Proctorsville Vacations from $854

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The Latest Proctorsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Windham Hill Inn

Windham Hill Inn

4 out of 5
Price was $1,090, price is now $854 per person
$854
per person
Apr 6 - Apr 12
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (37 reviews)
The Inn is situated near the top of a mountain and surrounded by other hilltops. There are trails that help you to reconnect with nature. Our room was lovely and comfortable. There is a attention to detail in the decor of this establishment which is both delightful and humorous.

Reviewed on Jul 11, 2025

Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Save 100% on your flight
Price was $1,978, price is now $1,396 per person
$1,396
per person
Apr 6 - Apr 12
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
9.6/10 Exceptional! (84 reviews)
Great location Host Oz cooked up a great breakfast Room was fine for one person

Reviewed on Feb 6, 2026

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
Price was $1,243, price is now $937 per person
$937
per person
Apr 6 - Apr 12
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
9.2/10 Wonderful! (106 reviews)
So great all around!

Reviewed on Jan 4, 2026

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $1,367, price is now $1,058 per person
$1,058
per person
Apr 6 - Apr 12
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
8.8/10 Excellent! (242 reviews)
Staff was great, location terrific, restaurant/bar very nice, room was really nice, kitchen well equipped

Reviewed on Jan 19, 2026

Mount Snow Lodging

Mount Snow Lodging

3 out of 5
Price was $1,153, price is now $913 per person
$913
per person
Apr 6 - Apr 12
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to Springfield (VSF)
7.8/10 Good! (23 reviews)
The room hotel was very nice. The parking lot was very icy and snowy and the indoor hot tub had a lot of chlorine odor coming from it so we couldn't use that because we had a baby and it was too much smelling like chlorine. Great location though to go skiing

Reviewed on Apr 9, 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
$146 nightly
The price is $159 total per night from Mar 18 to Mar 19
$159 total
Mar 18 - Mar 19
Total with taxes and fees
8.8/10 Excellent! (984 reviews)
We stayed one night in room 107. It was roomier than many other hotels these days and had a comfortable bed. We were pleasantly surprised to have a mini fridge that actually worked. Furniture is a bit worn and the carpet has some mileage on it. Bathroom was clean and shower worked well. The hot tub ...

Reviewed on Feb 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
$279 nightly
The price is $304 total per night from Mar 23 to Mar 24
$304 total
Mar 23 - Mar 24
Total with taxes and fees
Castle Hill Resort And Spa
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $180 total per night from Mar 4 to Mar 5
$180 total
Mar 4 - Mar 5
Total with taxes and fees
7.4/10 Good! (1,003 reviews)
Hot tub, location, and breakfast.

Reviewed on Feb 18, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
See all 2,057 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 $854 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.