Proctorsville Vacations from $756

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The Latest Proctorsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $846, price is now $756 per person
$756
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8.6/10 Excellent! (847 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

Treehouse Home in Ludlow

Treehouse Home in Ludlow

2 out of 5
Price was $2,632, price is now $2,203 per person
$2,203
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
No reviews
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $988, price is now $833 per person
$833
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8.8/10 Excellent! (914 reviews)
Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire!

Reviewed on Jan 30, 2026

Hidden Kingdom in Plymouth

Hidden Kingdom in Plymouth

2.5 out of 5
Price was $1,618, price is now $1,423 per person
$1,423
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
No reviews
Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was $898, price is now $809 per person
$809
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
8.8/10 Excellent! (26 reviews)
The place was not cleaned well. The water was off we had to call the front desk. The Diswasher was fully of dishes. There was only one roll of toilet paper in the bathroom. No paper towel in the kitchen, not even one to start. The wall in the kitchen was dirty

Reviewed on Dec 1, 2025

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Proctorsville Hotel Deals

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$135 nightly
The price is $146 total per night from Mar 25 to Mar 26
$146 total
Mar 25 - Mar 26
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
It’s an older property but well maintained

Reviewed on Mar 17, 2026

Pointe at Castle Hill Resort
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
2940 Route 103 Cavendish VT
$173 nightly
The price is $189 total per night from Apr 2 to Apr 3
$189 total
Apr 2 - Apr 3
Total with taxes and fees
9/10 Wonderful! (111 reviews)
Gorgeous multi bedroom suite that was perfect and spacious for our little family getaway. Loved the fireplace and we were conveniently located right near the outdoor pool.

Reviewed on Mar 16, 2026

Castle Hill Resort And Spa
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
399 Depot Street Cavendish VT
10/10 Exceptional! (43 reviews)
We stayed for the weekend and went skiing at Okemo. It was a 10 min drive away. The staff was very accommodating, welcoming and friendly. The food provided was delicious. We will definitely be back!

Reviewed on Mar 8, 2026

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Golden Stage Inn B&B
See all 2,067 properties in Proctorsville
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.

Find the Best Proctorsville Vacation Packages

Proctorsville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
450
Max Temp Winter
30ºF
Max Temp Summer
75ºF

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Frequently asked questions

How much does a Proctorsville vacation package cost?
Offering excellent value package deals from $756 on Expedia, you'll be pleasantly surprised at how much a vacation to Proctorsville costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Proctorsville?
If you're hoping to snag a cheap Proctorsville vacation package, consider traveling in May, June and July. You'll generally find better prices on airfares and hotels during these months — perfect for a budget-friendly break.
How many days is enough for Proctorsville?
The ideal duration of your Proctorsville vacation depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to check out all the major attractions and discover some hidden spots along the way.
How to find the best Proctorsville package deals?
Start your search for a Proctorsville package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Proctorsville package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Proctorsville getaway off to a flying start.
Is it cheaper to book a Proctorsville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Proctorsville vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Proctorsville?
Land amazing discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Proctorsville break.
Does Expedia offer Book Now, Pay Later Proctorsville vacation packages?
Set off on your dream trip to Proctorsville with help from our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.