Proctorsville Vacations from $531

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The Latest Proctorsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $633, price is now $531 per person
$531
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9/10 Wonderful! (774 reviews)
Fantastic! Easy check in and out! Rooms were updated and spotless. Great customer service!

Reviewed on Jan 17, 2026

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,405, price is now $1,101 per person
$1,101
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
No reviews
Clean room, elevator broken and not enough bathroom towels.

Reviewed on Dec 28, 2025

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,299, price is now $1,061 per person
$1,061
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $745, price is now $622 per person
$622
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
It is an accommodation with the most beautiful view. It is very convenient because there is a shop in front of the accommodation.

Reviewed on Jan 17, 2026

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,067, price is now $906 per person
$906
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
No reviews
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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
$165 nightly
The price is $180 total per night from Feb 22 to Feb 23
$180 total
Feb 22 - Feb 23
Total with taxes and fees
8.8/10 Excellent! (959 reviews)
Courteous and helpful staff

Reviewed on Jan 23, 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
$257 nightly
The price is $281 total per night from Feb 2 to Feb 3
$281 total
Feb 2 - Feb 3
Total with taxes and fees
8.8/10 Excellent! (105 reviews)
Great place for a good price.

Reviewed on Jan 7, 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! (33 reviews)
We thoroughly enjoyed our stay! Breakfast was a culinary treat each morning and our hosts, Julie and Mike could not have been more accommodating! They went above and beyond to ensure that our breakfast was to our personal preferences. We were there two nights and each breakfast was DELICIOUS, and ...

Reviewed on Jan 12, 2026

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Golden Stage Inn B&B
See all 2,039 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 $531 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.