Deals on vacations and trips to Chestnut Springs

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Chestnut Springs flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Woodville Bed and Breakfast

Woodville Bed and Breakfast

4 out of 5
Price was $996, price is now $987 per person
$987
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Charlottesville (CHO)
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Enjoy the free cooked-to-order breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Orchard House B&B

Orchard House B&B

3.5 out of 5
Price was $1,058, price is now $1,048 per person
$1,048
per person
Oct 6 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Charlottesville (CHO)
This bed & breakfast features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a library, and a picnic area are also on offer.

Top Chestnut Springs hotels deals

New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
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A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Pool
Hot Tub
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

Wintergreen Resort VA
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This condo features laundry facilities.
Kitchen
Washer
Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill

Updated! Sleeps 14 - Hot Tub, Games, Fireplace, Pet Friendly, Firepits & Grill

Wintergreen Resort VA
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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Hot Tub
Fully Loaded 8BR in Wintergreen! Sleeps 23

Fully Loaded 8BR in Wintergreen! Sleeps 23

Wintergreen Resort VA
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This chalet features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A sauna and laundry facilities are also provided.
Pool
Hot Tub
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $121 total per night
$121 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business center, and a lobby fireplace are also offered.
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
152 Fairway Lane Staunton VA
Free Cancellation
$103 nightly
The price is $115 total per night
$115 total
Sep 20 - Sep 21
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
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See all available properties in Chestnut Springs
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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 are vacation packages to Chestnut Springs?
Splash out on a one-of-a-kind experience in Chestnut Springs with a vacation package starting from as low as $987. Reserving your flights and hotels with Travelocity is simple. And even better, our great deals will leave you with more savings for loads of fun times.
Where can I get the best vacation package deals for Chestnut Springs?
Travelocity is the only place you need to go to score an awesome Chestnut Springs package deal. Choose from as many as 400 air carriers and 1,000,000 hotels worldwide and create a vacation package that fits your style. With this amount of choice, now's the time to book your next big adventure.
Why should I purchase my Chestnut Springs vacation bundle via Travelocity?
We make traveling the world easy. Whether you're looking for an amazing new place to roam around or want to ensure you get the best price on offer, we've got you covered. Our 24/7 customer support, quality service and Price Match Guarantee mean you can book with confidence.
Can I save on my Chestnut Springs car rental if I combine it with a hotel or flight?
Booking a Chestnut Springs vacation package with Travelocity is a simple way to save your time and money. You can pick a car, flight and hotel, or any combination of them, and land awesome discounts. You could also throw in tours and experiences. After you've picked up the keys to your rental car, venture out of the neighborhood and see what the surrounding area has to offer. Roughly 120 mi from Chestnut Springs, White House is well worth a road trip.

Photos of local treasures

Browse Chestnut Springs vacation photos for more inspiration

A waterfall in a forest with autumn leaves.