Hot Chester Guest House Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Guest Houses in Chester

Inn at Clearwater Pond (Quechee)

Inn at Clearwater Pond (Quechee)

3.5 out of 5
984 Quechee-Hartland Road White River Junction VT
Located in White River Junction, Inn at Clearwater Pond (Quechee) is in a rural location, within a 5-minute drive of Simon Pearce Mill and Quechee State ...
Opens in a new windowInn at Clearwater Pond (Quechee)
The Inn At Quail Run

The Inn At Quail Run

2.5 out of 5
106 Smith Road Wilmington VT
The price is AU$309 per night from 19 Apr to 20 Apr
AU$309
19 Apr - 20 Apr
includes taxes & fees
With a stay at The Inn At Quail Run in Wilmington, you'll be within a 15-minute drive of Mount Snow and North Branch Deerfield River.
Opens in a new windowThe Inn At Quail Run
The Weston

The Weston

5 out of 5
630 Main St Weston VT
The price is AU$620 per night from 5 Apr to 6 Apr
AU$620
5 Apr - 6 Apr
includes taxes & fees
With a stay at The Weston in Weston, you'll be a 1-minute walk from West River and 5 minutes by foot from Mill Museum.
Opens in a new windowThe Weston
Save an average of 15% on thousands of hotels when you're signed in
The Burrell House

The Burrell House

2.5 out of 5
112 Washington St Keene NH
The price is AU$203 per night from 1 Apr to 2 Apr
AU$203
1 Apr - 2 Apr
includes taxes & fees
With a stay at The Burrell House in Keene, you'll be within a 5-minute walk of Historic Main Street and CC&H Framing / Pepper Pete's Hot Shop.
Opens in a new windowThe Burrell House
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

Weston VT
Located in Weston, this guesthouse is in a rural location, a 1-minute drive from West River and 6 minutes from West River Farmers Market.
Opens in a new windowMountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

Ludlow VT
With a stay at this guesthouse in Ludlow, you'll be within a 5-minute drive of Okemo Mountain Resort and Dorsey Park.
Opens in a new windowLudlow Village Guest House - prime location on ski shuttle, walk to restaurants
Excellent location Southern Vt.

Excellent location Southern Vt.

Mt Tabor VT
With a stay at this guesthouse in Danby, you'll be in the mountains, just steps from Green Mountain National Forest and a 2-minute drive from Big Branch ...
Opens in a new windowExcellent location Southern Vt.
Victorian carriage house, close to skiing w/ hot tub, bbq, deck, w/d, wifi

Victorian carriage house, close to skiing w/ hot tub, bbq, deck, w/d, wifi

Ludlow VT
With a stay at this guesthouse in Ludlow, you'll be within a 10-minute drive of Okemo Mountain Resort and Dorsey Park.
Opens in a new windowVictorian carriage house, close to skiing w/ hot tub, bbq, deck, w/d, wifi
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

Chester VT
Located in Chester (Chester Depot), this guesthouse is within a 5-minute drive of Bonnie's Bundles Dolls and DaVallia Art & Accents.
Opens in a new window1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Don't see what you're looking for?
See all available properties in Chester
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Guest House Accommodation in Chester

We’ve got some pretty great guest house accommodation options in Chester, if we do say so ourselves. Even better: they won’t break the bank. So if you’re the type of person who loves a good deal, but also loves your creature comforts, Chester guest houses could be for you.

Think of the cosiest possible things you can right now: Loads and loads of blankets on a chilly morning. Fresh flowers in the morning sunlight. Fluffy bathrobes and crackling fireplaces. You get the idea. Guess what? Guest houses in Chester have so many options to choose from, you just might find one with all those things. (You should still bring your fave ugg boots though, because they’re just so perfectly broken in.) Yes, your room will be so comfy, you’re gonna want to hole up and hibernate, but don’t give in to the temptation. There are loads of things to do in Chester—places to go, people to meet, and food to eat. And no, you can’t bring the fluffy bathrobe with you.

You’ll find the best budget guesthouses right here on lastminute.com.au, so you can take the guesswork out of your holiday.

Chester Guest Houses essential information

Accommodation
12 Guest Houses
Lowest Price
AU$202
Highest Price
AU$620
Popular accommodation
Inn at Clearwater Pond (Quechee), The Inn At Quail Run, The Weston, The Burrell House, Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly, Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants , Excellent location Southern Vt. , Victorian carriage house, close to skiing w/ hot tub, bbq, deck, w/d, wifi, 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

Top trending hotels in Chester

Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common Chester VT
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 31 Mar to 1 Apr
AU$202
31 Mar - 1 Apr
includes taxes & fees
Located in Chester (Chester Depot), Fullerton Inn is within a 15-minute drive of Vermont Country Store and Springfield Hospital.
Opens in a new windowFullerton Inn
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11 Chester VT
Fully refundableReserve now, pay when you stay
The price is AU$328 per night from 1 Apr to 2 Apr
AU$328
1 Apr - 2 Apr
includes taxes & fees
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 ...
Opens in a new windowStone Hearth Inn and Eatery
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
The price is AU$277 per night from 30 Mar to 31 Mar
AU$277
30 Mar - 31 Mar
includes taxes & fees
With a stay at Pointe at Castle Hill Resort in Cavendish, you'll be near ski lifts, within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School ...
Opens in a new windowPointe at Castle Hill Resort
Save an average of 15% on thousands of hotels when you're signed in
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is AU$553 per night from 5 Apr to 6 Apr
AU$553
5 Apr - 6 Apr
includes taxes & fees
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski ...
Opens in a new windowWoodstock Inn & Resort
Don't see what you're looking for?
See all available properties in Chester
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.