Castleton Vacation Packages 2026 from $660

Castleton flight + hotel vacation packages

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

Harvest Barn Inn

$660

per person

Oct 2 - Oct 4

found 10 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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.

The Mountain Inn at Killington

$824

per person

Sep 22 - Sep 25

found 10 hours ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

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.

Lake Bomoseen Lodge

$832

per person

Sep 22 - Sep 25

found 10 hours ago

Roundtrip flight included

Orlando (MCO) 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.

Golden Stage Inn B&B

$840

per person

Sep 22 - Sep 25

found 10 hours ago

Roundtrip flight included

Orlando (MCO) to Rutland (RUT)

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.

Emrose Luxury Cabins

$935

per person

Sep 22 - Sep 25

found 10 hours ago

Roundtrip flight included

Orlando (MCO) 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.

Top Castleton hotels deals

Apt 2A Lake Bomoseen Inn “The Dog” with boat slip.

Castleton VT

Get rates

Stay at this apartment in Castleton. Enjoy free WiFi, balconies, and an in-room coffeemaker. Popular attractions Marsh Pond Wildlife Management Area and Fair Haven Public Library are located nearby.

Kitchen

Free WiFi

Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd Killington VT

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$152 total

Jul 19 - Jul 20

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.

Hot Tub

Pet friendly

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

Free Cancellation

Reserve now, pay when you stay

$156 nightly

$172 total

Jul 13 - Jul 14

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

Silver Bay YMCA Inn and Conference Center

87 Silver Bay Rd Silver Bay NY

$184 nightly

$205 total

Jul 23 - Jul 24

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 24-hour business center, a terrace, and a lobby fireplace are also on offer.

On private beach

Breakfast included

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Free Cancellation

$116 nightly

$128 total

Jul 26 - Jul 27

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

Mountain Meadows Lodge

285 Thundering Brook Road Killington VT

$172 nightly

$190 total

Aug 3 - Aug 4

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

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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 $660. 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.