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3-star hotels in Windham County
A shortlist of 3-star places to stay in Windham County, Vermont, for couples, families and small groups who want a base for skiing at Mount Snow and Stratton or for exploring Brattleboro and the West River valley.
Staying in Windham County
Windham County sits in the southeast corner of Vermont, on the Massachusetts border. Brattleboro, on the Connecticut River, is the state's most independent-minded town, with a long Main Street of bookshops, co-ops, galleries, cafés and music venues, a farmers market and a river to walk beside. Half an hour west, the West River valley runs through Newfane and Townshend to Jamaica and the two big southern ski mountains, Mount Snow and Stratton. Between them lie Grafton, a restored white-clapboard village, Bellows Falls with its canal and locks, and a line of hill towns of greens, church steeples and covered bridges.
These hotels sit in the southern and central parts of the county, in Chester, Londonderry, Weston and Windham. The addresses place them close to the West River valley and the VT-11 and VT-100 corridors, which makes them practical for skiers heading to Magic Mountain, Mount Snow and Stratton, and for anyone touring the hill towns. Self-catering lodges and condos with kitchens and fireplaces suit families and groups; smaller inns and rooms suit couples and short breaks. A car is needed for anything beyond the two river towns, so plan around the mountains or around Brattleboro, not both at once.
The shortlist
Ranked by hotel class, then guest rating and number of reviews.
Rowell S Inn
1834 Simonsville Rd, Chester, United States
Best for: Drivers · Breakfast
- Free car parking
- Breakfast
- Air conditioning
Why stay hereA 3-star inn on Simonsville Rd in Chester, Rowell S Inn suits travellers who want an easy stay with dinner and a drink on site: there is a restaurant and a bar, plus free parking. Breakfast is served, and free wifi keeps you connected. Air conditioning and a lift add comfort. Guests rate it 4.7 out of 5 across 69 reviews, so it works well for couples or anyone touring the area by car.
See Rowell S InnA Stone Wall Inn
530 Hitchcock Hill Rd Windham Vt 05359 Usa, Windham, United States
Why stay hereA Stone Wall Inn is a 3-star property on Hitchcock Hill Rd in Windham with a perfect 5.0 out of 5 from 5 reviews. Rooms come with a hairdryer, toiletries and an iron and board, so you can settle in with the essentials for a short stay. It best suits guests who want a quiet, small-scale base and simple in-room comforts rather than shared facilities.
See A Stone Wall InnSnowdon Chalet
4071 Vt 11 Londonderry Vt 05148 Usa, Londonderry, United States
Best for: Drivers · Breakfast
- Free car parking
- Breakfast
- Air conditioning
Why stay hereSnowdon Chalet on Vt 11 in Londonderry is a 3-star base for outdoor days, with skiing, fishing and horse back riding among its offerings. Breakfast is available, and a bar, garden, terrace and picnic area give you places to unwind after time outside. Rooms include a balcony, coffee, a refrigerator and a microwave. Free parking and free wifi are provided for guests arriving by car.
See Snowdon ChaletMagic Birch Lodge
650 Birch Hill Rd, Windham, United States
- Kitchen
Why stay hereMagic Birch Lodge is a 3-star stay on Birch Hill Rd in Windham with a kitchen that includes a dishwasher, oven, microwave, refrigerator and toaster, so self-catering is straightforward. A restaurant is also on site, and skiing and fishing are among the activities. Laundry service and non smoking rooms are available, making it a good fit for longer stays or groups who want to cook and spread out.
See Magic Birch LodgeAward winning Log Cabin Top 5 in New England
5395 Vermont Route 100, Londonderry, United States
Best for: Drivers · Pool and spa
- Spa
- Parking
- Pets allowed
Why stay hereThis 3-star log cabin on Vermont Route 100 in Londonderry is built around home comforts: a fireplace, a full kitchen with oven and dishwasher, and a spa. Pets are allowed, free wifi and parking are provided, and a river is among the features listed. Its name points to its standing, and it suits guests who want a private cabin base with cooking, laundry and space for a group.
See Award winning Log Cabin Top 5 in New EnglandSouth Londonderry Home Walk to Magic Mtn Ski Area
769 Magic Circle, Londonderry, United States
Best for: Drivers · Pool and spa
- Spa
- Parking
- Kitchen
Why stay hereSouth Londonderry Home Walk to Magic Mtn Ski Area is a 3-star house on Magic Circle, with a fireplace, spa and a kitchen that includes a dishwasher, oven, microwave and refrigerator. Washing machine and iron and board are provided, so longer visits are easy. Free wifi and parking come with the stay. It suits families or groups who want a self-contained base close to the ski area named in its title.
