Vacation packages
Stays
Cars
Flights
Support
AARP Member Savings
My Trips
AARP.org
Join
Renew
Entire home

Wintergreen 106

3.5 star property
Vacation home in Pittsfield with free parking

Photo gallery for Wintergreen 106

Condo, 1 Bedroom | Living room
Condo, 1 Bedroom | Private kitchen | Oven
Condo, 1 Bedroom | 1 bedroom, individually decorated, individually furnished
Condo, 1 Bedroom | Private kitchen | Oven
Condo, 1 Bedroom | Private kitchen | Oven
Wintergreen 106 provides everything you need. Guests can connect to free WiFi in public areas.

Entire home

1 bedroom1 bathroomSleeps 4

Popular amenities

  • Parking included
  • Free WiFi

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Wintergreen 106

Vacation home in Pittsfield with free parking
This smoke-free vacation home features free self parking, free WiFi in public areas, and multilingual staff assistance. The vacation home offers heating and a separate bedroom.
Guest accommodations at this vacation home feature separate bedrooms. Each accommodation is individually furnished and decorated.

Property amenities

Ski

  • Close to skiing

Parking and transportation

  • Free self parking on site

Food and drink

  • Oven

Bedrooms

  • Bedroom

Bathroom

  • 1 bathroom
  • Towels provided

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Services and conveniences

  • Multilingual staff

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Individual decor
  • Individual furnishings

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: anytime
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

Guests will receive an email within 48 hours before arrival with check-in instructions and lockbox information
Prior to arrival, you must complete online registration via a secure link

Access methods

Lockbox

Pets

Pets not allowed

Children and extra beds

Children are welcome

Smoking

Smoking is not permitted

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

We should mention

This property does not have elevators

Property is also known as

Wintergreen 106 Pittsfield
Wintergreen 106 Private vacation home
Wintergreen 106 Private vacation home Pittsfield

About the neighborhood

Pittsfield is home to this vacation home. Killington Resort and White River Golf Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Liberty Hill Farm and Black Dog Sports. Killington Adventure Center and Hathaway Farm are also worth visiting. Spend some time exploring the area's activities, including skiing.
Visit our Pittsfield travel guideOpens in a new window
View more Vacation Homes in PittsfieldOpens in a new window
Map
2358 Rt. 100 North, Pittsfield, VT, 05762

What's nearby

  • Green Mountain National Golf Course - 13 min drive - 8.5 miles
  • Gifford Woods State Park - 14 min drive - 9.6 miles
  • Pico Mountain at Killington Ski Resort - 19 min drive - 13.1 miles
  • Killington Adventure Center - 24 min drive - 15.3 miles
  • Killington Peak - 37 min drive - 18.0 miles

Getting around

  • Randolph Station - 27 min drive
  • Rutland, VT (RUT-Rutland Southern Vermont Regional) - 38 min drive

Restaurants

  • ‪Clear River Tavern - ‬3 min drive
  • ‪Original General Store - ‬11 min walk
  • ‪The Wild Fern - ‬3 min drive
  • ‪The Backroom - ‬11 min walk
  • ‪Casa Bella Inn & Restaurant - ‬12 min walk

Frequently asked questions

Is Wintergreen 106 pet-friendly?

No, pets are not allowed at this property.

How much is parking at Wintergreen 106?

Self parking is free at this property.

What time is check-in at Wintergreen 106?

Check-in start time: 4:00 PM; Check-in end time: anytime.

What time is check-out at Wintergreen 106?

Check-out is at 10:00 AM.

Where is Wintergreen 106 located?

Situated in Pittsfield, this vacation home is within a 15-minute walk of Green Mountain National Forest and Roger Clark Memorial Central Library. Pittsfield Town Hall is 0.8 mi (1.3 km) away.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

  • † More information about the $50 gift card with flight package benefit may be found at: https://www.expedia-aarp.com/lp/b/vacationpackages50prepaid

  • English Copyright 1995 – 2025. All rights reserved. Use of this Web site constitutes acceptance of the Expedia User Agreement and Privacy Policy. Expedia pays a royalty fee to AARP for the use of AARP’s intellectual property. These fees are used for the general purpose of AARP. All goods or services and discounts offered via the AARP® Travel Center powered by Expedia ®, are provided by third-party suppliers. AARP and its affiliates do not endorse and are not responsible for the goods or services and discounts made available on this site. Offers are subject to change and may have restrictions. Please contact the AARP® Travel Center powered by Expedia® directly for full details. AARP and its affiliates are not insurers.