Proctorsville Vacations from $534

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The Latest Proctorsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $647, price is now $534 per person
$534
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
7.4/10 Good! (1,004 reviews)
Best place in Killington!

Reviewed on Sep 30, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $790, price is now $614 per person
$614
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Springfield (VSF)
8.8/10 Excellent! (823 reviews)
New facility with very cozy beds. Walking distance to downtown Woodstock. For the room price, would have been nice to offer a continental breakfast. Parking is some what limited, so don’t arrive too late. Housekeeping woke us up at 830am to ask if we were checking out. May want to invest in Do Not Disturb signs for rooms.

Reviewed on Oct 4, 2025

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $645, price is now $536 per person
$536
per person
Nov 23 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
9.4/10 Exceptional! (821 reviews)
Very nice wish we could have stayed another night

Reviewed on Oct 3, 2025

The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $867, price is now $738 per person
$738
per person
Nov 14 - Nov 17
found 2 hours ago
Roundtrip flight included
Dayton (DAY) to Springfield (VSF)
7.8/10 Good! (1,003 reviews)
We were initially put off by the look of the outside of this “Inn”! But it turns out we were greeted by a smiling and polite person during check in. The room was large, clean, and comfortable. The bathroom had thick towels and well stocked. All and all it was a very pleasant stay at a very reasonable price!

Reviewed on Oct 4, 2025

Mountaineer Inn

Mountaineer Inn

2 out of 5
Price was $684, price is now $582 per person
$582
per person
Nov 14 - Nov 17
found 2 hours ago
Roundtrip flight included
Dayton (DAY) to Springfield (VSF)
8.8/10 Excellent! (507 reviews)
Comfortable beds. Close to town. Lighting in room was very dark….gave an institutional feel rather than homey feel.

Reviewed on Oct 4, 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
$134 nightly
The price is $145 total per night from Nov 5 to Nov 6
$145 total
Nov 5 - Nov 6
Total with taxes and fees
8.6/10 Excellent! (897 reviews)
"I loved our stay because it was very clean, comfortable and had the most beautiful view of the bay! The pool is huge and we even had a patio off of our room. We were just 5 minutes from Canton with great restaurants and shops. I also recommend going on a sailing excursion!"

Reviewed on Oct 3, 2025

Pointe at Castle Hill Resort
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
399 Depot Street, Cavendish, VT
10/10 Exceptional! (26 reviews)
"Family run B&B close to Okemo. Wonderful hosts."

Reviewed on Jan 22, 2025

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Golden Stage Inn B&B
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (839 reviews)
"We arrived later in the evening so we did not actually interact with staff in person, however, the communication with staff through text worked great. We stayed in the River House and the room was very nice, clean and comfortable. We enjoyed the adirondack chairs outside of our room overlooking the ..."

Reviewed on Oct 4, 2025

The Shire Woodstock
See all 1,948 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.

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 $534 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.