($296+) Chesapeake, VA to Winston-Salem, NC Movers

Easily compare and book your next move with moveBuddha
Background image of a moving truck moving from Chesapeake, VA to Winston-Salem, NC

Moving from Chesapeake, VA, to Winston-Salem, NC, runs anywhere from $296 for a DIY rental-truck move of a small home up to $5,694 for full-service movers handling a larger 4+ bedroom household. The two cities sit about 264 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 $933, while larger 4+ bedroom relocations can reach $5,694 or more.
  • Moving containers run $838 - $2,612, and renting a moving truck from Budget or U-Haul is the cheapest route at $296 - $737.
  • Safeway Moving (4.9/5 stars) is our top recommendation for a move from Chesapeake, VA, to Winston-Salem, NC. They're known for transparent pricing, with 2-bedroom quotes starting around $1,478 on this route. They also throw in 30 days of free storage and have 24/7 customer support.

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

Moving options from Chesapeake to Winston-Salem fall into 3 main service types: full-service movers, moving containers, and rental trucks. A 2-3 bedroom full-service move costs $1,478 - $4,036 on this route, with movers handling all labor and transportation. Moving containers come in around 28% less for the same home size, and rental trucks are around 79% less, though both require you to handle the loading. This 264-mile route typically takes 1 to 4 days door to door.

Here is how full-service movers, moving containers, rental trucks, and freight trailers compare on the 264-mile route from Chesapeake to Winston-Salem, broken down by home size:

Home size Full-service movers Moving container Rental truck Freight trailer
Studio / 1 bedroom $933 - $3,495 $838 - $1,389 $296 - $518 $710 - $1,302
2 - 3 bedrooms $1,478 - $4,036 $1,061 - $2,047 $314 - $601 $841 - $1,541
4+ bedrooms $1,957 - $5,694 $1,385 - $2,612 $366 - $737 $1,130 - $2,089

Pricing reflects moveBuddha's monthly dataset of 1,500+ live quotes across our vetted mover network. Last updated November 2, 2026.

Professional moving
Professional
Safeway Moving
star star star star star 4.9 / 5
Read our full Safeway review
Best overall value
Portion to charity
Veteran-owned
Moving container
Container
Unlimited storage
3 container sizes
10% discount
Rental truck
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 trailer
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 Chesapeake, VA to Winston-Salem, NC

Hiring full-service movers from Chesapeake, Virginia, to Winston-Salem, North Carolina, costs between $933 and $5,694. A full-service interstate moving company handles loading, transportation, and unloading across the 264-mile route, with optional professional packing available for an additional $288 - $1,920, depending on the size of your home. Your final cost comes down to two things: the total weight of your shipment and the distance between Chesapeake and Winston-Salem. For a rough baseline, movers based in Chesapeake tend to start around $290 plus $125/hour per mover on local jobs, before long-distance pricing takes over for a move this size.

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

  • Studio apartment / 1 bedroom: $933 - $3,495
  • 2 - 3 bedrooms: $1,478 - $4,036
  • 4+ bedrooms: $1,957 - $5,694

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 Chesapeake to Winston-Salem.

Pro tip: Avoiding peak moving season dates (May - September) is one of the easiest ways to reduce costs. Off-season moves typically come with lower pricing and more room to negotiate since movers have fewer bookings.

Don't see your company listed?

Reach customers actively searching for trusted movers in your area. Tell us about your company and services to get your business listed on moveBuddha.

Get Started

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

Specialty needs vary by market: 63% of Chesapeake movers offer storage-in-transit, compared to 60% nationally. In Winston-Salem, 60% of movers offer the same service.

Service When you need it Typical cost
Full packingFull crew packing68% of local movers$480 - $4,800
Storage in transitNew place not ready63% of local movers60% nationallyTop pick: TWO MEN AND A TRUCK$192 - $1,152/mo
Shuttle feeTruck can't reach door$288 - $2,304
Full-value protectionMore than $0.60/lb coverage15% of local movers$300 - $600 (1% - 2% of value)
Small movesUnder ~2,000 lbs45% of local movers$960 - $2,880
Office / commercialWorkplace relocation$2,400 - $9,600
Car shippingSecond vehicle$719 - $1,366
Antiques & fine artFragile, high-value items24% of local movers26% nationallyTop pick: Apple Moving$960 - $2,400
PianoAny piano type45% of local movers41% nationallyTop pick: All My Sons Moving & Storage$768 - $3,360
Pool tableDisassembly & re-leveling15% of local movers$288 - $1,440
Hot tubHeavy, needs disconnect11% of local movers9% nationallyTop pick: Atlantic Beach Movers$624 - $1,920
Wine collectionClimate-controlled transport$288 - $14,400+
Pet relocationGround, air, or concierge$288 - $3,360+

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

North Carolina Movers Association membership is a quick way to confirm a mover is legitimate in North Carolina, on top of the picks below.

