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Chester Hotels with Wifi

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Best Chester Hotels with Free WiFi

Check out our selection of Chester hotels with Wifi
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Stone Hearth Inn and Eatery
Stone Hearth Inn and EateryStone Hearth Inn and EateryStone Hearth Inn and EateryStone Hearth Inn and EateryStone Hearth Inn and EateryStone Hearth Inn and Eatery
76
Hotels in Chester
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.
Very Good
51 reviews
8.9/10
1 night
From NZD 368
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Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski AreaLuxury Glamping Cabin. Close to hiking and 15 minutes from Ski AreaLuxury Glamping Cabin. Close to hiking and 15 minutes from Ski AreaLuxury Glamping Cabin. Close to hiking and 15 minutes from Ski AreaLuxury Glamping Cabin. Close to hiking and 15 minutes from Ski AreaLuxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
15
Hotels in Chester
This is a mostly off grid cabin with total privacy. Quiet yet just 2 miles off Rt 103. If you are looking for a place to escape the world, or a home base from which to explore this corner of Vermont our 4 season, newly built cabin is for you! Full Kitchen, woodstove and propane heat. . HAND PUMP INSIDE AND WATER MUST BE HEATED UP FOR WASHING UP AND BATHING. Potable water provided as well. VERY CLEAN , NO SMELL COMPOSTING/ HUMANURE TOILET and outhouse outside. Open spacious cabin with Loft . One bedroom on ground floor, twin mattresses and one double in the loft. Wonderful restaurants in two nearby villages, World class downhill and Cross country skiing 15 minutes away. Hiking in the less snowy months! Wonderful walks right outside the door, great night skies babbling brook at the foot of the drive. Staying in the cabin with a good book by the wood stove is a balm to this busy life! Gazing out the multiple windows watching the light change as the day goes by calms the mind and soothes the spirit….About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.2 children max.About customRules:Guests use ladder accessing loft at their own risk.Propane heat turned down to 55 when not in the cabin for the day and Dishes all washed and kitchen tidied.. We need to stay ahead of the mice!!,Leaving: humanure bucket emptied , linens in mudroom. 'Fridge cleaned out, dishes washed, take garbage/ trash with you. Leave recycle items.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
20 reviews
9.8/10
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Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo MountainModern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo MountainModern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo MountainModern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo MountainModern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo MountainModern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
19
Hotels in Chester
Ideal to host up to 6 guests, this home on 2 acres of land is a perfect retreat for anyone looking to be in the heart of nature. Chester and Ludlow, VT are minutes away and call you to explore historic landmarks and enjoy skiing at Okemo Mountain (located 15 minutes away). With modern facilities & a private location, this will be your home away from home!The Space:This 2-story home features 2 comfortable bedrooms, well-kept bathrooms, a fully furnished kitchen, cozy living space w/ bunk bed, dining area, and a majestic deck to spend some time in the company of captivating nature views. New in 2024, enjoy a side yard patio equipped with a large fire pit, 7-person Jacuzzi Hot Tub, and picnic area. Stay connected to the world & easily work from home as high-speed Wi-Fi is available at the property. The vast greenery and clear blue sky are a treat for nature lovers. Everything at this home has been thoughtfully designed and managed to make your stay as homely as possible. Book this home for your next Chester, VT stay – your ease, comfort and happiness will be our foremost priority!Mountains Nearby:-Okemo (~15 minutes)-Killington (~35 minutes)-Bromley (~40 minutes)-Stratton (~50 minutes)-Mount Snow (~60 minutes)Key Highlights for an Amazing Stay -2-Acre Area w/ 100% Privacy-Jacuzzi Hot Tub large enough for 7 people-Outdoor patio area with Large Fire Pit and Picnic Area-Indoor Gas Fireplace-Less than 15 Minutes from Okemo Mountain-Outdoor Propane Grill-Star Gazing with nearly 0 light pollution-Peaceful Vicinity-Fascinating Nature Views-Well-Appointed Bedrooms -2 Queen Beds + additional Bunk Bed-Gourmet Kitchen w/ Modern Appliances-Large Deck w/ Seating -Super-Fast Wi-Fi (350 Mbps+)-Smart TVs w/ Netflix Access-AC + Heating-Lots of Reading Material + Board Game Activities-Laundry (Built-in Washer & Dryer)-Essentials (Towels, Linens, Basic Toiletries, Kitchenware & Cutlery)-Free Parking (Note: 4WD/AWD Vehicles are REQUIRED as the hill is steep)Guest Access:Guests will have access to the entire house. Please feel free to reach out in case of any further questions, we are here to help!Other Details to Note:• The road and driveway leading up to our home is quite steep and hence 4WD/AWD Vehicles (SUV recommended) are a MUST in the winter and highly recommended otherwise, throughout the year. During times of heavy snowfall, the road may be inaccessible. However, the roads generally get plowed within a few hours of snow build-up. • Maximum Occupancy is 6 at a time. • Hosting Events or Parties is not allowed.• Please do not cause any damage to the property or the furniture. It has been decorated with so much love and care for your stay.• MIN AGE 25About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:AWD/4WD SUV Vehicles are highly recommended in the warmer seasons and required in the colder seasons..Primary guest must provide copy of Drivers License within 24 hours of booking,Guests must have prior reviews on VRBO that are positive.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Great
9.0/10
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Chester
