
Chester Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
Photo by Elizabeth Massa Peroulakis
- Plan, book, travel with confidence
Better together
Save up to ฿4,531 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top hotels in Chester

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is ฿3,006 per night from 28 Sept to 29 Sept
฿3,006
฿4,078 total
28 Sept - 29 Sept
includes taxes & fees
8.8/10 Excellent! (656 reviews)
"Clean and spacious one bedroom suite with well stocked kitchen. Large indoor pool and outdoor year round Jacuzzi are wonderful. Also very affordable. Second time staying here and will stay here again."
Reviewed on 25 Sept 2025

La Quinta Inn & Suites by Wyndham Springfield MA
100 Congress Street, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is ฿3,837 per night from 13 Oct to 14 Oct
฿3,837
฿4,354 total
13 Oct - 14 Oct
includes taxes & fees
8/10 Very Good! (1,286 reviews)
"Friendly staff. Room smelled like cigarette smoke upon entering, but room spray resolved that. Bathtub was extreslow to drain, causing water to accumulate."
Reviewed on 25 Sept 2025

Red Roof Inn PLUS+ West Springfield
1254 Riverdale Street, West Springfield, MA
Fully refundableReserve now, pay when you stay
The price is ฿2,870 per night from 6 Oct to 7 Oct
฿2,870
฿3,284 total
6 Oct - 7 Oct
includes taxes & fees
6.8/10 (1,018 reviews)
"."
Reviewed on 22 Sept 2025
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.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.