  1. Safeway Moving (4.9/5 stars): Safeway Moving is the best overall value on this route. Flat-rate pricing means no surprise charges on moving day, and their support team is consistently rated among the most responsive in the industry.
  2. American Van Lines (4.9/5 stars): American Van Lines is the most experienced mover here, with 30+ years in business since 1995. AVL is one of the few national carriers that uses full-time in-house crews instead of contracted labor.
  3. Allied Van Lines (4.2/5 stars): Allied Van Lines is best for contents coverage, with fragile-only packing, 24/7 shipment monitoring, and an optional full-value protection plan that covers damage, loss, and breakage.

How much do local movers cost in Chesapeake, VA?

Based on recent quotes for this route, a 2-bedroom move from Chesapeake to Winston-Salem with a local mover averages $1,551 - $4,237. For moves under 500 miles, local movers in Chesapeake, VA 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.

TWO MEN AND A TRUCK (4.58/5 stars) is the top overall local mover in Chesapeake, ranked #5 in Virginia, based on our analysis of feedback from 410 customers, 83.4% of which is positive.

Address: 500 Woodlake Dr, #105, Chesapeake, VA, 23320 | Founded: 2017

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

Moving containers from Chesapeake, Virginia, to Winston-Salem, North Carolina, cost between $838 and $2,612. A container is delivered to your home and you load it on your own time. Loading windows vary by company: U-Haul gives you 3 days and PODS gives you 30. From there, the company takes over and transports it to Winston-Salem. If you go over that window, storage in Chesapeake adds around $100/month.

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

  • Studio apartment / 1 bedroom: $838 - $1,389
  • 2 - 3 bedrooms: $1,061 - $2,047
  • 4+ bedrooms: $1,385 - $2,612

What other costs come with moving containers?

  • Storage: Monthly rental charges begin after the first 30 days. Expect roughly $72 per month for smaller containers (7 - 8 feet) and around $144 per month for larger units (12 - 16 feet).
  • Moving labor: Containers don't come with loading help, so many customers hire hourly movers for the job. Two movers for about 5 hours will run you around $672 in Chesapeake, VA, per moveBuddha data. Compare the best labor-only movers nationwide
  • Added contents protection: Standard coverage only reimburses by weight. Full-value protection gives you more complete coverage for higher-value items and typically costs 1% - 2% of your total declared value, around $500 - $1,000 on a $50,000 shipment.
  • Access: National providers generally operate in both cities, but verify that a facility near your Winston-Salem, NC, destination exists if you plan to access stored items.

Every price below reflects an actual quote from a moveBuddha reader planning a Virginia to North Carolina 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 $838. Underestimating how much you have and needing an extra container means paying for another one, so getting your count right upfront saves you from a costly surprise. For reference, a 2 - 3 bedroom home typically runs $1,061 - $2,047.

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

  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 Chesapeake 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 Chesapeake:

  • TWO MEN AND A TRUCK (4.4/5), 9 years in business
  • Atlantic Beach Movers (4.7/5), 20 years in business
  • College Hunks Hauling Junk & Moving (4.8/5), 0 years in business

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

A rental truck for this 264-mile move from Chesapeake, Virginia, to Winston-Salem, North Carolina, costs between $296 and $737. The base rate covers the vehicle only; budget for:

  • Fuel for the drive: $81 - $92
  • Daily insurance: $29/day
  • Equipment rentals: $7 - $19
  • Chesapeake daily rental rate: $19 - $39
  • Per-mile fee beyond your free allowance: $0.69 - $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 Chesapeake to Winston-Salem based on home size:

  • Studio apartment / 1 bedroom: $296 - $518
  • 2 - 3 bedrooms: $314 - $601
  • 4+ bedrooms: $366 - $737

Pro tip: Budget beyond the advertised rate of $296 - $737 when pricing out a rental truck from Chesapeake to Winston-Salem. Fuel alone runs $81 - $92, and overnight lodging ($144/night), meals, and equipment rentals add up quickly.

What other costs come with rental trucks?

  • Moving labor: Rental trucks don't come with loaders. Hiring 2 movers in Chesapeake, Virginia, for roughly 5 hours usually costs about $672.
  • Gas: Fuel costs total $81 - $92 for the 264-mile drive, depending on whether your truck takes gas or diesel.
  • Equipment: Appliance dollies, auto transport trailers, and furniture pads are separate rentals. Expect to spend between $58 and $312, depending on what you need.
  • Additional insurance: Daily coverage upgrades typically add around $30.
  • Lodging: Budget around $144 per night for hotel stops on the 264-mile drive. With 2 - 3 overnight stops, total lodging typically costs $288 - $432.

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

  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 Chesapeake, VA to Winston-Salem, NC

Freight trailers are well suited for larger moves from Chesapeake, Virginia, to Winston-Salem, North Carolina, when you want to do the loading yourself without having to drive a massive vehicle. The trailer is delivered, you pack it up, and the carrier handles the long haul.

