Castleton Vacation Packages 2026 from $805

Castleton flight + hotel vacation packages

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

Bentley House Bed and Breakfast

$805

per person

Dec 27 - Jan 3

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Rutland (RUT)

This bed & breakfast doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A lobby fireplace, a communal living room, and luggage storage are also on offer.

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Save 100% on your flight

$1,198

per person

Dec 27 - Jan 3

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Rutland (RUT)

This resort features a restaurant, an outdoor tennis court, and a bar/lounge. A business center, a lobby fireplace, and a picnic area are also on offer.

The Landgrove

Save 100% on your flight

$1,198

per person

Dec 27 - Jan 3

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Rutland (RUT)

This inn features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate the playground and onsite laundry facilities. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Save 100% on your flight

$3,712

per person

Dec 27 - Jan 3

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Rutland (RUT)

This cabin doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy ski-in/ski-out access and onsite ski storage. Enjoy the sauna and conveniences like express check-out and laundry facilities.

Lake Bomoseen Lodge

$848

per person

Dec 27 - Jan 3

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Rutland (RUT)

A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.

Top Castleton hotels deals

Water front home with large two tiered deck! 2 bathrooms 😂

Castleton VT

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This vacation home features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Free Cancellation

$118 nightly

$130 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.

Pool

Hot Tub

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

Free Cancellation

Reserve now, pay when you stay

$145 nightly

$159 total

Oct 26 - Oct 27

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

Mountain Meadows Lodge

285 Thundering Brook Road Killington VT

$180 nightly

$198 total

Oct 27 - Oct 28

Total with taxes and fees

This hotel features a hot tub and a sauna. Families will appreciate the arcade/game room and picnic area. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.

Hot Tub

Breakfast included

Emrose Luxury Cabins

1246 Franklin Street Brandon VT

$196 nightly

$215 total

Nov 10 - Nov 11

Total with taxes and fees

This hotel's 8 hot tubs and 24-hour gym are among the featured amenities. Families will appreciate the arcade/game room and picnic area. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.

Pool

Hot Tub

Mountain Sports Inn

813 Killington Road Killington VT

$129 nightly

$142 total

Oct 14 - Oct 15

Total with taxes and fees

This hotel features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A communal living room and luggage storage are also provided.

Breakfast included

Parking included

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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.

Stay near popular Castleton attractions

Taconic Mountains Ramble State Park

You can take time to visit Taconic Mountains Ramble State Park during your travels to Hubbardton. Amble around the area's parks or visit its shops.

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Frequently asked questions

How much are vacation packages to Castleton?

Treat yourself to a memorable travel experience in Castleton with a vacation package starting at just $805. Organizing your flights, hotels and tours through Travelocity is so simple. And even better, our package deals will leave you with more savings in your pocket for fun.

Where can I get the best vacation package deals for Castleton?

Travelocity can help you snag a great Castleton package deal. With no less than 400 air carriers and 1,000,000 properties worldwide, we know you'll find one that works for you.

Why should I book my Castleton vacation package with Travelocity?

Because life is one incredible journey, and we offer all you need to help you along the way. With our top-notch service and Price Match Guarantee, you can book with confidence. What's more, you can rest easy on the road knowing you can reach us with our 24/7 support.

Will I save money on my Castleton car rental if I combine it with hotels and flights?

Combining your hotel, car and flight into a Castleton vacation package is an excellent way to score an incredible deal. Plus, having your own set of wheels gives you absolute freedom to get to all those big-name sights you're eager to check out. Sitting 75 mi away from Castleton, The Egg is one attraction that should be on your to-do list. Top up the tank and make a day trip of it.

Which airport is best for Castleton?

Burlington Intl. Airport (BTV) is 60 mi from the downtown area and is the starting point for many memorable experiences. Alternatively, Lebanon Municipal Airport (LEB) is 45 mi away from central Castleton and Rutland Southern Vermont Regional Airport (RUT) is 13 mi away from central Castleton.

What is there to do in Castleton?

Castleton University is one of the superb sights that make Castleton such a tourist hot spot. But give yourself enough time to explore the city's lesser-known attractions too. This is sometimes where the best vacation memories are made.

Where should I stay when visiting Castleton?

Many visitors stay at the Dog-friendly lakefront oasis with scenic patio & firepit - near skiing & golf. It's a great base for your Castleton getaway.