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Cozy Vermont Cabin · Mountain Views · Near Okemo
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38
Hotels in Chester
Escape to a cozy Vermont cabin on 12 private acres with stunning mountain views. Just minutes from Okemo and other nearby mountains, this four-season retreat is perfect for skiing, hiking, or simply unwinding in nature. With a fully equipped kitchen, comfortable bedrooms, and plenty of space to relax, it’s ideal for a romantic getaway, family trip, or friends’ adventure. Your perfect Vermont experience awaits!Welcome to your Vermont getaway! This cozy cabin retreat sits on 12 private acres with sweeping mountain views and plenty of space for families, friends, or groups to relax year-round.Inside, you’ll find 3 bedrooms plus a bonus room, comfortably accommodating groups while keeping everyone cozy.Floor 1Bedroom 1: Queen bedBedroom 2: Two full bedsFull bathroom with bathtubFully stocked kitchen: spices, dishware, flatware, dishwasher, refrigerator with ice maker and filtered water, stove, microwave, Keurig coffee maker, kettle, toaster ovenDining roomLiving room with smart TVFloor 2Bedroom 3: Two full bedsBonus room: Queen bed + smart TVFull bathroom with bathtubAlthough the listing shows 3 bedrooms, the additional bonus room makes it easy to host larger groups or families comfortably.OutdoorsSpacious deck with propane grill and mountain viewsOn-site parkingWinter StaysWe’ve made winter visits hassle-free:Complimentary plowing & sanding after every snowfall of 2–3+ inchesHeated garage access for gear and ski storageShovels available for your use4WD vehicle recommended for winter conditions and local road accessAmenitiesHigh-speed WiFiCentral air & heatingWasher & dryerStainless steel appliancesSmart TVsBoard gamesSki RacksNotesHome is on a septic system, please be mindful of water usage and waste disposalLocal regulations may limit occupancy; confirm max group size when bookingEach May, the road is resurfaced, you may notice some seasonal wear-and-tear before maintenanceWhether you’re here for a ski trip to Okemo, a fall foliage escape, or a summer hiking adventure, this cabin offers the perfect mix of rustic Vermont charm and modern comfort.Other Things to NotePrivate TrailsRight in your backyard, you’ll find 12 acres of wooded land that are yours to explore! We’ve marked trails with orange markers for easy navigation—perfect for a morning hike or an afternoon walk in nature.Ski Resorts NearbyOkemo – 15 minsKillington – 40 minsStratton & Bromley – 40 minsMount Sunapee – 50 minsTowns & Day TripsCentrally located, our cabin is a great base for exploring charming Vermont towns:Springfield – 10 minsLudlow – 15 minsWindsor – 35 minsWoodstock – 45 minsManchester – 45 minsBrattleboro – 45 minsWeston – 45 minsClaremont (NH) – 45 minsSecurityFor everyone’s peace of mind, we’ve installed Ring security cameras on the exterior only. There are no cameras inside, your privacy is always respected.Welcome GuideA detailed welcome guide is provided upon arrival to help you settle in quickly and get the most out of your stay.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Fires are not permitted on the deck.Please do not leave outdoor cushions out overnight, place them inside or in the deck box,Guests are responsible for any damages to the property and its contents.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
3 reviews
10.0/10
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Historic 150-Year-Old Farmhouse, Jacuzzi Included
Historic 150-Year-Old Farmhouse, Jacuzzi IncludedHistoric 150-Year-Old Farmhouse, Jacuzzi IncludedHistoric 150-Year-Old Farmhouse, Jacuzzi IncludedHistoric 150-Year-Old Farmhouse, Jacuzzi IncludedHistoric 150-Year-Old Farmhouse, Jacuzzi IncludedHistoric 150-Year-Old Farmhouse, Jacuzzi Included
28
Hotels in Chester
Welcome to The Farmhouse of VT - your perfect Vermont recharge spot.Step back in time in this large 1869 farmhouse, where antique rustic charm meets modern comfort. Ideal for families, friend getaways, and remote work escapes.You're just:- 10 mins to Grafton (one of Vermont's prettiest villages)- 15 mins to Magic- 20 mins to Okemo- 30 mins to Bromley- 40 mins to KillingtonThe Farmhouse comfortably sleeps 8 guests, across 5 beds.The farmhouse has something for everyone:- Ping Pong table- Board Games- Puzzles- Harry Potter Books- Kids Room with drawing books- Yoga Mats- Jacuzzi (I mean let’s be honest - is it a vacation without a jacuzzi?)- Outdoor Fire Pit- BBQ Grill- Outdoor activities (football, badminton set, horseshoes, croquet, cornhole)- TV & Streaming Apps- Piano- NordicTrack Elliptical HIKING - Lots of great hiking trails nearby. within 10 minutes from the house.PIZZA - 2 minute walk to a great local pizzeria/ bar. Open Wed-Sat, with live music.WIFI - the farmhouse wifi is laser fast! Fast wifi and an entire office space to work.LIVING ROOM - Grab a warm coffee, from our fully-stocked coffee bar and lay down on the new living room couch, and enjoy the solitude of The Farmhouse. Or grab a blanket, throw on the TV and watch a movie. Access to any main streaming app (Netflix, HBO Max, Hulu, Amazon, etc.). KITCHEN - Enjoy the fully-equipped kitchen with spices, olive oil, and all the equipment you would need to make a large dinner spread. Serve your food on the large antique farmhouse dining table, bringing a sense of old family dinner vibes to your evening.BEDROOMS - In this four bedroom house, every bedroom is equipped with a brand new memory foam mattress. Close your eyes to a peaceful home, and recharge for the next day’s adventure. OUTDOOR SPACE - Enjoy our peaceful backyard, sitting on 0.5 acres of land, surrounded by large mature trees and forest. Plenty of space to throw around the football, set up the badminton set, or just lounge around the fire pit. The garage is stocked with plenty of firewood for your group. JACUZZI - In the evening, turn on the solar powered low lit string lights and take a soak in the brand new 7 person jacuzzi. This jacuzzi was installed in October, 2023. This jacuzzi is salt water operated, making it fantastic for your skin. Therefore, this isn’t just a jacuzzi, it’s your own personal rejuvenation spa. Message me if you have any questions. I look forward to hosting you and your group's stay at The Farmhouse.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: 18.About events:No events allowed.
