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

2 out of 5
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is AU$386 per night from 12 Jun to 13 Jun
AU$386
per night
12 Jun - 13 Jun
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
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$147 per night from 13 Jun to 14 Jun
AU$147
per night
13 Jun - 14 Jun
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
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$717 per night from 11 Jun to 12 Jun
AU$717
per night
11 Jun - 12 Jun
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 Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$106 per night from 12 Jun to 13 Jun
AU$106
per night
12 Jun - 13 Jun
With a stay at The Covered Bridge Inn in Brattleboro, you'll be within a 10-minute walk of Brattleboro Bowl and United States Navy Seabee Bridge.
The Covered Bridge Inn
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$309 per night from 23 Jun to 24 Jun
AU$309
per night
23 Jun - 24 Jun
With a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just a 2-minute walk from Golf Club at Equinox and 10 minutes by foot ...
The Equinox Golf Resort & Spa
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
The price is AU$316 per night from 11 Jun to 12 Jun
AU$316
per night
11 Jun - 12 Jun
Located in Woodstock, The Shire Woodstock is on a river, within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee ...
The Shire Woodstock
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$264 per night from 11 Jun to 12 Jun
AU$264
per night
11 Jun - 12 Jun
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
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$254 per night from 16 Jun to 17 Jun
AU$254
per night
16 Jun - 17 Jun
A stay at Hampton Inn and Suites Manchester places you in the heart of Manchester Center, within a 10-minute walk of Manchester Designer Outlets and American ...
Hampton Inn and Suites Manchester
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$211 per night from 2 Jul to 3 Jul
AU$211
per night
2 Jul - 3 Jul
Located in Brattleboro, Hampton Inn Brattleboro is a 2-minute drive from Brattleboro Bowl and 7 minutes from Brattleboro Farmers' Market.
Hampton Inn Brattleboro
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
2,923 hotels
Lowest Price
AU$106
Highest Price
AU$717
Popular hotels
Stone Hearth Inn and Eatery, Colonial Motel And Spa, Woodstock Inn & Resort, The Covered Bridge Inn, The Equinox Golf Resort & Spa, The Shire Woodstock, Pointe at Castle Hill Resort, Hampton Inn and Suites Manchester, Hampton Inn Brattleboro

Most recent Chester hotel reviews

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