Treeloft Holidays

    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Treeloft

Find the best Treeloft areas and neighborhoods for the activities you enjoy most. Learn more about Treeloft
Default Image

Chestnut Springs

While Chestnut Springs may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Wintergreen Resort and Raven's Roost Overlook.

Find hotels in Chestnut Springs

Top hotels in Treeloft

Sleep Inn Staunton
Sleep Inn Staunton
2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 29 Jun to 30 Jun
S$134
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (1,157 reviews)
"Very nice with comfortable beds."

Reviewed on 10 Jun, 2025

Sleep Inn Staunton
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 S$158 per night from 29 Jun to 30 Jun
S$158
29 Jun - 30 Jun
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"We highly recommend this hotel. The hotel is in close proximity to a great Indian restaurant down the hill and the American Shakespeare Center's Blackfriar Theater right next door. We were thrilled to experience a great performance of The Winter's Tale. We also appreciated that the hotel was willing ..."

Reviewed on 9 Jun, 2025

Hotel 24 South
Holiday Inn Express And Suites Waynesboro East by IHG
Holiday Inn Express And Suites Waynesboro East by IHG
2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
Fully refundable
The price is S$162 per night from 23 Jun to 24 Jun
S$162
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (347 reviews)
"Nice location, lots of restaurants nearby, friendly staff."

Reviewed on 11 Jun, 2025

Holiday Inn Express And Suites Waynesboro East by IHG
See all 1,169 properties in Treeloft
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 Treeloft holiday package cost?
Perhaps less than you imagined — from as low as , actually! By combining hotels, flights and car rentals into your own tailor-made package, your Treeloft escape is just a few clicks away.
How do I get a cheap travel package to Treeloft?
Our Treeloft holiday packages offer plenty of savings for the savvy explorer. For the best deal, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But low prices are only the start of your next awesome adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1,000,000 hotel options worldwide to select from. Whatever your style, there’s a package here just for you.
Where should I stay in Treeloft?
If you plan to check out Wintergreen Resort, give commuting a miss and find someplace to stay close by. It’s one of the most popular attractions in Treeloft.
What are the top hotels in Treeloft?
Get your escape off to a good start by reserving a room at Custom Builder Just Completely Remodeled This Mountain Chalet. . . With Hot Tub. It’s one of most popular hotels in Treeloft. Another option is Wintergreen Resort Home With 2 Decks + Ski Access.
How far in advance should I book my Treeloft holiday?
While prices do change, we generally recommend booking your seats as early as possible. Many international airfares are found on Expedia up to a year in advance. If circumstances have left you booking last minute, you might still be lucky. Discount prices to Treeloft sometimes emerge only weeks before departure.
What does an Expedia Treeloft travel package include?
Expedia has all you need to plan your Treeloft escape, but how your package is structured is up to you. Select from any combination of hotels, rental cars and flights. Looking for some activities to keep you on the go? Once you’ve made your booking, you can add them on too. Whatever your budget or style, there’s a deal to meet your needs.
What should I know before booking a Treeloft travel package?
We already have low prices. However, you’ll enjoy even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and tons of choice.
Can I choose my airline with a Treeloft Expedia holiday package?
Yes, the choice is all yours. Expedia has access to more than 550 airlines globally, so you can customize your Treeloft holiday according to your travel preferences.
If I'm not able to travel, can I cancel my Treeloft holiday package?
Whether it’s your hotel or flight, you can cancel or alter it. Locked in your Treeloft holiday package in the last 24 hours? You may be able to make changes at no cost. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more details, head to our Customer Service Portal. We’ll help you each step of the way.

Things to do

Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

S$22
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

S$33
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Sharp Top Mountain

Blue Ridge Parkway Virginia Self-Guided Audio Tour

S$17
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Nellysford

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.