What sets freight trailers apart is the pay-for-what-you-use pricing model. Each additional foot of trailer space you occupy adds to the cost. Pricing for a 2 - 3 bedroom move of this distance typically lands between $841 and $1,541.

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

  • Studio apartment / 1 bedroom: $710 - $1,302
  • 2 - 3 bedrooms: $841 - $1,541
  • 4+ bedrooms: $1,130 - $2,089

Pro tip: Loading a freight trailer is a bit different from filling a container. The 4-foot ramp can be steep with large items, and getting the most out of 8 feet of vertical clearance takes planning. Since pricing is based on linear feet used, every inch of wasted space has a cost.

What other costs come with freight trailers?

  • Moving labor: Freight trailers don't include loading help. In Chesapeake, Virginia, hiring 2 movers for about 5 hours typically costs $672.
  • More space: You only pay for the trailer footage you use, but underestimating your load can add roughly $72 - $144 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 Chesapeake to Winston-Salem?

  1. MovingYourself (5/5 stars): MovingYourself is our pick for best for large moves. The company is best known as a top moving container option for its hybrid model where you load and they drive, and that same model translates well to freight thanks to their 53-foot trucks and pay-by-the-foot pricing.
  2. U-Pack (5/5 stars): U-Pack offers the best value freight trailer on this route. Beyond their flagship container service, U-Pack also runs freight trailers with the same no-deposit, no-upfront-fee model, charging only for the linear footage you actually fill.

Pro tip: If speed matters on your move from Chesapeake to Winston-Salem, freight trailers are one of the fastest interstate options available, second only to renting a truck and driving it yourself. The tradeoff is that freight works best when you're ready to receive your belongings on the other end. If your timeline is tight on the receiving side or you need a short storage buffer, a moving container might be a better fit.

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

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

Measure Chesapeake, VA Winston-Salem, NC
Cost of living index10484
Average rent$1,800/mo$1,300/mo
Median home value$359,218$208,184
Average income$94,189/yr$57,673/yr
Unemployment rate5.0%5.2%
State income taxUp to 5.75%Up to 4.5%
Walkability score21/10022/100
Safety index70.88/10067.33/100
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 Winston-Salem, NC to Chesapeake, VA guide.

Why use moveBuddha to find your mover:

We've processed 10 real quotes from Virginia to North Carolina over the past 3 months, giving us some of the most up-to-date pricing data around. Running your move through our moving cost calculator before you talk to movers helps you avoid low-ball or inflated estimates and steer clear of bad actors. There are 304 movers in our Virginia network to compare for this 264-mile move.

30%+
Save 30%+
moveBuddha users save more than 30% on average by comparing movers before they book.
$1K
$1,000 in coverage
Booking with a moveBuddha Certified mover gets you dedicated support from start to finish.
✓
Dispute mediation
We help resolve issues with Certified movers if a problem comes up.

Our take

A move from Chesapeake, VA, to Winston-Salem, NC, gives you several options depending on your budget and how much you want to do yourself. Full-service movers handle everything but cost the most, ranging from $933 - $5,694 on the 264-mile route. Moving containers from PODS or U-Pack bring that cost down to $838 - $2,612, and rental trucks from Budget or U-Haul are the most economical at $296 - $737. For full-service movers, Safeway Moving, starting around $1,478 for a 2-bedroom move with 30 days of free storage and round-the-clock live support.

Beyond the move itself, people who've relocated to Winston-Salem tend to point to no traffic and friendly people, though summertime humidity and allergy-inducing pollen come up as common complaints. Major employers in the area include Wake Forest Baptist Medical Center and Novant Health.

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

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

Full-service movers and container companies typically complete this route in 1 to 4 days, since carriers consolidate shipments heading the same direction. Freight trailers are often one of the faster options outside of driving yourself, 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 extra costs come with a truck rental on this route?

The base rate only covers the vehicle. Expect to add fuel ($81 - $92), daily insurance ($29/day), and equipment rentals ($7 - $19) on top. Overnight stops can add another $144/night for lodging if your drive spans more than a day.

What is the cheapest way to move from Chesapeake, VA to Winston-Salem, NC?

Renting a moving truck is almost always the most affordable option, since you handle the loading, driving, and unloading yourself. A 2-bedroom rental truck move on this route averages $314 - $601. See our cheapest truck rental recommendations for the lowest available rates on your DIY move.

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

Costs on this route range from around $296 to $5,694, depending on your home size and which service you choose. Full-service movers typically fall between $933 and $5,694, 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 size moving truck do I need for this route?

Rental trucks generally range from 10 to 26 feet. A 15- to 17-foot truck covers most 2-bedroom moves, while a smaller 10- to 12-foot truck works for a studio or 1-bedroom. Homes with 4 or more bedrooms usually need a 20- to 26-foot truck, and anything that size typically runs on diesel rather than gas.

What percentage of Chesapeake movers handle specialty items like pianos or antiques?

About 45% of movers in Chesapeake handle piano moves, and 24% handle antiques and fine art, compared to 41% and 26% nationally.