Cumberland Vacation Packages

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Your Cumberland Vacation

Take the hassle out of planning your next epic adventure with a Cumberland vacation package. Whether you're here for its art, food, architecture or other highlights, there's an inexhaustible array of experiences to be had. Eager to sightsee? Spend some time enjoying top attractions such as Bear Creek Lake State Park during your trip to Cumberland. Whoever you're escaping with and whatever you want to spend, your dream Cumberland vacation is only clicks away with Expedia.

Top Cumberland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

3 out of 5
Barracks Road
per person
Dec. 26 - Jan. 1
found 15 hours ago
Roundtrip flight included
Halifax (YHZ) to Charlottesville (CHO)
8.6/10 Excellent! (479 reviews)
The location is great and the staff are exceptionally friendly and helpful.

Reviewed on Nov. 24, 2024

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
per person
Dec. 26 - Jan. 1
found 15 hours ago
Roundtrip flight included
Halifax (YHZ) to Charlottesville (CHO)
9.2/10 Wonderful! (407 reviews)
The hotel is lovely and we loved our room and bathroom. Staff was friendly and very helpful.

Reviewed on Nov. 16, 2024

Keswick Hall & Golf Club

Keswick Hall & Golf Club

5 out of 5
per person
Dec. 26 - Jan. 1
found 15 hours ago
Roundtrip flight included
Halifax (YHZ) to Charlottesville (CHO)
9.4/10 Exceptional! (53 reviews)
Beautiful room and property overall! Very attentive staff Thanks Arnaud!

Reviewed on Aug. 31, 2024

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
per person
Dec. 26 - Jan. 1
found 15 hours ago
Roundtrip flight included
Halifax (YHZ) to Charlottesville (CHO)
9.4/10 Exceptional! (232 reviews)
What’s lovely little gem! Full of charm and personality.

Reviewed on Nov. 10, 2024

Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
North Downtown
per person
Dec. 26 - Jan. 1
found 15 hours ago
Roundtrip flight included
Halifax (YHZ) to Charlottesville (CHO)
8.8/10 Excellent! (1,000 reviews)
Beautiful dining/ bar area! I loved the gorgeous plants, and fountain! The staff was super friendly and helpful. Our room was nice, clean, and cozy. We will definitely return!

Reviewed on Nov. 22, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
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Cumberland Hotel Deals

Hotel Weyanoke
Hotel Weyanoke
3.5 out of 5
202 High Street, Farmville, VA
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Dec. 9 to Dec. 10
CA $152
CA $183 total
includes taxes & fees
Dec 9 - Dec 10
9.4/10 Exceptional! (1,003 reviews)
"What a beautiful and unique hotel. Our room is big, clean and comfortable"

Reviewed on Nov. 20, 2024

Hotel Weyanoke
Days Inn by Wyndham Farmville
Days Inn by Wyndham Farmville
2 out of 5
2015 South Main St., Farmville, VA
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Nov. 29 to Nov. 30
CA $82
CA $92 total
includes taxes & fees
Nov 29 - Nov 30
7.8/10 Good! (177 reviews)
"The staff were very nice and friendly. Checking in took less than 5 minutes and checking out took about a minute. The complimentary breakfast was good, too."

Reviewed on Nov. 16, 2024

Days Inn by Wyndham Farmville
Tru by Hilton Farmville
Tru by Hilton Farmville
2.5 out of 5
1913 South Main Street, Farmville, VA
The price is CA $153 per night from Dec. 10 to Dec. 11
CA $153
CA $172 total
includes taxes & fees
Dec 10 - Dec 11
8.6/10 Excellent! (613 reviews)
"Very nice and reasonable price- modern and clean."

Reviewed on Nov. 17, 2024

Tru by Hilton Farmville
See all 89 properties in Cumberland
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Cumberland vacation package cost?
The cheapest Cumberland vacation package is CA $1,500, so your dream trip can become a reality — without it costing a fortune. Bundle flights, hotels and car rentals to custom build a package that’s perfect for you.
How do I get a cheap travel package to Cumberland?
Bundle your hotels and flights with Expedia to save big on your next adventure. With over 550 air carriers and 1,000,000 hotel options throughout the world, your Cumberland vacation package can be customized exactly to suit your travel style. With all that extra money, why not include one or more exciting tours and experiences? It’s an easy way to unlock even more discounts. That vacation you’ve always dreamed of in Cumberland is closer than you thought!
Where should I stay in Cumberland?
There’s loads to explore in Cumberland, so stay close to its best sights and allow yourself more time sightseeing. Bear Creek Lake State Park is one place to put on your itinerary.
How far in advance should I book my Cumberland vacation?
While not all airlines release ticket prices early, you can normally compare international fares on Expedia up to 12 months in advance. This is the time when you’ll score some fantastic deals. If you’re booking last minute, you might get lucky. Discounted prices occasionally become available a few weeks before departure.
What does an Expedia Cumberland travel package include?
That depends on you. You can choose from a range of Cumberland bundles, such as a rental car, hotel and flight. You can also book a hotel and a flight, or a flight and a rental car. Once you’ve made your booking, you can add the fun stuff like experiences and tours. Whatever your perfect Cumberland getaway looks like, get set to save!
What should I know before booking a Cumberland travel package?
Whether it’s relaxation or adventure you’re after, a Cumberland vacation package lets you organize your escape your way. Plus, you’ll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Cumberland Expedia vacation package?
Definitely. Expedia has over 550 airline partners to choose from all over the world. With such a big range of choice, finding the ideal carrier to fly you to Cumberland will be a snap.
If I'm not able to travel, can I cancel my Cumberland vacation package?
Don’t stress if you’re rethinking your Cumberland vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally understand your circumstances can change suddenly, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’re here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.