Outstanding
5 reviews
10.0/10
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Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Cozy 4bd - Ski Okemo, Killington, Magic & BromleyCozy 4bd - Ski Okemo, Killington, Magic & BromleyCozy 4bd - Ski Okemo, Killington, Magic & BromleyCozy 4bd - Ski Okemo, Killington, Magic & BromleyCozy 4bd - Ski Okemo, Killington, Magic & BromleyCozy 4bd - Ski Okemo, Killington, Magic & Bromley
28
Hotels in Chester
Gather with family and friends at our spacious home nestled in the Vermont woods.The Blue Moon Bungalow is your home away from home, with everything you need for a relaxing getaway, with the beauty of nature all around. Our large, open floor plan, secluded 2 acres and spacious bedrooms make it the perfect location for multiple groups and families to enjoy.We're a short 13 minute drive from Okemo/Jackson Gore and a 9 minute drive to downtown Chester with plenty to do and explore!The Blue Moon Bungalow is a renovated camp with rustic charm and modern amenities. With enough beds to sleep 10 and a large great room on the first floor, it's the perfect escape for a group or multiple families. All linens and towels are provided.Inside our cozy interior you'll find three flat screen tvs with Rokus to log into your preferred streaming services. Watch a movie, share a family dinner and play board games in our great room around the gas fireplace.Take in the natural beauty of Vermont while relaxing on our sunny deck, playing yard games, exploring the property and making s'mores by the firepit. Be sure to check out the amazing stargazing from the deck on a clear night!Perfectly located between Chester and Ludlow/Okemo there's something to do for the whole family. Outdoor lovers will enjoy the skiing, mountain biking, snowmobiling, hiking and leaf peeping. During the summer months book a scenic chairlift ride to the top of Okemo, take a ride on their mountain coaster and challenge yourself on their ropes course.Within a 15 minute drive of the Blue Moon Bungalow you'll find plenty of antiquing, fine dining, breweries, live music, golf and more!Please note: - We have two security cameras, one next to the front door and one on the front of the house. They will be on during your stay. - We highly recommend 4WD or AWD to get up the hill to our house in the winter.- Pets are allowed with owner approval + a $75 pet fee. Please contact us for more information.About pets:Pets allowed: limit 1 total.Pets are allowed with owner approval + $75 pet fee.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:All gatherings must be kept to your reserved group. No additional guests allowed on the premises. Pets ok with approval + $75 fee. Msg for pet rules..No smoking, unauthorized pets, fireworks, firearms and/or explosives are allowed in/on the property. A $300 fee will be charged to offenders.,All trash & recycling must be securely sealed in bags and left inside the cans in the trash enclosure next to the driveway..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.
Outstanding
2 reviews
10.0/10
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Work, Ski, Relax - Big Restored 1860s Farmhouse
Work, Ski, Relax - Big Restored 1860s FarmhouseWork, Ski, Relax - Big Restored 1860s FarmhouseWork, Ski, Relax - Big Restored 1860s FarmhouseWork, Ski, Relax - Big Restored 1860s FarmhouseWork, Ski, Relax - Big Restored 1860s FarmhouseWork, Ski, Relax - Big Restored 1860s Farmhouse
22
Hotels in Chester
Come up solo or bring friends and family to our unique and lovingly renovated estate! Our charming 1860’s farmhouse sleeps up to 12 (with room for more) and features over two acres of terraced gardens and two historic barns on a 10 acre property.From working from home with ultra-fast fiber Wifi, skiing, hiking, lounging at the local lakes & rivers, biking on country roads, to antique shopping, art galleries, delicious dining & craft beer & wine shops -- there’s something for everyone to enjoy.About pets:Pets allowed: dogs (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
9.8/10
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Fullerton Inn & Restaurant
Fullerton Inn & RestaurantFullerton Inn & RestaurantFullerton Inn & RestaurantFullerton Inn & RestaurantFullerton Inn & RestaurantFullerton Inn & Restaurant
32
Hotels in Chester
Located in Chester (Chester Depot), Fullerton Inn is within a 15-minute drive of Vermont Country Store and Springfield Hospital. This inn is 10.7 mi (17.2 km) from Lowell Lake State Park and 11.3 mi (18.2 km) from Baltimore Covered Bridge. 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.
Very Good
99 reviews
8.0/10
1 night
From NZD 227
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UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!
UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!
36
Hotels in Chester
Enjoy a historic stay in this former Chester Schoolhouse recently renovated into a massive yet cozy home. Located only 13 min away from Okemo Mountain and central to restaurants, shopping, hiking, and recreational activities. This unique property has parking for up to 5 cars, sleeps 7 comfortably, and has a spacious backyard for outdoor activities. Relax in the new 7 person hot tub, or make smores at the fire pit under a starry night!About pets:Pets allowed: dogs and cats (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:$150 charge if hot tub needs to be refilled due to overcrowding. If jets are exposed ( below the water line ) you will be charged..$350 charge if hot tub needs to be serviced due guest using soaps or detergents inside of the hot tub,$500 charge if Security Cameras are tampered with or handled in any way..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 8.
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Frequently Asked Questions

