Deals on vacations and trips to Chittenden

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Chittenden flight + hotel vacation packages

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

Harvest Barn Inn

3 out of 5
Price was $774, price is now $652 per person
$652
per person
Oct 15 - Oct 19
found 19 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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 Landgrove

The Landgrove

3.5 out of 5
Price was $1,489, price is now $1,079 per person
$1,079
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,440, price is now $1,076 per person
$1,076
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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 Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,359, price is now $1,070 per person
$1,070
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) 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.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $1,184, price is now $983 per person
$983
per person
Oct 1 - Oct 4
found 18 hours ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Rutland (RUT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.

Top Chittenden hotels deals

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
195 Mountain Top Road Chittenden VT
$325 nightly
The price is $354 total per night
$354 total
Sep 1 - Sep 2
Total with taxes and fees
This resort features a private beach, ski-in/ski-out access, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
On private beach
Pool
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
Sep 7 - Sep 8
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
$146 nightly
The price is $161 total per night
$161 total
Aug 27 - Aug 28
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
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
$169 nightly
The price is $186 total per night
$186 total
Aug 30 - Aug 31
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a lobby fireplace are also on offer.
Spa
Parking 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
$155 nightly
The price is $171 total per night
$171 total
Aug 30 - Aug 31
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
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$133 nightly
The price is $147 total per night
$147 total
Aug 30 - Aug 31
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
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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 Chittenden attractions

Lefferts Pond

Explore the lovely green spaces of Lefferts Pond and enjoy the ski slopes in Chittenden. Discover the mountain views while you're in the area.
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Frequently asked questions

How much are vacation packages to Chittenden?
With Travelocity vacation packages, you can be living it up in Chittenden for as low as $652. Hotels, flights and adventures — we've got you covered. You'll save loads just by combining your bookings together. And with everything taken care of before you even set off, you can sit back, relax and enjoy the adventure.
How long should my Chittenden vacation be?
Typically, 4 nights is what many visitors book for their Chittenden trip. That's an useful guide, but there's so much more to uncover if you allow yourself a couple of extra days.
Where can I get the best vacation package deals for Chittenden?
You can snap up fantastic Chittenden package deals with Travelocity. Choose from as many as 400 airlines and 1,000,000 properties worldwide and turn your travel dreams into a reality.
Why should I purchase my Chittenden vacation package with Travelocity?
You'll not only enjoy big savings, but you'll also have access to our round-the-clock support, excellent service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, uncover hidden treasures and make lifelong memories — we'll take care of the important details.
Can I save on my Chittenden car rental if I bundle it with a hotel or flight?
With a Chittenden vacation package, you can combine your flight, hotel and car bookings and save a ton. When you're ready to uncover the best of this impressive region, why not head to The Egg? This famous attraction is 85 mi from Chittenden. With a rental car, you'll be there soon enough.
Which airport is best for Chittenden?
For plenty of travelers, a stay in Chittenden means hopping off the plane at Burlington Intl. Airport (BTV). This bustling airport is situated 50 mi north of the downtown area. You could also fly into Lebanon Municipal Airport (LEB) (35 mi away from central Chittenden) or Rutland Southern Vermont Regional Airport (RUT) (14 mi away from central Chittenden).
What is there to do in Chittenden?
Lefferts Pond is one of the amazing sights that make Chittenden such a tourist hot spot. But allow yourself enough time to explore its lesser-known attractions too. This is sometimes where the best vacation memories are made.
Where should I stay when visiting Chittenden?
The The Mountain Top Inn & Resort is recommended by many visitors. Book now to avoid missing out.

Photos of local treasures

Browse Chittenden vacation photos for more inspiration

A calm lake reflecting colorful autumn trees and a clear blue sky.
A calm lake surrounded by lush green hills.
A lake surrounded by forested hills and a mountain in the distance.
A sign for the Green Mountain National Forest Observation Site in Texas Falls.
A forest with a moss-covered rock and a stream.