Book Chester hotels

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^

Check hotel availability in Chester

Cheap Chester hotels

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$390 per night from 23 Dec to 24 Dec
AU$390
includes taxes & fees
23 Dec - 24 Dec
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 ...
Stone Hearth Inn and Eatery
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$597 per night from 20 Jan to 21 Jan
AU$597
includes taxes & fees
20 Jan - 21 Jan 2025
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
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 5 Jan to 6 Jan
AU$238
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Hampton Inn and Suites Manchester places you in the heart of Manchester Center, steps from Green Mountain National Forest and 8 minutes by foot from ...
Hampton Inn and Suites Manchester
Save an average of 15% on thousands of hotels when you're signed in
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$308 per night from 5 Jan to 6 Jan
AU$308
includes taxes & fees
5 Jan - 6 Jan 2025
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 ...
Pointe at Castle Hill Resort
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
The price is AU$422 per night from 1 Jan to 2 Jan
AU$422
includes taxes & fees
1 Jan - 2 Jan 2025
When you stay at Mountaineer Inn in West Dover, you'll be near ski lifts, within a 15-minute walk of Mount Snow and Green Mountain National Forest.
Mountaineer Inn
The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
5 Village Lodge Road, Stratton, VT
The price is AU$347 per night from 20 Jan to 21 Jan
AU$347
includes taxes & fees
20 Jan - 21 Jan 2025
When you stay at The Black Bear Lodge at Stratton Mountain Resort in Stratton, you'll be next to a golf course, within a 5-minute walk of Stratton Mountain Resort ...
The Black Bear Lodge at Stratton Mountain Resort
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 1 Jan to 2 Jan
AU$172
includes taxes & fees
1 Jan - 2 Jan 2025
A stay at Colonial Motel And Spa places you in the heart of Brattleboro, steps from Brattleboro Bowl and 11 minutes by foot from New England Center for Circus ...
Colonial Motel And Spa
Kimpton Taconic Hotel, an IHG Hotel

Kimpton Taconic Hotel, an IHG Hotel

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
The price is AU$322 per night from 5 Jan to 6 Jan
AU$322
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at Kimpton Taconic Hotel, an IHG Hotel in Manchester, you'll be next to a golf course, just a 1-minute walk from Green Mountain National Forest and ...
Kimpton Taconic Hotel, an IHG Hotel
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
The price is AU$319 per night from 5 Jan to 6 Jan
AU$319
includes taxes & fees
5 Jan - 6 Jan 2025
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.

Hotels in Chester

'Ugh I need some time off.' How many times have you said those words? Quit Googling 'cheap holidays' and hop to it. Start with booking a fab hotel in Chester. Select from 5 places within 5 kilometres of the centre and get your adventure on sooner rather than later.

Zonk out near the main areas at the Hugging Bear Inn and Shoppe.

With numerous intriguing and noteworthy works of art, DaVallia Art & Accents provides a first-class outing. You'll be able to dump your belongings at the Inn Victoria and just amble on over. Bear in mind that this is the only accomodation option nearby, so get dibs on that room ASAP!

You might also like to try the Castle Hill Resort And Spa or the Mountain Lodge at Okemo Mountain Resort. The Castle Hill Resort And Spa is 14 kilometres away from the centre of Chester, and the Mountain Lodge at Okemo Mountain Resort is 18 kilometres away. The Jackson Gore Inn, 20 kilometres away, and The Pettigrew Inn, 17 kilometres away, are some alternate choices.

Ludlow is another place where you can lay back and get to know the room service menu. Sitting 18 kilometres northwest of Chester, it's where you'll find the Camp Plymouth State Park and Dorsey Park. If you're keen to stay in Ludlow, consider the Solitude Village on Okemo Mt. Resort and Winterplace at Okemo Mountain. 20 kilometres to the southwest of Chester you'll also find South Londonderry, which is home to the Blue Gentian Lodge at Magic Mountain and Magic View Motel. Whether you're shooting through or staying in South Londonderry, make sure you visit Ball Mountain Dam and Magic Mountain Ski Resort.

Lye Brook Falls, Dana L. Thompson Memorial Park and Manchester Designer Outlets are just a few of the sweet attractions on offer in Manchester Center. This regional centre is 40 kilometres west of Chester and has a population of 2,000. The Museum of Creative Process and Orvis Fly Fishing are a couple more attractions which are sure to offer up some choice photo ops. Manchester Center offers accommodation options to suit most tastes and budgets, such as The Inn at Ormsby Hill and Silver Service Inn.

Chester beckons! Let lastminute.com.au take care of all the boring stuff while you grab your passport.

Chester hotels essential information

Accommodation
2,921 hotels
Lowest Price
AU$172
Highest Price
AU$597
Popular hotels
Stone Hearth Inn and Eatery, Woodstock Inn & Resort, Hampton Inn and Suites Manchester, Pointe at Castle Hill Resort, Mountaineer Inn, The Black Bear Lodge at Stratton Mountain Resort, Colonial Motel And Spa, Kimpton Taconic Hotel, an IHG Hotel, The Equinox Golf Resort & Spa

Most recent Chester hotel reviews

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