
Deals on vacations and trips to Chittenden
Save when you book Chittenden package deals

Chittenden flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Lake Bomoseen Lodge
Price was $793, price is now $585 per person
$585
per person
Feb 9 - Feb 14
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.

The Suites at Killington Center
Save 100% on your flight
Price was $1,933, price is now $1,449 per person
$1,449
per person
Feb 9 - Feb 14
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
An outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Concierge services and a virtual front desk are also provided.

Killington Mountain Lodge, Tapestry Collection by Hilton
Save 100% on your flight
Price was $1,593, price is now $1,210 per person
$1,210
per person
Feb 12 - Feb 16
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.

Mountain Green Resort
Save 100% on your flight
Price was $2,003, price is now $1,530 per person
$1,530
per person
Feb 12 - Feb 16
found 19 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
An outdoor pool is featured at this apartment, along with a virtual front desk. Take advantage of the free self parking.

North Star Lodge and Resort
Price was $805, price is now $643 per person
$643
per person
Feb 9 - Feb 14
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Top Chittenden hotels deals

The Mountain Top Inn & Resort
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
Dec 1 - Dec 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
Fourteen The Green Woodstock VT
$369 nightly
The price is $406 total per night
$406 total
Dec 1 - Dec 2
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

Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $161 total per night
$161 total
Dec 4 - Dec 5
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
47 Old Mill Rd Killington VT
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $230 total per night
$230 total
Dec 1 - Dec 2
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

The Shire Woodstock
46 Pleasant St. Woodstock VT
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $123 total per night
$123 total
Dec 1 - Dec 2
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

North Star Lodge and Resort
78 Weathervane Dr Killington VT
$117 nightly
The price is $129 total per night
$129 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
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.
Frequently asked questions
Photos of local treasures
Browse Chittenden vacation photos for more inspiration
