Chestnut Springs Holidays

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

Top hotels in Chestnut Springs

4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome

Roseland, VA
The price is £451 per night from 12 Aug to 13 Aug
£451
12 Aug - 13 Aug
includes taxes & fees
9.6/10 Exceptional! (26 reviews)
Great place great host
"Perfect location and a great house"

Reviewed on 6 Jul 2025

4 BR cabin mins to trails & breweries pets welcome
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is £95 per night from 24 Aug to 25 Aug
£95
24 Aug - 25 Aug
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"No complaints"

Reviewed on 7 Aug 2025

Hotel 24 South
Holiday Inn Express And Suites Staunton by IHG

Holiday Inn Express And Suites Staunton by IHG

2.5 out of 5
47 Rolling Thunder Lane, Staunton, VA
Fully refundable
The price is £94 per night from 31 Aug to 1 Sept
£94
31 Aug - 1 Sept
includes taxes & fees
9.4/10 Exceptional! (805 reviews)
Great place
"Great breakfast, clean, sunny room. Great shower."

Reviewed on 9 Aug 2025

Holiday Inn Express And Suites Staunton by IHG
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.

Frequently asked questions

How much does a Chestnut Springs travel package cost?
Explore the best of Chestnut Springs from as low as . Choose from a wonderful selection of flights, hotels and rental cars to suit every style and budget. Land even more discounts when you add a few tours or experiences to your travel package.
If I'm not able to travel, can I cancel my Chestnut Springs travel package?
Yes you can, and we'll help you every step of the way. You may be able to cancel or change your Chestnut Springs travel package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, browse our Customer Service Portal for more information.
How do I get a cheap travel package to Chestnut Springs?
Browse and lock in everything all in one place with our Chestnut Springs travel packages. You'll discover deals on hotels, flights and more that'll keep your bank account happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 properties around the globe to pick from, you'll have the flexibility to mix and match as you like.
Does Expedia offer Book Now, Pay Later Chestnut Springs holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a terrific getaway without draining your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying small amounts each month works for you, choose this option during the checkout process.
  • Pay in instalments holidays: If you want to pay off your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is much easier with this option. Simply put down a small deposit on your escape and then start packing your bags.

Where should I stay in Chestnut Springs?
There's loads to explore in Chestnut Springs, so stay close to its best attractions and treat yourself to more time sightseeing. Wintergreen Resort is one spot that should be on your itinerary.
What are the top hotels in Chestnut Springs?
The Mark Addy Bed And Breakfast and 2br/2ba: Million Dollar View From Luxury Condo On The Ridge are two of the most well-known properties in Chestnut Springs. Why not take a look at the rates and facilities at each and then make a decision?
How far in advance should I book my Chestnut Springs holiday?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you're booking last minute, don't stress. Low prices appear from time to time within a few weeks of departure dates.
What does an Expedia Chestnut Springs travel package include?
It all boils down to what type of getaway you're contemplating. Chestnut Springs holiday deals can include car rentals, hotels and flights. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Chestnut Springs travel package?
When you book your flights, hotels and car rentals together, you'll enjoy amazing discounts. Whether you're organising a wilderness getaway in a cabin or would rather stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Chestnut Springs Expedia travel package?
You can, and with more than 550 airlines to choose from all over the world, you have plenty of choice. Browse the available options and find out which airline best fits your needs and budget.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.