Pittsfield
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Comfort Inn Rutland - Killington
19 Allen St Rutland VT
The price is CA $171 per night from Oct 25 to Oct 26
CA $171
CA $188 total
Oct 25 - Oct 26
includes taxes & fees
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 ...
8/10 Very good! (1,010 reviews)
"Breakfast was good. The pool area looked really nice. My kids would have loved it definitely a not so great area though. I recommend the double queen room over the single king. MUCH nicer even if you don’t need the extra space."
Reviewed on Oct 14, 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
The price is CA $191 per night from Oct 19 to Oct 20
CA $191
CA $220 total
Oct 19 - Oct 20
includes taxes & fees
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. ...
9.2/10 Wonderful! (1,004 reviews)
"Property was okay. Room was in the below ground floor found it depressing. Everything was okay. Missed the breakfast so can’t comment about that. Feel like I overpaid for this accommodation."
Reviewed on Oct 13, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is CA $596 per night from Nov 10 to Nov 11
CA $596
CA $718 total
Nov 10 - Nov 11
includes taxes & fees
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. ...
9.4/10 Exceptional! (617 reviews)
"Room was spacious and very clean upon arrival. Staff was also very attentive and took care all our needs."
Reviewed on Oct 11, 2026
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.
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Granville VT
Stay at this cabin in Granville. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Plush ...
10/10 Exceptional! (572 reviews)
"This was our second stay at The Romantic Retreat and yet again, it was a fantastic stay! Jeff checked in to make sure all was well. The property was clean and so cozy, especially during the rain. Perfect autumn getaway!"
Reviewed on Oct 14, 2026
Cozy Loft for two with Hot Tub & Mtn Views
Granville VT
Stay at this cabin in Granville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Plush Quartz Art Glass - Glassblowing Studio & Gallery ...
10/10 Exceptional! (329 reviews)
"Super clean and cozy, quiet , highly recommend"
Reviewed on Oct 12, 2026
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road Killington VT
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9/10 Wonderful! (69 reviews)
"Property was good. We founded a lot of cobble webs around the house. The stove was dirty when we used and made a horrible smell of burned. The guys next door were very loud at 3am and we couldn't sleep till they left around 5-6am. Will for sure be back if we have a chance. The place is well located ..."
Reviewed on Oct 5, 2026
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 Pittsfield attractions
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- Pinnacle E11 Condo
- 4 Star Hotels in Killington
- Killington Studio
- Cheap Hotels in Killington
- Hotels near Pico Mountain at Killington Ski Resort
- Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21820
- Top Star Fabulous 7
- Barnard Hotels
- Trail Creek 05
- Welcoming condo near the slopes with free WiFi and full kitchen
- Spa Hotels in Central Vermont
- 4 Star Hotels in Central Vermont
- Whiffletree E8
- Relais & Chateaux Hotels in Central Vermont
- Burlington Hotels
- Romantic Hotels in Killington
- Après Inn Killington
- Experience comfort and relaxation at Highridge Condo Unit D14
- Beach Hotel Hotels in Killington
- Pet-Friendly Hotels in Killington
- Killington Hotels
- Hotels with an Indoor Pool in Killington
- Cabin Rentals in Central Vermont
- Trail Creek 43 with an easy ski back trail Next to Golf course
- Hostels in Killington
- Luxury Hotels in Killington
- Viewmont Chalet is a wonderful post and beam house with an outdoor hot tub
- Woodstock Hotels
- Twin Farms
- Apartments in Killington
- Pinnacle Condo
- Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
- Clear River Inn
- Bethel Hotels
- Cabin Rentals in Killington
- Casino Hotels in Central Vermont
- Hotels with Free Airport Shuttle in Killington
- Villas in Killington
- Hotels near Pico Peak
- Condo Resorts in Killington
- Mt Green 2
- Ski Hotels in Killington
- Colony Club C12 Located in the heart of Killington is a beautiful spacious townhouse with plenty of space for multiple families to vacation together. (please note this unit has NO AIR CONDITIONING) The Killington golf course and Green Mountain Natio
- Luxury ski resort condo with on
- All Inclusive Resorts and in Killington
- Beautifully decorated 3 bedroom condo nestled on Pico Mountain Ski in Ski out G101
- Bearvaria AC
- Condo Rentals in Killington
- Relaxing Mountain Condo Steps from Killington Resort; Views
- Historic Hotels in Killington
- Vermont Hotels
- Snow Place Like Whiffletree Family Retreat with Golf Course Views
- Homey 1 Bedroom 1 Bathroom Whiffletree E4
- Rochester Hotels
- Fantastic Two bedroom Two bathroom Highridge Condo B16 with Indoor Pool
- Countrycub
- Mountain Green Killington VT 2 Bedroom Walk/ Shuttle to Snowshed
- Visit Malletts Bay
- Killington School for Tennis
- Visit Essex Junction
- Visit Winooski
- Killington Vacations
- Visit Ludlow
- Visit North Clarendon
- Visit Downtown Burlington
- Visit Weston
- Visit White River Junction
- Visit Stratton
- Visit South Burlington
- Visit Morrisville
- Visit South Royalton
- Visit Killington
- Visit Northern Vermont
- Visit South End
- Visit Mount Snow Valley
- Visit Burlington
- Visit Lake Elmore
- Killington Golf Course
- Visit Vermont
- Visit Montpelier
- Visit Colchester
- Killington Resort
- Visit Quechee
- Visit East Montpelier
- Visit Rutland
- Visit Waitsfield Village Historic District
- Visit Perkinsville
- Visit Stowe
- Visit Woodstock
- Visit Old North End
- Visit Bolton Valley
