Chittenden Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
195 Mountain Top Road Chittenden VT
0.5 km from city center
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 ...
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
16 km from city center
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 ...
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
36 km from city center
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. ...
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
14.7 km from city center
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 ...
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
35.57 km from city center
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 ...
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
15.94 km from city center
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. ...
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
10.18 km from city center
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
36.6 km from city center
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 ...
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
813 Killington Road Killington VT
14.18 km from city center
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 ...
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr Killington VT
14.69 km from city center
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
34.21 km from city center
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
15.98 km from city center
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
14.05 km from city center
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 ...
Turn of River Lodge

Turn of River Lodge

2.5 out of 5
5672 US Route 4 Killington VT
17.19 km from city center
Stay at this lodge in Killington. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Killington Grand Hotel

Killington Grand Hotel

3.5 out of 5
228 E Mountain Rd Killington VT
16.3 km from city center
Book a stay at this spa hotel in Killington. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Killington Resort and Killington Golf ...
Don't see what you're looking for?
See all available properties in Chittenden
View all properties
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.

Delta
Tue, Aug 4 - Tue, Aug 11
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$384 Roundtrip, found 6 days ago
$384
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 4 from Baltimore Washington Intl. Thurgood Marshall to Rutland Southern Vermont Regional, returning Tue, Aug 11, priced at $384 found 6 days ago
Delta
Sun, Aug 2 - Tue, Aug 11
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$393 Roundtrip, found 6 days ago
$393
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Aug 2 from Baltimore Washington Intl. Thurgood Marshall to Rutland Southern Vermont Regional, returning Tue, Aug 11, priced at $393 found 6 days ago
Delta
Tue, Aug 4 - Tue, Aug 11
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$400 Roundtrip, found 6 days ago
$400
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 4 from Baltimore Washington Intl. Thurgood Marshall to Lebanon Municipal, returning Tue, Aug 11, priced at $400 found 6 days ago
Delta
Tue, Aug 4 - Tue, Aug 11
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 4 days ago
$404
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 4 from Baltimore Washington Intl. Thurgood Marshall to Rutland Southern Vermont Regional, returning Tue, Aug 11, priced at $404 found 4 days ago