Hotels in West Windsor

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.

Wake up to sweeping Vermont views from this designer-built Mt. Ascutney cabin — with fire pit, chef’s kitchen, and cozy wood fireplace. Great for skiers and snowshoers, solitude seekers, couples, families, and remote workers looking to unwind and reconnect. This designer-built Vermont cabin offers a perfect base for exploring the best of the Green Mountains.Tucked on the slope of Mt. Ascutney, you're steps from hiking and snowshoeing trails at the center of Vermont’s iconic attractions, culinary destinations, and charming towns.Inside the home:- Enjoy a chef’s kitchen with gas cooking and quality tools- Relax by the Jøtul wood-burning fireplace- Retreat to a primary suite with a private balcony- Refresh in a rainfall shower in the second full bath- Sleep up to 6 with a second bedroom featuring twin bunk bedsNearby Attractions (10–40 minutes):- Woodstock, VT – Covered bridges, artisan shops, art galleries, and The Woodstock Inn & Spa- Quechee, VT – Home to the Simon Pearce flagship for upscale dining and glassblowing- Ludlow & Okemo Mountain Resort – Skiing, gondola rides, mountain biking- Harpoon Brewery (Windsor) – Casual dining, events, and beer tasting- Twin Farms (Barnard) – Exclusive resort for fine dining and spa access (reservations required)- Montshire Museum of Science, Hood Museum of Art, farm stands, and family-friendly riverside parksOr go nowhere, just gather by your private fire pit or sip coffee/beers on the deck surrounded by nature and watch snow falling outside through our huge sliding doors. Pet-friendly: We love our four legged friends and welcome respectful pet owners! Any pet damage is the guest’s responsibility, but it’s rarely an issue. The French around the house is natural, rockwalls and tree lines separating the property from nearby houses. the road in front is close to 300 ft from the house.This is a peaceful, high-quality retreat- not meant to accommodate any events or large gatherings.About pets:Pets allowed: dogs and cats (limit 2 total).Love pets but request pets not get on the beds..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

This stay is a true Vermont Gem, offering a perfect blend of luxury and natural beauty. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. Rock Haven Carriage House, Home Features: • 1 Bedroom, 1.5 Bath - Available for up to 4 Guests! • High-End Well-Equipped Kitchen • Backyard Pond • Dog Suite: Bath & Dog Run! • Free WiFi & Smart TVs • Pack 'n play and/or high chair may be available upon request (subject to availability) Indulge in the charm of this newly renovated Carriage House, a masterpiece of sophistication adorned with high-end fixtures and appliances. A haven for dog lovers, it features a dedicated doggy room with radiant flooring, moisture control, and an exclusive space for bathing and pampering your furry friend. Fido also has automatic access to an outdoor run, ensuring their delight.  The open-concept main floor unveils a high-end kitchen equipped with everything needed to showcase your culinary expertise. The living room, with its minimalist aesthetic, offers plush furniture where you can unwind for hours while enjoying a movie. Ascend the stairs to discover a luxurious wet bathroom, inviting you to soak in a splendid tub while relishing panoramic views of the picturesque countryside. The second floor unfolds as a spacious sleeping sanctuary, boasting a plush king bed and a twin bed, along with a cozy twin nook—a perfect spot for a quiet night or leisurely reading. Just outside the bedroom, a furnished deck provides a captivating view of the backyard pond, where deer gracefully spend their mornings hydrating. Please pay close attention to following the house rules. Non compliance could result in sizable fines. - All guests staying at an Field and Farms Vacation Homes by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration. - Age restrictions apply. Reservation holder must be 25 years of age. - Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Field and Farm by Portoro directly. - Known damages incurred during your stay must be reported to the property manager immediately. - Before check in, we will send you detailed directions to ensure a seamless arrival. - Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. - We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. - Some homes have cameras for external monitoring only. - In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. - There is no guard around the pools. - Use at your own risk. - This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. - Animals/Pets -- Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. -- Rock Haven Carriage House allows for a maximum of 1 dog at $150.00 per dog per stay.

