salem, NC to Chesapeake, VA

Truck rentals from Winston-Salem, North Carolina, to Chesapeake, Virginia, range from $298 - $735 for the 262-mile drive. You handle the loading, driving, and unloading yourself, plus these extra costs:

  • Fuel for the drive: $77 - $88
  • Daily insurance: $28/day
  • Equipment rentals: $6 - $18
  • Winston-Salem daily rental rate: $19 - $39
  • Per-mile fee beyond your free allowance: $0.59 - $0.89
Home sizeTypical truck size
Studio / 1 bedroom10 - 12 ft
2 - 3 bedrooms15 - 17 ft
4+ bedrooms20 - 26 ft (typically requires diesel)

These are typical moving truck rental costs from Winston-Salem to Chesapeake based on home size:

  • Studio apartment / 1 bedroom: $298 - $533
  • 2 - 3 bedrooms: $317 - $670
  • 4+ bedrooms: $404 - $735

Pro tip: The base rate of $298 - $735 is just the starting point for a rental truck move from Winston-Salem to Chesapeake. Fuel ($77 - $88) , lodging at around $138/night, meals, and equipment rentals are all on top of that. Factor in an extra $600 - $1,200 to get a realistic picture of what the move will actually cost.

What other costs come with rental trucks?

  • Lodging: Overnight accommodations on longer drives average around $138 per night. Most long-distance moves with rental trucks require 1 - 3 overnight stops.
  • Equipment: Tow dollies, auto trailers, and specialty moving equipment can add between $60 and $299 to your total.
  • Additional insurance: Daily protection upgrades typically add about $30.
  • Gas: Plan on spending $77 - $88 in fuel for the 262-mile move, depending on your truck's fuel type.
  • Moving labor: Hiring a crew instead of doing the loading yourself typically costs around $644 in Winston-Salem, North Carolina, for a 2-person crew and 5 hours of labor.

What are the best moving truck rentals from Winston-Salem to Chesapeake?

  1. Budget Truck Rental (4.3/5 stars)
  2. Penske Truck Rental (4.0/5 stars)
  3. U-Haul Truck Rental (4.2/5 stars)

The best truck rental companies for this route, based on moveBuddha's ratings.

Freight trailer costs from Winston-Salem, NC to Chesapeake, VA

Freight trailers are a solid option for larger DIY moves from Winston-Salem, North Carolina, to Chesapeake, Virginia. Standard trailers run 28 feet long, and you're only charged for the portion you actually fill. The carrier drops the trailer off, you load it at your own pace, and they handle the drive to your new city.

Pricing is based entirely on the linear footage your shipment occupies, not the full trailer length. Most long-distance freight moves land somewhere between $828 and $1,736.

Take a look at freight trailer costs based on home size for moves from Winston-Salem to Chesapeake:

  • Studio apartment / 1 bedroom: $833 - $1,408
  • 2 - 3 bedrooms: $891 - $1,736
  • 4+ bedrooms: $1,127 - $2,043

Pro tip: Freight trailers come with a 4-foot loading ramp, which can be a challenge with bulky furniture. With 8 feet of vertical space available, stacking efficiently often requires a ladder and a plan. Since you're billed per linear foot, packing tight can make a real difference in your final cost.

What other costs come with freight trailers?

  • Moving labor: Freight trailers don't include loading help. In Winston-Salem, North Carolina, hiring 2 movers for about 5 hours typically costs $644.
  • More space: You only pay for the trailer footage you use, but underestimating your load can add roughly $69 - $138 per additional foot to your total.
  • Time of year: Rates tend to climb during peak moving season (mid-May through mid-September) when trailer demand is at its highest.

What are the best freight companies from Winston-Salem to Chesapeake?

  1. MovingYourself (5/5 stars): MovingYourself is best for large moves. Primarily known as a top moving container option for its DIY hybrid model where customers load and the company drives, MovingYourself also functions as a strong freight option thanks to its 53-foot trucks and pay-only-for-the-space-you-use pricing.
  2. U-Pack (5/5 stars): U-Pack is the best value freight trailer on this list. Best known for its container service, U-Pack also runs a top-notch freight trailer operation with the same no-deposit, pay-by-the-foot approach that keeps overall costs lower than most freight competitors.
  3. Salem Carriers, Inc. (4.62/5 stars): Salem Carriers, Inc. is the best locally owned freight company on this list. Locally owned facilities and accessible live support staff make scheduling and route coordination easier on local-area routes than what most national freight providers can offer.

Pro tip: Freight trailers are a great option when you need your belongings in Chesapeake fast. For interstate moves, freight is one of the quickest delivery methods out there. Just keep in mind that freight carriers expect you to be available to receive your shipment, so it works best when your move-in is locked in and you don't need temporary storage on either end.

Cost of living: Winston-Salem, NC vs Chesapeake, VA

The price of the move is only part of the picture. Here is how everyday costs compare once you are settled in Chesapeake, side by side with Winston-Salem on housing, income, and taxes.

Measure Winston-Salem, NC Chesapeake, VA
Cost of living index84104
Average rent$1,300/mo$1,800/mo
Median home value$208,184$359,218
Average income$57,673/yr$94,189/yr
Unemployment rate5.2%5.0%
State income taxUp to 4.5%Up to 5.75%
Walkability score22/10021/100
Safety index67.33/10070.88/100
Air qualityGoodGood

Cost of living index is relative to the U.S. average of 100. Figures reflect the latest available city and state data.

Moving the reverse route? We've got you covered with our Chesapeake, VA to Winston-Salem, NC guide.

Why you should use moveBuddha to find a mover:

In the past 3 months, we've processed 10 real quotes from North Carolina to Virginia, so our pricing data stays current. Use our moving cost calculator before you talk to movers to avoid low-ball or inflated estimates and spot bad actors early. We track 117 movers licensed in North Carolina, useful context for sizing up this 262-mile move.

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Our take

The 262-mile move from Winston-Salem, NC, to Chesapeake, VA, costs between $989 and $5,462 with full-service movers, $898 - $2,742 with a moving container, and $298 - $735 for a rental truck. Your budget and how much heavy lifting you want to do are the two biggest factors in choosing the right option. If you go with full-service movers, Safeway Moving is our top recommendation, with transparent flat-rate pricing starting around $1,522 for a 2-bedroom move, 30 days of free storage, and 24/7 customer support.

Worth knowing beyond the move itself: Major employers in the area include Dollar Tree and Chesapeake City Schools.

FAQs: Moving from Winston-Salem, NC, to Chesapeake, VA

How walkable is Chesapeake?

Chesapeake has a walkability score of 21 out of 100 and a bike-friendliness score of 35, compared to 22 and 29 in Winston-Salem. If you're used to getting around on foot or by bike, this is worth factoring into which neighborhood you pick.

How much does it cost to move from Winston-Salem, NC to Chesapeake, VA?

Costs on this route range from around $989 to $5,462, depending on your home size and which service you choose. Full-service movers typically fall between $989 and $5,462, while DIY options like rental trucks and containers come in lower. Moving during peak season (May - September) tends to push prices higher across the board.

What are some tips for saving money on a move from Winston-Salem, NC to Chesapeake, VA?

Cutting 500 pounds from your shipment, roughly one bedroom's worth of items, saves approximately $200 - $400 on a full-service move on this route. Beyond that, staying organized matters just as much. A solid moving checklist keeps you on schedule and helps you avoid costly last-minute mistakes.

What do local movers charge in Winston-Salem?

Local movers based in Winston-Salem typically start around $272 as a base rate, plus $85/hour per mover. That's a useful baseline if you're hiring help just to load a rental truck or container rather than booking a full long-distance move. Rates in Chesapeake run similarly and are worth checking if you need help unloading on the other end.

How long does a move from Winston-Salem, NC to Chesapeake, VA take?

Full-service movers and container companies typically complete this route in 5 - 7 days, since carriers consolidate shipments heading the same direction. Freight trailers are usually the fastest option outside of driving yourself, with deliveries in 3 - 5 days, though you'll need to be ready to receive your shipment on arrival. Driving a rental truck yourself puts the schedule entirely in your hands.

What percentage of Winston-Salem movers handle specialty items like pianos or antiques?

About 75% of movers in Winston-Salem handle piano moves, and 50% handle antiques and fine art, compared to 71% and 46% nationally.