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

The Burrell House

The Burrell House

2.5 out of 5
112 Washington St, Keene, NH
The price is AU$235 per night from 6 Apr to 7 Apr
AU$235
includes taxes & fees
6 Apr - 7 Apr
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.
The Burrell House
The Weston

The Weston

5 out of 5
630 Main St, Weston, VT
The price is AU$785 per night from 6 Apr to 7 Apr
AU$785
includes taxes & fees
6 Apr - 7 Apr
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.
The Weston
The Inn At Quail Run

The Inn At Quail Run

2.5 out of 5
106 Smith Road, Wilmington, VT
The price is AU$326 per night from 15 Apr to 16 Apr
AU$326
includes taxes & fees
15 Apr - 16 Apr
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.
The Inn At Quail Run
Save an average of 15% on thousands of hotels when you're signed in
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

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

Weston
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.
Mountain 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
With a stay at this guesthouse in Ludlow, you'll be within a 5-minute drive of Okemo Mountain Resort and Dorsey Park.
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
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 ...
Inn at Clearwater Pond (Quechee)
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

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

Chester
Located in Chester (Chester Depot), this guesthouse is within a 5-minute drive of Bonnie's Bundles Dolls and DaVallia Art & Accents.
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Sutton's Place

Sutton's Place

2.5 out of 5
50 School Street, Manchester Center, VT
A stay at Sutton's Place places you in the heart of Manchester Center, steps from Green Mountain National Forest and Lye Brook Falls.
Sutton's Place
Hike, Swim Little Rock Pond, AP-LT, H Stone.  Minutes to VSF, Manchester

Hike, Swim Little Rock Pond, AP-LT, H Stone. Minutes to VSF, Manchester

Mt Tabor
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 ...
Hike, Swim Little Rock Pond, AP-LT, H Stone. Minutes to VSF, Manchester
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
14 Guest Houses
Lowest Price
AU$224
Highest Price
AU$785
Popular accommodation
The Burrell House, The Weston, The Inn At Quail Run, Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly, Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants , Inn at Clearwater Pond (Quechee), 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!, Sutton's Place, Hike, Swim Little Rock Pond, AP-LT, H Stone. Minutes to VSF, Manchester

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$224 per night from 5 Apr to 6 Apr
AU$224
includes taxes & fees
5 Apr - 6 Apr
Located in Chester (Chester Depot), Fullerton Inn is within a 15-minute drive of Vermont Country Store and Springfield Hospital.
Fullerton Inn
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
485 Hotel Road, Brownsville, VT
Fully refundable
The price is AU$228 per night from 6 Apr to 7 Apr
AU$228
includes taxes & fees
6 Apr - 7 Apr
Located in Brownsville, Holiday Inn Club Vacations Mount Ascutney Resort by IHG is in a national park, within a 15-minute drive of American Precision Museum ...
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$593 per night from 6 Apr to 7 Apr
AU$593
includes taxes & fees
6 Apr - 7 Apr
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 ...
Woodstock Inn & Resort
Save an average of 15% on thousands of hotels when you're signed in
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is AU$280 per night from 13 Apr to 14 Apr
AU$280
includes taxes & fees
13 Apr - 14 Apr
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at ...
The Equinox Golf Resort & Spa
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.