Deals on vacations and trips to Chestnut Springs

Choose two or more items and save on your trip:

Chestnut Springs flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $1,135, price is now $799 per person
$799
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to Charlottesville (CHO)
This hotel features a restaurant, free WiFi in public areas, and a picnic area. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Express check-in and express check-out are also provided.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Save 100% on your flight
Price was $2,411, price is now $1,843 per person
$1,843
per person
Nov 5 - Nov 9
found 8 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Charlottesville (CHO)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, a terrace, and a picnic area are also on offer.
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
Lewis Mountain
Price was $1,339, price is now $1,078 per person
$1,078
per person
Nov 5 - Nov 9
found 8 hours ago
Roundtrip non-stop flight included
Sacramento (SMF) to Charlottesville (CHO)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a snack bar/deli are also on offer.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,148, price is now $942 per person
$942
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the sauna and conveniences like a 24-hour front desk and concierge services.
Boar's Head Resort

Boar's Head Resort

4 out of 5
Ednam
Price was $1,100, price is now $933 per person
$933
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Charlottesville (CHO)
This luxury hotel features a golf course, a full-service spa, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and perks like free self parking and free WiFi.

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
Get rates
A hot tub is featured at this cabin, 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
Get rates
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
Wintergreen cabin, hot tub, sauna, walk to trails

Wintergreen cabin, hot tub, sauna, walk to trails

Wintergreen Resort VA
Get rates
This vacation home features a hot tub and a sauna. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

Wintergreen Resort VA
Get rates
This condo features laundry facilities.
Kitchen
Washer
Theater Room, Fooseball, Firepit, Mountains!

Theater Room, Fooseball, Firepit, Mountains!

Wintergreen VA
Get rates
This vacation home features laundry facilities.
Kitchen
Washer
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $134 total per night
$134 total
Sep 27 - Sep 28
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.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Chestnut Springs
View all properties
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 $799. 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.