Proctorsville Vacations from $1,139

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The Latest Proctorsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,371, price is now $1,139 per person
$1,139
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
6.8/10 (1,011 reviews)
Good good

Reviewed on Aug 4, 2026

Mountain Green Resort

Mountain Green Resort

4 out of 5
Save 100% on your flight
Price was $4,572, price is now $3,657 per person
$3,657
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,602, price is now $1,320 per person
$1,320
per person
Oct 8 - Oct 14
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
9.2/10 Wonderful! (121 reviews)

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,359, price is now $1,140 per person
$1,140
per person
Sep 28 - Oct 4
found 8 hours ago
Roundtrip non-stop flight included
New York (NYC) 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 $1,526, price is now $1,292 per person
$1,292
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (27 reviews)
Enjoyable and beautiful place. Ann

Reviewed on Jul 20, 2026

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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
$144 nightly
The price is $156 total per night from Aug 18 to Aug 19
$156 total
Aug 18 - Aug 19
Total with taxes and fees
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
$245 nightly
The price is $267 total per night from Aug 12 to Aug 13
$267 total
Aug 12 - Aug 13
Total with taxes and fees
Castle Hill Resort And Spa
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$479 nightly
The price is $527 total per night from Aug 16 to Aug 17
$527 total
Aug 16 - Aug 17
Total with taxes and fees
Woodstock Inn & Resort
See all 2,017 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 $1,139 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.