Nestled in the serene woods of Brownsville Vermont, this charming cabin offers a perfect retreat from everyday life. The rustic yet cozy interior is designed for comfort and relaxation. With exposed wood beams, a stone fireplace, and large windows that let in abundant natural light, the cabin evokes a sense of warmth and tranquility. This Vermont cabin is a peaceful sanctuary in all seasons.7 min drive to Mt Ascutney 45 min drive to Killington 35 min drive to OkemoThe “space house” designed cabin was built in the 1970’s in the steep hills along Ascutney mountain. Once used as a sheep farm, it’s now used as a jump point destination into the outdoors. With multiple rooms and open space, this cabin allows family and friends to connect. With outdoor activities like hiking, down hill mountain biking, 50k events, skiing, snow boarding, kayaking and boating these mountains and valleys in Vermont have you covered. Many simple and crafted food choices around, but be sure to stop by the Brownsville butcher & pantry for locally sourced food put together by artisans. V.A.S.T trail entry points down the road for you snowmobilers. Once you spend a day here you’ll see why Brownsville Vermont is a gem.If you’re feeling adventurous, feel free to use our hiking trails on the 11 acres property.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.

When you stay at Fat Sheep Farm & Cabins in Windsor, you'll be 13 minutes by car from Hartland Public Library. This farm stay is 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. 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 South Woodstock, Kedron Valley Inn is in a rural location, within a 10-minute drive of Red Wagon Toy Company and Woodstock Town Hall Theatre. This inn is 15.4 mi (24.9 km) from Killington Resort and 5 mi (8 km) from Middle Covered Bridge. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access. Enjoy a satisfying meal at Ransom Tavern serving guests of Kedron Valley Inn. Quench your thirst with your favorite drink at the bar/lounge. Free self parking is available onsite. Make yourself at home in one of the 14 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include complimentary bottled water, and housekeeping is provided on request.

Located in Perkinsville, The Inn at Weathersfield is in the mountains, within a 15-minute drive of Springfield Hospital and Muckross State Park. This inn is 7.1 mi (11.5 km) from Mt Ascutney State Park and 15.1 mi (24.3 km) from Maple Lanes. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this inn include concierge services, gift shops/newsstands, and wedding services. At The Inn at Weathersfield, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary full breakfast is served daily from 7:30 AM to 9:30 AM. Featured amenities include express check-out, luggage storage, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 12 individually decorated guestrooms, featuring DVD players and flat-screen televisions. Your memory foam bed comes with Egyptian cotton sheets. 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.

Located in Woodstock (West Woodstock), 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. Enjoy a range of recreational amenities, including an indoor pool, a hot tub, and a sauna. Additional amenities at this hotel include complimentary wireless internet access, an arcade/game room, and a picnic area. Enjoy a satisfying meal at 506 Bistro and Lounge serving guests of On The River Inn. Quench your thirst with your favorite drink at the bar/lounge. Featured amenities include a 24-hour front desk, a library, and an elevator. 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 LCD televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers.

Located in Woodstock (West Woodstock), The Jackson is within a 5-minute drive of Union Arena Community Center and Five Elm Arches. This bed & breakfast is 13.4 mi (21.5 km) from Killington Resort and 1.1 mi (1.8 km) from Ottaquechee River. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. This Victorian bed & breakfast also features concierge services, a fireplace in the lobby, and a picnic area. Enjoy a satisfying meal at Oakes & Evelyn serving guests of The Jackson . Quench your thirst with your favorite drink at the bar/lounge. Cooked-to-order breakfasts are available daily from 7:00 AM to 10:00 AM for a fee. Featured amenities include express check-out, a library, and coffee/tea in a common area. Free self parking is available onsite. Stay in one of 11 guestrooms featuring Smart televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have designer toiletries and hair dryers. Conveniences include blackout drapes/curtains, housekeeping is provided on request, and irons/ironing boards can be requested.

When you stay at Deer Brook Inn in Woodstock, you'll be within a 10-minute drive of Long Trail Brewing Company and Union Arena Community Center. This bed & breakfast is 10.1 mi (16.2 km) from Killington Resort and 4.1 mi (6.5 km) from Five Elm Arches. A complimentary full breakfast is served daily from 8:30 AM to 9:30 AM. Free self parking is available onsite. Make yourself at home in one of the 5 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers.