Deals on vacations and trips to Proctorsville

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Proctorsville flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
Save 100% on your flight
Price was $599, price is now $478 per person
$478
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Springfield (VSF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Save 100% on your flight
Price was $771, price is now $556 per person
$556
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Springfield (VSF)
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Latchis Hotel

Latchis Hotel

2.5 out of 5
Save 100% on your flight
Price was $725, price is now $543 per person
$543
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Springfield (VSF)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.
Colonel Williams Inn

Colonel Williams Inn

3 out of 5
Save 100% on your flight
Price was $752, price is now $612 per person
$612
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Springfield (VSF)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free local cuisine breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Farm Road Estate

Farm Road Estate

3 out of 5
Save 100% on your flight
Price was $926, price is now $757 per person
$757
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Springfield (VSF)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a lobby fireplace are also on offer.

Top Proctorsville hotels 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
$145 total
Nov 5 - Nov 6
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
399 Depot Street, Cavendish, VT
Get rates
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.
Pool
Breakfast included
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $170 total per night
$170 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Pet friendly
Parking included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$449 nightly
The price is $494 total per night
$494 total
Nov 2 - Nov 3
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.
Pool
Hot Tub
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $172 total per night
$172 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $161 total per night
$161 total
Oct 21 - Oct 22
Total with taxes and fees
This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.
Hot Tub
Pet friendly
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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.

Popular places to visit

Phineas Gage Memorial

You can learn about the history of Cavendish with a stop at Phineas Gage Memorial. Discover the area's mountain views and seek out the ski slopes.

Phineas Gage Memorial

Frequently asked questions

How much are vacation packages to Proctorsville?
Travelocity offers hotel and flight vacation packages starting as low as $478. With such great bargains, you'll be exploring all of Proctorsville before you know it.
How long should my Proctorsville vacation be?
Many travelers pack their bags and see the sights of Proctorsville for around 3 nights. That's a good guide, but it's not a rule of thumb. Whether you stay a couple of nights to see the top attractions or settle in to discover the lesser-known sights, an amazing escape awaits.
Where can I get the best vacation package deals for Proctorsville?
With at least 400 partner airlines and 1,000,000 hotels around the world, it's hard to go past Travelocity. Browse our impressive range and grab an affordable Proctorsville package deal. Doesn't it feel amazing when organizing a trip is that easy?
Why should I purchase my Proctorsville vacation bundle via Travelocity?
Because life is all about the journey, and we've got everything you could hope for to help get you on your way. With our high-quality service and Price Match Guarantee, you can book your trip with confidence. Plus, you can rest easy on the road knowing we're here for you with our 24/7 customer support.
Can I save money on my Proctorsville car rental if I book it with hotels and flights?
Bundling your hotel, flight and car into a Proctorsville vacation package is the easiest way to land the best deal. Plus, having your own car rental gives you absolute freedom to get to all those landmarks you're itching to see. Located 110 mi from Proctorsville, Fenway Park is one place that should be on your to-do list. Load up the car and make a day trip of it.
Which airport is best for Proctorsville?
Proctorsville has two main airports to select from — Lebanon Municipal Airport (LEB) (25 mi away from the city center) and Rutland Southern Vermont Regional Airport (RUT) (18 mi away from central Proctorsville).
Where should I stay when visiting Proctorsville?
If you're after a place to base yourself, consider the Pointe at Castle Hill Resort. It's the top choice for many visitors.

Photos of local treasures

Browse Proctorsville vacation photos for more inspiration