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.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $512, price is now $428 per person
$428
per person
Sep 3 - Sep 6
found 11 hours ago
Roundtrip non-stop 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.
The Landgrove

The Landgrove

3.5 out of 5
Price was $694, price is now $585 per person
$585
per person
Aug 27 - Aug 30
found 10 hours ago
Roundtrip non-stop 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.
Harvest Barn Inn

Harvest Barn Inn

3 out of 5
Price was $670, price is now $595 per person
$595
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Pensacola (PNS) 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

The Mountain Inn at Killington

2.5 out of 5
Price was $1,290, price is now $1,153 per person
$1,153
per person
Sep 24 - Sep 27
found 23 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.
Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

2.5 out of 5
Price was $664, price is now $607 per person
$607
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and 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
$325 nightly
The price is $354 total per night
$354 total
Jul 27 - Jul 28
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
$479 nightly
The price is $527 total per night
$527 total
Aug 16 - Aug 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
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $166 total per night
$166 total
Jul 27 - Jul 28
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
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
$156 nightly
The price is $172 total per night
$172 total
Jul 26 - Jul 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
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$123 nightly
The price is $135 total per night
$135 total
Jul 27 - Jul 28
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
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$221 nightly
The price is $243 total per night
$243 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym 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 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 $428. 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.