Proctor Vacations from $370

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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.
Four Columns Inn

Four Columns Inn

3 out of 5
Price was $490, price is now $370 per person
$370
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Rutland (RUT)
9.6/10 Exceptional! (8 reviews)
Cozy inn in a beautiful setting, and great staff and service

Reviewed on Oct 27, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,137, price is now $878 per person
$878
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!

Reviewed on Nov 5, 2025

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,456, price is now $1,124 per person
$1,124
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rutland (RUT)
9.2/10 Wonderful! (919 reviews)
Room was very clean, linens seemed new, shower was excellent with lots of hot water, bathroom redone. The beds were a little soft but I have a bad back so it might not be a problem for you. The location is as close to the mountain without actually being a mountain property. Older place, so don't expect The Plaza but clean, the staff was kind and responsive and the breakfast good. Cannot beat the location. Nice little game room for kids and places to store your gear.

Reviewed on Nov 10, 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Save 100% on your flight
Price was $2,294, price is now $1,834 per person
$1,834
per person
Jan 16 - Jan 19
found 2 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9/10 Wonderful! (51 reviews)
Arrived after dark. Didn’t know where to park. Very secluded. Outside light would not stay lit. Upstairs needs attention.

Reviewed on Oct 27, 2025

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,068, price is now $862 per person
$862
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Rutland (RUT)
8.6/10 Excellent! (1,012 reviews)
Location was great and was clean but the facility and room is old. Needs a major face lift.

Reviewed on Oct 27, 2025

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Discover the most popular places to visit in Proctor

The organ and stained glass windows on the landing between the first and second floors.

Wilson Castle

4/5(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.

Wilson Castle

Dorset Quarry

5/5(4 reviews)

Explore the great outdoors at Dorset Quarry and enjoy the mountain views during your trip to Proctor. Discover the area's charming coffeehouses or seek out the ski slopes.

Dorset Quarry

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 Nov 16 to Nov 17
$143 total
Nov 16 - Nov 17
Total with taxes and fees
7.2/10 Good! (1,004 reviews)
Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!

Reviewed on Nov 5, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Dec 1 to Dec 2
$121 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (1,002 reviews)
Clean, great steak house by the hotel

Reviewed on Nov 3, 2025

Comfort Inn Rutland - Killington
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 Nov 13 to Nov 14
$172 total
Nov 13 - Nov 14
Total with taxes and fees
9/10 Wonderful! (937 reviews)
Room was very clean, linens seemed new, shower was excellent with lots of hot water, bathroom redone. The beds were a little soft but I have a bad back so it might not be a problem for you. The location is as close to the mountain without actually being a mountain property. Older place, so don't ...

Reviewed on Nov 10, 2025

The Mountain Inn at Killington
See all 1,603 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 $370 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.