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A pond with a fountain, surrounded by rocks and greenery, with a building and outdoor seating area in the background.

Dobson Vacations from $367

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The Latest Dobson Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Outdoor pool
    Oct 9 - Oct 11

    Townhouse Winston Salem - University + Flight

    Winston-Salem
    2 nights
    2.5 star property
    5.6/10 - (1,000 reviews)
    "Amazing"
    Reviewed July 19, 2026
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    MDW - GSO • 1 stop GSO - MDW • 1 stop
    $400
    $367
    per traveler
    found 1 day ago
    Townhouse Winston Salem - University
  • Dining
    Aug 28 - Sep 1

    The Historic Magnolia House + Flight

    Greensboro
    4 nights
    3.5 star property
    7.4/10 - Good (3 reviews)
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    ORD - GSO • Nonstop GSO - RFD • 1 stop
    $931
    $736
    per traveler
    found 1 day ago
    The Historic Magnolia House
  • House, Garden View | Interior
    Aug 25 - Aug 29

    A Charming Nature Retreat + Flight

    Greensboro
    4 nights
    2.0 star property
    Roundtrip • New York (NYC) - Greensboro (GSO)
    LGA - GSO • Nonstop GSO - LGA • Nonstop
    $810
    $698
    per traveler
    found 1 day ago
    A Charming Nature Retreat
  • Exterior
    Oct 9 - Oct 11

    La Quinta Inn & Suites by Wyndham Winston-Salem + Flight

    Winston-Salem
    2 nights
    3.0 star property
    7.4/10 - Good (190 reviews)
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    MDW - GSO • 1 stop GSO - MDW • 1 stop
    $479
    $417
    per traveler
    found 1 day ago
    La Quinta Inn & Suites by Wyndham Winston-Salem
  • Lobby sitting area
    Oct 9 - Oct 11

    Hawthorne Inn and Conference Center + Flight

    Winston-Salem
    2 nights
    3.0 star property
    8.6/10 - Excellent (1,170 reviews)
    Roundtrip • Chicago (CHI) - Greensboro (GSO)
    MDW - GSO • 1 stop GSO - MDW • 1 stop
    $441
    $400
    per traveler
    found 1 day ago
    Hawthorne Inn and Conference Center

Discover the most popular places to visit in Dobson

Shelton Vineyards

9.0/10 (110 reviews)
North Carolina's largest family-owned estate winery showcases diverse varietals across 406 picturesque acres. Visitors can tour the impressive facilities, taste estate wines, and dine at the farm-to-table Harvest Grill.

Dobson Hotel Deals

Bar (on property)

Hampton Inn and Suites Dobson

Hampton Inn and Suites Dobson
2.5 star property
3.5 mi from Dobson
9.4 out of 10, Exceptional, (998 reviews)
"this was my fourth vist in the last three months at this location it is a good place only issue is while they said second elvator is fixed never opened in the ten times I used the elevator so I think they just took the out of service sign down only other issues I have is a funny one booked king bed room and they hung a large picture over the towel hanger in the shower so close to the rack you can't use the towel rack there are two other hooks so no big deal but really ? Breakfast is the best the...
$106 nightly
The price is $120
Aug 3 - Aug 4
Total with taxes and fees
Hampton Inn and Suites Dobson
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Dobson

Frequently Asked Questions

How much does a Dobson vacation package cost?

You'll find cheap prices from $367 on Expedia for your Dobson getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Dobson costs.

What are the cheapest months to go to Dobson?

November, December and January are great times to search for cheap Dobson vacation packages. Traveling in less busy months means you'll typically find lower prices on hotels and flights.

How many days is enough for Dobson?

The ideal length for your Dobson vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to visit all the top attractions and discover some hidden treasures along the way.

How to find the best Dobson package deals?

Begin your search for a Dobson package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Dobson package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Dobson adventure underway.

Is it cheaper to book a Dobson vacation as a package?

You can enjoy significant savings on your next Dobson getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Dobson?

Enjoy fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Dobson trip.

Does Expedia offer Book Now, Pay Later Dobson vacation packages?

Your Dobson break is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.