Roseland Vacation Packages

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Your Roseland Vacation

Say bye-bye to the worries of planning and hello to a Roseland vacation package. With everything organized before you leave, you can focus on discovering this city, starting with Laurel Ridge, which is good for skiing, adventure sports and mountain biking. Every trip to Roseland needs a well-planned itinerary. Fill yours with leading attractions like Lovingston Winery, Blue Mountain Barrel House and Virginia Blue Ridge Railway Trail. No matter your travel plans or the size of your budget, putting together a tailored Roseland vacation is a breeze with Expedia.

Top Roseland Vacation Deals

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 CA $1,548, price is now CA $1,319 per person
CA $1,319
per person
Sep 4 - Sep 7
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (350 reviews)
Very cute small hotel that is reasonably priced! The rooms were bigger than we expected, and it was great having access to the pool at their sister location on the UVA campus. Would stay here again if I were in Charlottesville.

Reviewed on Jul 6, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was CA $1,802, price is now CA $1,437 per person
CA $1,437
per person
Sep 4 - Sep 7
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (579 reviews)
Excellent staff, friendly and very helpful.

Reviewed on Jul 8, 2026

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was CA $1,704, price is now CA $1,402 per person
CA $1,402
per person
Sep 4 - Sep 7
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.6/10 Exceptional! (404 reviews)
Wow, the architecture, history, the amenities (especially the guest lounge), and breakfast were all outstanding! We will be back.

Reviewed on Jun 26, 2026

Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was CA $1,775, price is now CA $1,481 per person
CA $1,481
per person
Sep 4 - Sep 7
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (293 reviews)
This was one of the best stays we have ever had. A truly phenomenal place.

Reviewed on Jun 9, 2026

Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Price was CA $2,118, price is now CA $1,905 per person
CA $1,905
per person
Sep 4 - Sep 7
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Weyers Cave (SHD)
8.8/10 Excellent! (68 reviews)
Massanutten is a nice getaway.

Reviewed on Jun 8, 2026

Ready to book your vacation to Roseland?

 

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Roseland Hotel Deals

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
The price is CA $184 per night from Jul 27 to Jul 28
CA $184
CA $282 total
Jul 27 - Jul 28
includes taxes & fees
10/10 Exceptional! (108 reviews)
"Adorable cabin! Has everything you need from appliances to bedding and bath needs. The property is quiet and beautiful!"

Reviewed on Jul 1, 2026

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
Private Riverfront Mountain Escape, 5BR Cabin + Firepit + game room.

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

Roseland VA
9.8/10 Exceptional! (154 reviews)
"We had an amazing time at this magical place! We loved sitting on the nicely designed deck and listening to the river flow through the rocks. We enjoyed playing basketball and corn hole next to the river as well. The house was lovely and very well stocked with everything we needed, and more. We brought ..."

Reviewed on Jun 6, 2026

Get rates
Private Riverfront Mountain Escape, 5BR Cabin + Firepit + game room.
Piedmont Grove

Piedmont Grove

2 out of 5
236 Beech Grove Road Roseland VA
The price is CA $357 per night from Jul 13 to Jul 14
CA $357
CA $401 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (38 reviews)
"We loved the location and convenience to restaurants and sites to see and very quiet"

Reviewed on Jun 27, 2026

Piedmont Grove
See all 1,590 properties in Roseland
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.
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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 family-friendly area.
See properties

What to do in Roseland

Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

CA $34
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

CA $24
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
See all activities in Roseland

Frequently asked questions

How much does a Roseland vacation package cost?
Offering excellent value package deals from CA $1,319 on Expedia, you'll be surprised at how little a vacation to Roseland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Roseland?
The off-season is the best time to travel to Roseland if you're on a budget. Another tip for scoring cheap Roseland vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Roseland?
The ideal length for your Roseland vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you plenty of time to go to all the major sights and discover some hidden treasures along the way.
How to find the best Roseland package deals?
Use Expedia's handy filters to help you find some unbeatable Roseland package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Roseland package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Roseland vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customized Roseland vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Roseland?
If you've got your Roseland vacation dates finalized, book as early as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Roseland?

  1. Pick your travel dates: What you'd like to do in Roseland and your preferred season will help you decide when to go.
  2. Budget wisely: In addition to the cost of your hotel, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Roseland.
  3. Decide how long to go for: Now that you know more about Roseland, you can work out the ideal length of your break. Create a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalized Roseland vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.