Castleton Vacation Packages 2026 from $866

Castleton flight + hotel vacation packages

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

Emrose Luxury Cabins

$866

per person

Oct 19 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Rutland (RUT)

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.

The Landgrove

Save 100% on your flight

$890

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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.

Harvest Barn Inn

$988

per person

Oct 19 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Rutland (RUT)

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace is also provided.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

$943

per person

Oct 19 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) 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.

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

$1,003

per person

Oct 19 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) 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.

Top Castleton hotels deals

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

Castleton VT

Get rates

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

Kitchen

Washer

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$161 total

Aug 30 - Aug 31

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

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Free Cancellation

$140 nightly

$155 total

Sep 6 - Sep 7

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

Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd Killington VT

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$152 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features a 24-hour gym and a hot tub. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Self parking, a terrace, and a lobby fireplace are also offered.

Silver Bay YMCA Inn and Conference Center

87 Silver Bay Rd Silver Bay NY

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$221 total

Sep 13 - Sep 14

Total with taxes and fees

A private beach, a 24-hour gym, and a restaurant are all featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A lobby fireplace, a library, and luggage storage are also on offer.

On private beach

Breakfast included

Emrose Luxury Cabins

1246 Franklin Street Brandon VT

$185 nightly

$203 total

Sep 13 - Sep 14

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

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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 $866. 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.