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

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 3 May to 4 May
AU$201
3 May - 4 May
includes taxes & fees
With a stay at D. Hotel Suites & Spa in Holyoke, you'll be 4.6 mi (7.4 km) from Smith College and 10.4 mi (16.7 km) from University of Massachusetts ...
Opens in a new windowD. Hotel Suites & Spa
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 4 May to 5 May
AU$129
4 May - 5 May
includes taxes & fees
Located in Lenox, Berkshires Untold is within a 10-minute drive of Shakespeare and Company and The Mount.
Opens in a new windowBerkshires Untold
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 31 May to 1 June
AU$167
31 May - 1 June
includes taxes & fees
With a stay at Berkshire Mountain Lodge in Pittsfield, you'll be next to a golf course, within a 10-minute drive of Tanglewood Music Center and Guido's ...
Opens in a new windowBerkshire Mountain Lodge
Save an average of 15% on thousands of hotels when you're signed in
Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
Fully refundable
The price is AU$149 per night from 21 May to 22 May
AU$149
21 May - 22 May
includes taxes & fees
In the heart of West Springfield, Quality Inn West Springfield is within a 5-minute drive of Big E and Olympia Ice Center.
Opens in a new windowQuality Inn West Springfield
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
The price is AU$308 per night from 4 May to 5 May
AU$308
4 May - 5 May
includes taxes & fees
When you stay at The Red Lion Inn in Stockbridge, you'll be next to a golf course, within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood ...
Opens in a new windowThe Red Lion Inn
Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield

2.5 out of 5
440 Memorial Dr Chicopee MA
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 26 May to 27 May
AU$167
26 May - 27 May
includes taxes & fees
With a stay at Tru by Hilton Chicopee Springfield in Chicopee, you'll be within a 15-minute drive of MGM Springfield and Naismith Memorial Basketball Hall of ...
Opens in a new windowTru by Hilton Chicopee Springfield
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 out of 5
1080 Riverdale St West Springfield MA
Fully refundable
The price is AU$198 per night from 31 May to 1 June
AU$198
31 May - 1 June
includes taxes & fees
With a stay at Blue – A Modern Hotel, an Ascend Collection Hotel, you'll be centrally located in West Springfield, within a 10-minute drive of MGM Springfield ...
Opens in a new windowBlue – A Modern Hotel, an Ascend Collection Hotel
River Valley Inn

River Valley Inn

2 out of 5
20 West St West Hatfield MA
The price is AU$157 per night from 3 May to 4 May
AU$157
3 May - 4 May
includes taxes & fees
Located in West Hatfield, River Valley Inn is a 1-minute drive from Pioneer Valley Indoor Karting and 5 minutes from Congregation Beth Israel.
Opens in a new windowRiver Valley Inn
The Ellery

The Ellery

3.5 out of 5
259 Elm Street Northampton MA
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 19 May to 20 May
AU$225
19 May - 20 May
includes taxes & fees
Located in Northampton, The Ellery is in the historical district, a 4-minute walk from Smith College and 9 minutes by foot from Smith College Botanic ...
Opens in a new windowThe Ellery
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, Springfield

Good days are those where the toughest decision you have to make is which hotel to book. And if you're planning to visit Chester, 40 kilometres from central Springfield, you have a pretty sweet range to select from!

No one will blame you if you want to spend your trip chilling out and sipping bevvies. But make sure you also find some time for Springfield's terrific attractions, such as the Naismith Memorial Basketball Hall of Fame and the Volleyball Hall of Fame.

If you and your mates are dying for some decent nosh but don't want to go too far away, why not try Classic Pizza? It's just a stone's throw away.

Accommodation options near Chester

You and your BFF having issues finding the right hotel in Chester? If so, you probably should think about venturing out a little further to Westfield, about 20 kilometres away. Our Westfield hotels guide has some good hotel options, including the Holiday Inn Express & Suites Westfield and Quality Inn Westfield - Springfield.

So, have a look at the Chester forecast, pack your favourite outfits and get a move on! You're just a couple of clicks away from wild nights and #TravelEnvy adventures!

Chester hotels essential information

Accommodation
873 hotels
Lowest Price
AU$129
Highest Price
AU$308
Popular hotels
D. Hotel Suites & Spa, Berkshires Untold, Berkshire Mountain Lodge, Quality Inn West Springfield, The Red Lion Inn, Tru by Hilton Chicopee Springfield, Blue – A Modern Hotel, an Ascend Collection Hotel, River Valley Inn, The Ellery

Most recent Chester hotel reviews

Top Picks

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