Proctor Vacations from $619

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Your Proctor Vacation

Take the worry out of organizing your next big adventure with a Proctor vacation package. Whether you've come for its food, history, art or other highlights, this city offers countless exciting experiences to delve into. Fill your spare time with tours of Paramount Theater, Vermont State Fairgrounds and Rutland Country Club, some of the attractions you just have to see during a trip to Proctor. Browse Expedia's extensive range of travel options and start organizing your perfect vacation to Proctor today.

The Latest Proctor vacation packages

Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $698, price is now $619 per person
$619
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
9.4/10 Exceptional! (473 reviews)
This place is wonderful. Super clean. Bathroom shower/tub was so shiny. Beds clean and comfortable. Loved the full fridge with the built-in ice maker. We really enjoyed that. It was nice to have a stovetop too and the toaster. The sink even had a garbage disposal. They have frozen dinners for sale if you forget to bring your own and they sell ice cream as the fridge has the freezer. We will definitely stay there again. Best place and very reasonably priced too. My only issue was the super big/thick pillows. Luckily I did bring my own. Over all it is a really terrific place to stay. Staff was friendly and helpful. Very, very clean. I highly recommend this place.

Reviewed on Jul 4, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $790, price is now $675 per person
$675
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
9/10 Wonderful! (849 reviews)
Need blackout curtains (very bright before 6am) Overall nice and spacious room Air conditiones at times smells musty - needs to be cleaned? Bummer about pool being closed and ac not -working on lower level amenities (heat wave) Very pleasant staff- daily check ins via text appreciated

Reviewed on Jul 1, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $868, price is now $753 per person
$753
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
9.4/10 Exceptional! (944 reviews)
The room was clean and comfortable. Very convenient to all the places we visited. Staff was wonderful and the property is just wonderful.

Reviewed on Jun 25, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $738, price is now $648 per person
$648
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
9.2/10 Wonderful! (1,002 reviews)
Location was nice.

Reviewed on Jul 3, 2026

The Vermont Inn

The Vermont Inn

3 out of 5
Price was $715, price is now $662 per person
$662
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
9.2/10 Wonderful! (430 reviews)

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Stay near popular Proctor attractions

Wilson Castle

8.0/10 (1 review)
Learn about the local history of Proctor with a stop at Wilson Castle. Discover the area's mountain views, or seek out its ski slopes.
See properties

Proctor Hotel Deals

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
$130 nightly
The price is $143 total per night from Jul 12 to Jul 13
$143 total
Jul 12 - Jul 13
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
"Loved the hot tub."

Reviewed on Jul 2, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $172 total per night from Jul 5 to Jul 6
$172 total
Jul 5 - Jul 6
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Location was nice."

Reviewed on Jul 3, 2026

The Mountain Inn at Killington
Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 out of 5
285 Thundering Brook Road Killington VT
$168 nightly
The price is $185 total per night from Jul 19 to Jul 20
$185 total
Jul 19 - Jul 20
Total with taxes and fees
9.6/10 Exceptional! (236 reviews)
"Warm and friendly environment- beautiful setting with lake access - staff is there to make one’s experience perfect."

Reviewed on Jul 1, 2026

Mountain Meadows Lodge
See all 1,677 properties in Proctor
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 Proctor Vacation Packages

Proctor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rutland Southern Vermont Regional Airport (RUT)
Top Sights
Pico Mountain at Killington Ski Resort, Killington Peak and Killington Adventure Center

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Frequently asked questions

How much does a Proctor vacation package cost?
Offering excellent value package deals from $619 on Expedia, you'll be surprised at how little a vacation to Proctor costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Proctor?
You can generally find lower rates and better availability in April, May and October. Explore our cheap Proctor vacation packages and you could land some great off-season discounts.
How many days is enough for Proctor?
The ideal length of your Proctor vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to check out all the main attractions and explore some hidden gems along the way.
How to find the best Proctor package deals?
Use Expedia's handy filters to help you find some great Proctor package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Proctor package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Proctor vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Proctor vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Proctor?
If you have your Proctor vacation dates locked in, book as soon as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Proctor vacation packages?
Jet off on your perfect escape to Proctor with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to stay on budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.