See South Londonderry Home Walk to Magic Mtn Ski AreaCozy Condo w Magic Mountain Ski in Access
113 Trailside Condos Unit 3 2, Londonderry, United States
Best for: Drivers · Pool and spa
- Sauna
- Free car parking
- Free Wifi
Why stay hereCozy Condo w Magic Mountain Ski in Access is a 3-star condo on Trailside Condos in Londonderry with direct ski access, plus a sauna and an arcade for time off the slopes. Free parking and free wifi are included. With only these shared and in-unit features listed, it best suits skiers who want a simple, well-placed place to sleep between days on the mountain.
See Cozy Condo w Magic Mountain Ski in AccessSki InandSki Out Magic Mountain Condo with Deck
113 Trailside Condos 123, Londonderry, United States
Best for: Drivers
- Parking
- Kitchen
- Free Wifi
Why stay hereSki InandSki Out Magic Mountain Condo with Deck is a 3-star condo on Trailside Condos in Londonderry, named for its direct ski access. A fireplace, games room and a full kitchen with dishwasher, oven, microwave and refrigerator are available, along with laundry service and free wifi. It suits ski parties who want to walk out to the slopes and cook and relax together indoors afterwards.
See Ski InandSki Out Magic Mountain Condo with DeckLondonderry Chalet with Deck Fire Pit and Views
435 Keith Hill Rd, Londonderry, United States
Best for: Drivers
- Parking
- Kitchen
- Air conditioning
Why stay hereLondonderry Chalet with Deck Fire Pit and Views is a 3-star chalet on Keith Hill Rd, with a fireplace, a deck and the views its name refers to. The kitchen has a dishwasher, oven, microwave and refrigerator, and a cot is available, so families with a baby can be accommodated. Free wifi, parking and air conditioning are provided. It suits groups who want a private house rather than a hotel room.
See Londonderry Chalet with Deck Fire Pit and ViewsLondonderry Retreat about 3 Mi to Lowell Lake
95 Edge Hill Rd, Londonderry, United States
Best for: Drivers · Pool and spa
- Spa
- Parking
- Pets allowed
Why stay hereLondonderry Retreat about 3 Mi to Lowell Lake is a 3-star house on Edge Hill Rd with a jacuzzi and spa, plus a kitchen with dishwasher, oven, microwave and refrigerator. Pets are allowed, a cot is available, and air conditioning, free wifi and parking are provided. It works for guests who want a self-contained retreat with a lake a short distance away by road.
See Londonderry Retreat about 3 Mi to Lowell LakeCozy Ski in ski out Condo on Magic Mountain
113 Trailside Condos, Londonderry, United States
Best for: Drivers · Pool and spa
- Spa
- Parking
- Fitness Center
Why stay hereCozy Ski in ski out Condo on Magic Mountain is a 3-star condo on Trailside Condos in Londonderry with direct ski access and a spa. A games room and fitness center cover time indoors, and the kitchen includes a dishwasher, oven, microwave and refrigerator. High chairs and a cot are listed, so families with young children are catered for. Laundry service and free wifi are also available.
See Cozy Ski in ski out Condo on Magic MountainVermont Ski Chalet 5 Mi to Magic Mountain
563 Windham Springs Rd, Windham, United States
Best for: Drivers
- Free car parking
- Free Wifi
Why stay hereVermont Ski Chalet 5 Mi to Magic Mountain is a 3-star chalet on Windham Springs Rd in Windham, named for its distance by road from the ski area. Free parking and free wifi are the facilities listed, along with hunting. It suits a small group or family who want a straightforward, self-contained ski-season base and will bring or arrange the rest themselves.
See Vermont Ski Chalet 5 Mi to Magic MountainThe Loft at Pine Rock
35 Casper Lane Unit 2, Weston, United States
Best for: Travelling with pets
- Pets allowed
- Kitchen
Why stay hereThe Loft at Pine Rock is a 3-star unit on Casper Lane in Weston with a fireplace, a patio and a kitchen that includes a dishwasher, oven, microwave and refrigerator. Pets are allowed, and a sofa bed means the space can sleep more than a couple. Fishing and skiing are among the activities, and laundry service is available. It suits guests who want a private loft with cooking and outdoor access.
See The Loft at Pine RockWish Upon A Star
736 Horsenail Hill Rd, Windham, United States
Best for: Pool and spa · Travelling with pets
- Pool bar
- Spa
- Fitness Center
Why stay hereWish Upon A Star is a 3-star house on Horsenail Hill Rd in Windham with a broad set of on-site features: a spa, jacuzzi, fitness center, games room, playground and pool bar, plus a restaurant. Skiing, fishing and horse back riding are among the activities, and pets are allowed. Balcony, terrace and patio extend the living space. It suits families or groups wanting plenty to do without leaving the property.
