Chittenden Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
The Mountain Top Inn & Resort
195 Mountain Top Road Chittenden VT
Book a stay at this beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford ...
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Middlebury Inn
14 Court Square Middlebury VT
Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Mountain Meadows Lodge
285 Thundering Brook Road Killington VT
Book a stay at this family-friendly hotel in Killington. Enjoy free breakfast, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our ...
The Jackson
43 Senior Lane Woodstock VT
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions ...
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Stephen A Douglas Birthplace and ...
On The River Inn
1653 West Woodstock Road Woodstock VT
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Mountain Sports Inn
813 Killington Road Killington VT
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture ...
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
The Shire Woodstock
46 Pleasant St. Woodstock VT
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Turn of River Lodge
5672 US Route 4 Killington VT
Stay at this lodge in Killington. Enjoy free breakfast, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
Brandon Inn
20 Park Street Brandon VT
Stay at this hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 21 - Thu, Oct 29
PHL
Philadelphia Intl.
LEB
Lebanon Municipal
$508
Roundtrip
found 2 days ago
Wed, Oct 21 - Sat, Oct 24
PHL
Philadelphia Intl.
LEB
Lebanon Municipal
$518
Roundtrip
found 2 days ago
Fri, Oct 23 - Sat, Oct 24
PHL
Philadelphia Intl.
LEB
Lebanon Municipal
$528
Roundtrip
found 2 days ago
Mon, Oct 19 - Thu, Oct 29
PHL
Philadelphia Intl.
LEB
Lebanon Municipal
$601
Roundtrip
found 2 days ago
Best points of interest in Chittenden
- Lefferts Pond Vacations
- Mountain Top Cross Country Ski Resort Vacations
- Killington Resort Vacations
- Sugarbush Ski Resort Vacations
- Green Mountain National Forest Vacations
- Pico Mountain at Killington Ski Resort Vacations
- Middlebury College Vacations
- Mad River Valley Vacations
- Killington Peak Vacations
- Castleton University Vacations
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All accommodation types in Chittenden
More Types of Hotels
- Hotels with Bars in Chittenden
- Hotels with WiFi in Chittenden
- Hotels with a Pool in Chittenden
- Hotels with Hot Tubs in Chittenden
- Hotels with Tennis Courts in Chittenden
- Hotels with Complimentary Breakfast in Chittenden
- Resorts & Hotels with Spas in Chittenden
- Lakefront Hotels in Chittenden
- Hotels with smoking rooms in Chittenden
- Hotel with wifi in Chittenden
- Pet-friendly Hotels in Chittenden
- Hotels with Air Conditioning in Chittenden
- Beach Hotels in Chittenden