Proctorsville Vacations from $669

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The Latest Proctorsville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $742, price is now $669 per person
$669
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) 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

Beechwood Home in Mendon

Beechwood Home in Mendon

2 out of 5
Price was $1,776, price is now $1,601 per person
$1,601
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Rutland (RUT)
No reviews
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $780, price is now $705 per person
$705
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Rutland (RUT)
9.2/10 Wonderful! (1,002 reviews)
This hotel is a gem! The ambiance fits Killington to a “T” - Friendly staff and excellent customer service. Shuttle service to the slopes (5 mins) The restaurant/distillery is awesome, and breakfast with a view of the mountains!

Reviewed on Mar 8, 2026

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $1,035, price is now $937 per person
$937
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Springfield (VSF)
9.2/10 Wonderful! (565 reviews)
Amazing restaurant and attentive staff

Reviewed on Mar 4, 2026

Deer Brook Inn

Deer Brook Inn

3 out of 5
Price was $1,910, price is now $1,738 per person
$1,738
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Springfield (VSF)
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
The price is $146 total per night from Mar 11 to Mar 12
$146 total
per night
Mar 11 - Mar 12
8.8/10 Excellent! (1,005 reviews)
This hotel was overpriced but great location to mountain.

Reviewed on Mar 8, 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
The price is $215 total per night from Mar 25 to Mar 26
$215 total
per night
Mar 25 - Mar 26
9/10 Wonderful! (109 reviews)
We used to spend a good deal of time in ludlow . Recently my wife and I have been visiting about once per year. Back in the day we very much enjoyed the castle inn for its great food. We thoghtvwe would stay for a couple of nights. We hoped to ski one day. We went into the inn with a big ski bag ...

Reviewed on Mar 10, 2026

Castle Hill Resort And Spa
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is $384 total per night from Mar 22 to Mar 23
$384 total
per night
Mar 22 - Mar 23
9.2/10 Wonderful! (567 reviews)
Amazing restaurant and attentive staff

Reviewed on Mar 4, 2026

Woodstock Inn & Resort
See all 2,068 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 $669 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.