See Wish Upon A StarThe Koliba
3628 Windham Hill Rd, Windham, United States
- Kitchen
Why stay hereThe Koliba is a 3-star house on Windham Hill Rd in Windham with a restaurant on site and a terrace and balcony for sitting out. A fireplace and a kitchen with dishwasher, oven, microwave and refrigerator make it comfortable for longer stays, and laundry service is available. It suits guests who want a private house with meals available nearby and space to cook.
See The Koliba
The shortlist side by side
| Hotel | Class | Parking | Breakfast | Pool or spa | Pets |
|---|---|---|---|---|---|
| Rowell S Inn | ★★★ | Yes | Yes | – | – |
| A Stone Wall Inn | ★★★ | – | – | – | – |
| Snowdon Chalet | ★★★ | Yes | Yes | – | – |
| Magic Birch Lodge | ★★★ | – | – | – | – |
| Award winning Log Cabin Top 5 in New England | ★★★ | Yes | – | Yes | Yes |
| South Londonderry Home Walk to Magic Mtn Ski Area | ★★★ | Yes | – | Yes | – |
| Cozy Condo w Magic Mountain Ski in Access | ★★★ | Yes | – | Yes | – |
| Ski InandSki Out Magic Mountain Condo with Deck | ★★★ | Yes | – | – | – |
| Londonderry Chalet with Deck Fire Pit and Views | ★★★ | Yes | – | – | – |
| Londonderry Retreat about 3 Mi to Lowell Lake | ★★★ | Yes | – | Yes | Yes |
| Cozy Ski in ski out Condo on Magic Mountain | ★★★ | Yes | – | Yes | – |
| Vermont Ski Chalet 5 Mi to Magic Mountain | ★★★ | Yes | – | – | – |
| The Loft at Pine Rock | ★★★ | – | – | – | Yes |
| Wish Upon A Star | ★★★ | – | – | Yes | Yes |
| The Koliba | ★★★ | – | – | – | – |
From each hotel's own listing on this site; a dash means it is not listed.
How to choose
For families
Families do well at Snowdon Chalet in Londonderry, which has a garden, picnic area, cots and a laundry service, and at Wish Upon A Star in Windham, with a playground, games room, cots and a pool bar. Londonderry Chalet with Deck Fire Pit and Views adds a full kitchen, a cot and space to spread out.
Snowdon Chalet · Wish Upon A Star · Londonderry Chalet with Deck Fire Pit and Views
For couples
Couples rate Rowell S Inn in Chester 4.7 out of 5 across 69 reviews, and it has a restaurant and bar on site. A Stone Wall Inn in Windham scores 5.0 from 5 reviews and is small and simple. Magic Birch Lodge in Windham has a patio, fireplace-style living and a restaurant, and suits two people wanting quiet.
For skiers
These sit on the Magic Mountain slopes in Londonderry: Cozy Condo w Magic Mountain Ski in Access, Ski InandSki Out Magic Mountain Condo with Deck and Cozy Ski in ski out Condo on Magic Mountain. South Londonderry Home Walk to Magic Mtn Ski Area is a short walk from the lifts and has a fireplace and spa.
Cozy Condo w Magic Mountain Ski in Access · Ski InandSki Out Magic Mountain Condo with Deck · Cozy Ski in ski out Condo on Magic Mountain · South Londonderry Home Walk to Magic Mtn Ski Area
For groups
Groups should look at Award winning Log Cabin Top 5 in New England in Londonderry, with a spa, fireplace and river access, or Londonderry Retreat about 3 Mi to Lowell Lake, with a Jacuzzi and spa. The Loft at Pine Rock in Weston and The Koliba in Windham both offer full kitchens, fireplaces and terraces.
Award winning Log Cabin Top 5 in New England · Londonderry Retreat about 3 Mi to Lowell Lake · The Loft at Pine Rock · The Koliba
Where to stay in Windham County
Londonderry
Londonderry sits in the West River valley on the VT-11 and VT-100 corridors, between the hill towns and the southern ski mountains. It is the practical base for Magic Mountain and a reasonable drive to Mount Snow and Stratton. The county's own guidance points to the VT-30 and VT-35 villages for summer and autumn quiet, and Londonderry fits that pattern of greens, church steeples and covered bridges.
