Find the Cheap Windsor County Hotels

When you think of vacationing in Vermont, your mind might go to romantic getaways and extreme winter sports. While those are true, families will also find that Vermont is a great place to spend time together sledding, hiking, apple picking and even having a few snowball fights.Located in Brownsville, our Mount Ascutney Resort is a mountainside retreat, perfect for both couples’ getaways and outdoor family vacations. The resort features a farm-to-table restaurant, indoor and outdoor pools, an arcade and tennis courts. For beautiful views of the Green Mountain state, head to the tippy top of Mt. Ascutney State Park or hit the slopes at Mt. Sunapee or Killington. Or go rafting, kayaking and hiking to see the area’s gorgeous fall foliage.In between mountain adventures, discover the quaint towns of Quechee and Windsor, play a round of golf at a nearby course, or check out some of Vermont’s hot spots, like Harpoon Brewery, Quechee Gorge, Simon Pearce restaurant and glassblowers, Billings Farm and Museum, Sugarbush Farm and more.Our mountain resort in Mt. Ascutney features spacious one-, two- and three-bedroom villas, some with two stories, from 970 to 1,600 square feet. Families love the spacious living room, full-sized kitchen and convenient laundry facilities on property.Please note there is a resort fee that includes a variety of onsite amenities.

With a stay at Fat Sheep Farm & Cabins in Windsor, you'll be 6.3 mi (10.1 km) from Mt Ascutney State Park and 6.6 mi (10.6 km) from Mt Ascutney Hospital and Health Center: Primary Care - Windsor. This farm stay is 6.7 mi (10.8 km) from Paradise Park and 6.8 mi (11 km) from Path of Life Garden. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Free self parking is available onsite. Make yourself at home in one of the 5 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access is available to keep you connected. Conveniences include laptop-compatible safes and separate sitting areas, and you can also request cribs/infant beds (complimentary).

Located in Woodstock, Sleep Woodstock Motel is on a river, within a 10-minute drive of Union Arena Community Center and Long Trail Brewing Company. This motel is 10.3 mi (16.5 km) from Killington Resort and 17.5 mi (28.1 km) from Pico Mountain at Killington Ski Resort. Make use of convenient amenities such as complimentary wireless internet access, tour/ticket assistance, and a picnic area. Featured amenities include express check-in and express check-out. Free self parking is available onsite. Make yourself at home in one of the 13 individually decorated guestrooms, featuring kitchenettes. 37-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and microwaves.

With a stay at Stone Hearth Inn and Eatery in Chester, you'll be 8.5 mi (13.7 km) from Vermont Country Store and 11 mi (17.6 km) from Magic Mountain Ski Resort. This bed & breakfast is 11 mi (17.7 km) from Weston Playhouse and 14.7 mi (23.7 km) from Okemo Mountain Resort. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. A complimentary buffet breakfast is served daily from 7:30 AM to 10:30 AM. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 8 air-conditioned rooms featuring Smart televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided on request.

When you stay at The Hartness House in Springfield, you'll be in the business district, within a 5-minute drive of Springfield Hospital and Muckross State Park. This hotel is 3.3 mi (5.3 km) from Eureka Schoolhouse and 3.3 mi (5.3 km) from Baltimore Covered Bridge. This smoke-free hotel features snowboarding nearby, skiing lessons nearby, and ski rentals nearby. Recreational activities include sledding nearby, snow tubing nearby, and rock climbing nearby. Featured amenities include express check-in and express check-out. Free self parking is available onsite. Make yourself at home in one of the 40 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.

With a stay at Fullerton Inn in Chester (Chester Depot), you'll be steps from DaVallia Art & Accents and a 4-minute drive from Bonnie's Bundles Dolls. This inn is 14.4 mi (23.2 km) from Okemo Mountain Resort and 7.3 mi (11.7 km) from Vermont Country Store. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. At Fullerton Inn, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 9:30 AM. Featured amenities include a business center and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 21 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms with bathtubs feature designer toiletries and hair dryers.

Located in Woodstock (West Woodstock), 506 On the River Inn is within a 5-minute drive of Union Arena Community Center and Five Elm Arches. This family-friendly hotel is 13 mi (20.9 km) from Killington Resort and 1.2 mi (1.9 km) from Ottaquechee River. Spend the day on the slopes, or enjoy recreational amenities including an indoor pool and a spa tub. Additional amenities at this hotel include complimentary wireless internet access, an arcade/game room, and ski storage. The complimentary ski shuttle makes getting to the slopes a breeze. Enjoy a satisfying meal at 506 Bistro and Lounge serving guests of 506 On the River Inn. Wrap up your day with a drink at the bar/lounge. Featured amenities include complimentary wired internet access, complimentary newspapers in the lobby, and a 24-hour front desk. Planning an event in Woodstock? This hotel has 10000 square feet (929 square meters) of space consisting of a conference center and a meeting room. Free self parking is available onsite. Make yourself at home in one of the 45 individually decorated guestrooms, featuring microwaves and iPod docking stations. Your pillowtop bed comes with premium bedding. Wired and wireless internet access is complimentary, while 40-inch LCD televisions with cable programming provide entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers.