Deals on vacations and trips to Roseland

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Roseland 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 $665, price is now $521 per person
$521
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) 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.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $958, price is now $725 per person
$725
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
This bed & breakfast doesn't skimp on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, concierge services, and wedding services are also on offer.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $681, price is now $536 per person
$536
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) 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.
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
Lewis Mountain
Price was $664, price is now $531 per person
$531
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) 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.
Boar's Head Resort

Boar's Head Resort

4 out of 5
Ednam
Price was $712, price is now $582 per person
$582
per person
Dec 18 - Dec 21
just found
Roundtrip flight included
Chicago (ORD) 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 Roseland hotels deals

Piedmont Grove

Piedmont Grove

2 out of 5
236 Beech Grove Road Roseland VA
$242 nightly
The price is $271 total per night
$271 total
Oct 12 - Oct 13
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a computer station are also provided.
Parking included
Free WiFi
Theater Room, Fooseball, Firepit, Mountains!

Theater Room, Fooseball, Firepit, Mountains!

Wintergreen VA
Get rates
This vacation home features laundry facilities.
Kitchen
Washer
Private Riverfront Mountain Escape, 5BR Cabin + Firepit + game room.

Private Riverfront Mountain Escape, 5BR Cabin + Firepit + game room.

Roseland VA
Get rates
This cottage features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.
Kitchen
Washer
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

Roseland VA
$175 nightly
The price is $197 total per night
$197 total
Oct 5 - Oct 6
Total with taxes and fees
A gym is featured at this cabin, along with a garden and barbecue grills.
Kitchen
Free WiFi
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $70 total per night
$70 total
Oct 13 - Oct 14
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, express check-out, and dry cleaning are also on offer.
Pet friendly
Parking included
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $132 total per night
$132 total
Oct 13 - Oct 14
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
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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.

Stay near popular Roseland attractions

Reids Gap Trailhead

9.2/10 (16 reviews)
You can take time to visit Reids Gap Trailhead during your travels to Roseland. Discover the mountain views in this relaxing area.
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Frequently asked questions

How much are vacation packages to Roseland?
You can find an awesome hotel + flight bundle for a mere $521. With one of our Travelocity vacation packages, a getaway to Roseland has never looked more irresistible! Save some time and money and get an early start with packing your suitcases.
How long should my Roseland vacation be?
Many travelers spend roughly 2 nights in Roseland, but how long you stay is totally up to you. If you intend to head out and explore all the intriguing things this location has to offer, why not hang around another couple of nights?
Where can I get the best vacation package deals for Roseland?
Landing a great package deal to Roseland is a piece of cake with Travelocity. With around 400 partner airlines and 1,000,000 properties all over the globe, you'll have loads of choice when picking your flights and hotels.
Why should I book my Roseland vacation bundle with Travelocity?
We offer 24/7 support, top-notch service and a Price Match Guarantee. Life's a big journey — and we have alluring destinations for you to journey to all over the world. Travel with us and make your hip pocket happy.
Can I save money on my Roseland car rental if I book it with a hotel or flight?
With a Roseland vacation package, you can bundle your hotel, car and flight bookings and save tons. If you'd love to see the best of this wonderful area, why not head to Monticello? This must-see attraction is 35 mi from Roseland. With your own rental car, you'll be there before you know it.
What is the best time of year to go to Roseland?
You'll be able to swerve the crowds and save a few dollars in July, September and December, which are the quietest times for tourist visits. Peak season months of March, August and November are naturally busier (and pricier), but more will be happening around Roseland. Book a hotel in and get plenty more bang for your buck. Usually, room rates are more expensive in .
Which airport is best for Roseland?
Roanoke Regional Airport (ROA) is 60 mi from the downtown area and is the starting point for many unforgettable experiences. Alternatively, Charlottesville-Albemarle Airport (CHO) is 40 mi away from central Roseland and Lynchburg Regional Airport (LYH) is 30 mi away from central Roseland.
What is there to do in Roseland?
There's an undeniable magic as you stroll the streets of Roseland. Reids Gap Trailhead and Woodsons Mill are just a couple of renowned sights that make this city such a sought-after destination, so put them at the top of your itinerary.
Where should I stay when visiting Roseland?
Many travelers opt to spend their nights at the Fenton Inn. It's a great base for your Roseland getaway.

Photos of local treasures

Browse Roseland vacation photos for more inspiration

A gravel road curving through a green field with a wooden fence on one side and mountains in the background.
A rural landscape with a gravel road, wooden fence, green fields, and mountains in the background.
A gravel road curving through a grassy area with a wooden fence on one side and a forested mountain in the background.
A mountainous landscape with dense green forests and rocky outcrops.