What popular hotels in Chester have parking?

If you're planning on driving to Chester, why not stay at Fullerton Inn & RestaurantandStone Hearth Inn and Eatery ? These are all popular hotels with parking lots.

At which popular hotels in Chester can I try local foods?

Those who like trying local foods might want to consider staying at Fullerton Inn & RestaurantandStone Hearth Inn and Eatery . There are lots of famous restaurants serving local dishes near these hotels.

Of all the hotels in Chester, which hotels have the highest user ratings?

When travelling to Chester for the first time, many travellers find it difficult to choose a hotel to stay in. According to Trip.com data, Stone Hearth Inn and Eatery and Fullerton Inn & Restaurant are popular hotels with high ratings, making them good choices for your trip.

At what hotels in Chester can I try local breakfast foods?

A delicious breakfast is a great way to kick start your day. At Fullerton Inn & RestaurantandStone Hearth Inn and Eatery , guests can enjoy Chester-style breakfasts.

What popular hotels have non-smoking rooms in Chester?

Many guests care about the quality of the rooms they stay in and want to ensure that their rooms have fresh, clean air. Fullerton Inn & RestaurantandStone Hearth Inn and Eatery are all popular hotels in Chester with non-smoking rooms.

In Chester, what popular hotels have free Wi-Fi?

When staying at a hotel, Internet access is important for both vacationers and business travellers. Fullerton Inn & Restaurant and Stone Hearth Inn and Eatery are all popular hotels in Chester with free Wi-Fi.

What are the most popular hotels in Chester?

Whether you're travelling for business or going on holiday, there are many popular hotels to choose from in Chester. Stone Hearth Inn and Eatery and Fullerton Inn & Restaurant are all popular hotels to stay at.

What are some popular discounted hotels in Chester?

There are many popular hotels in Chester. You can find information on discounts and deals here: Trip.com Deals and Promo Codes.

Chester Hotels with Wifi Information

Total Properties9
Number of Reviews186
Average Price (Weekdays)NZD 396
Average Price (Weekends)NZD 429