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.
The Engel House

The Engel House

3 out of 5
Price was $358, price is now $296 per person
$296
per person
Dec 11 - Dec 13
found 2 hours ago
Roundtrip flight included
Chicago (ORD) to Rutland (RUT)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free buffet breakfast each morning. A lobby fireplace, a communal living room, and a library are also on offer.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,596, price is now $1,080 per person
$1,080
per person
Dec 27 - Jan 1
found 1 hour ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
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.
Hidden Kingdom in Plymouth

Hidden Kingdom in Plymouth

2 out of 5
Save 100% on your flight
Price was $5,809, price is now $4,628 per person
$4,628
per person
Dec 27 - Jan 1
found 1 hour ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
This vacation home features laundry facilities. Take advantage of the free self parking.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $938, price is now $776 per person
$776
per person
Dec 27 - Jan 1
found 1 hour ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
This hotel's 8 hot tubs and sauna are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, barbecue grills, and wedding services are also on offer.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $1,301, price is now $1,076 per person
$1,076
per person
Dec 27 - Jan 1
found 1 hour ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
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.

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
Free Cancellation
Reserve now, pay when you stay
$295 nightly
The price is $322 total per night
$322 total
Nov 2 - Nov 3
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
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $121 total per night
$121 total
Nov 11 - Nov 12
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
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$389 nightly
The price is $428 total per night
$428 total
Nov 16 - Nov 17
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 Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Free Cancellation
Reserve now, pay when you stay
$135 nightly
The price is $149 total per night
$149 total
Nov 16 - Nov 17
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
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
$130 nightly
The price is $143 total per night
$143 total
Nov 2 - Nov 3
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
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd, Killington, VT
$156 nightly
The price is $172 total per night
$172 total
Nov 3 - Nov 4
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
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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

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.

Lefferts Pond

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 $296. 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