Our picks here: Snowdon Chalet · Award winning Log Cabin Top 5 in New England · South Londonderry Home Walk to Magic Mtn Ski Area · Cozy Condo w Magic Mountain Ski in Access · Ski InandSki Out Magic Mountain Condo with Deck · Londonderry Chalet with Deck Fire Pit and Views · Londonderry Retreat about 3 Mi to Lowell Lake · Cozy Ski in ski out Condo on Magic Mountain
Windham
Windham is a hill town in the southern part of the county, on the roads between the West River valley and the ski mountains. Its addresses sit along Hitchcock Hill Rd, Birch Hill Rd, Windham Springs Rd and Windham Hill Rd, so a car is assumed for shops and slopes. Expect a quiet, wooded setting rather than a walkable village centre.
Our picks here: A Stone Wall Inn · Magic Birch Lodge · Vermont Ski Chalet 5 Mi to Magic Mountain · Wish Upon A Star · The Koliba
Weston
Weston lies on the VT-100 corridor south of Ludlow, close to the route that serves the southern mountains. The county describes village hopping along VT-30 and VT-35 as a summer and autumn pleasure, and Weston fits that same pattern of a small village base with a car needed for everything beyond it.
Our picks here: The Loft at Pine Rock
Chester
Chester sits on the VT-11 corridor in the southeastern part of the county, on the way between the Connecticut River towns and the West River valley. It is a base for exploring the hill towns and greens rather than for walking to a ski lift, and the county notes that a car is needed for anything beyond Brattleboro and Bellows Falls.
Our picks here: Rowell S Inn
Plan your stay
Getting there and around
I-91 runs the length of Windham County from the Massachusetts line, putting Brattleboro roughly two hours from Boston and four from New York City. The Amtrak Vermonter stops at both Brattleboro and Bellows Falls. VT-9 crosses west to Bennington, VT-30 follows the West River valley and VT-100 serves Wilmington and Mount Snow. The nearest airports are Bradley near Hartford at about 90 minutes and Boston Logan at roughly two hours. Brattleboro and Bellows Falls both have compact, walkable downtowns, and the resort villages at Mount Snow and Stratton work on foot once you have arrived. Everywhere else assumes a car.
When to go
Winter weekends and the first two weeks of October are what you book far ahead, according to the county's own guidance. Midweek, almost everything is open to you. Winter rates and the resort bustle cluster around the mountains; the rest of the year the county gets quiet, green and inexpensive, with the lowest rates outside ski season. The county lists swimming and paddling on the West River and Harriman Reservoir, hiking in Townshend and Jamaica state parks, and chamber music at Marlboro as warm-season draws.
Questions, answered
Which of these hotels is closest to the ski lifts?
Cozy Condo w Magic Mountain Ski in Access, Ski InandSki Out Magic Mountain Condo with Deck, Cozy Ski in ski out Condo on Magic Mountain and South Londonderry Home Walk to Magic Mtn Ski Area are all in Londonderry and are described as ski-in, ski-out or a walk to the Magic Mountain area.
Do any of these hotels allow pets?
Yes. Award winning Log Cabin Top 5 in New England in Londonderry, Londonderry Retreat about 3 Mi to Lowell Lake, The Loft at Pine Rock in Weston and Wish Upon A Star in Windham all list pets allowed among their facilities. Check with each property before booking.
Which hotels have free parking?
Rowell S Inn in Chester, Snowdon Chalet in Londonderry, Cozy Condo w Magic Mountain Ski in Access and Vermont Ski Chalet 5 Mi to Magic Mountain in Windham list free car parking. Several others, including Award winning Log Cabin Top 5 in New England, list parking.
Which hotels offer breakfast?
Rowell S Inn in Chester and Snowdon Chalet in Londonderry both list breakfast among their facilities. Rowell S Inn also has a restaurant and bar on site, so it is the easiest option if you would rather not drive out for meals.
Which is the top-rated of these hotels?
A Stone Wall Inn in Windham has a guest rating of 5.0 out of 5 from 5 reviews, and Rowell S Inn in Chester has 4.7 out of 5 from 69 reviews. A Stone Wall Inn is a very small property, so the larger review count at Rowell S Inn may be more representative.
Do any of these hotels have a pool or spa?
No hotel on this list has a pool. Spa facilities are listed at Award winning Log Cabin Top 5 in New England in Londonderry, South Londonderry Home Walk to Magic Mtn Ski Area, Londonderry Retreat about 3 Mi to Lowell Lake, Cozy Ski in ski out Condo on Magic Mountain and Wish Upon A Star in Windham. Cozy Condo w Magic Mountain Ski in Access has a sauna.
Which hotels are best for a family with children?
Wish Upon A Star in Windham lists a playground, games room, cots and a pool bar. Snowdon Chalet in Londonderry has a garden, picnic area and cots, and Londonderry Chalet with Deck Fire Pit and Views has a cot, a kitchen and a washing machine.