Chester Holidays from AU$3,050
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to AU$703 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
Your Chester Holiday
Book a Chester holiday package and get set to experience all this city has to offer. Think about staying in the neighbourhood of Downtown Manchester, which is great for cafes, history and bars and pubs. When it's time to get out and explore, be sure to include Zorvino Vineyards and Robert Frost Farm State Historic Site on the to-do list for your trip to Chester. A couple of clicks is all it takes to create your perfect Chester holiday on Expedia.
The Latest Chester Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Boston - Cambridge by IHG
East Cambridge
Price was AU$3,578, price is now AU$3,050 per person
AU$3,050
per person
27 Dec - 3 Jan
found 24 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
8.4/10 Very Good! (1,006 reviews)
Nice clean and friendly
Reviewed on 30 Sept 2025
Battery Wharf Hotel, Boston Waterfront
North End
Price was AU$4,123, price is now AU$3,421 per person
AU$3,421
per person
28 Dec - 3 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,656 reviews)
Wow!! What a wonderful stay. My friend and I came for a girls weekend. Our room was wonderful and the staff was AWESOME!!
I will be coming back to stay here the next time I come to Boston. Everything is walkable and beautiful views
Reviewed on 12 Oct 2025
Maverick Suites at 245 Newbury St
Back Bay
Price was AU$3,856, price is now AU$3,259 per person
AU$3,259
per person
27 Dec - 3 Jan
found 24 hours ago
Return flight included
Sydney (SYD) to Boston (BOS)
8.2/10 Very Good! (141 reviews)
Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library
Reviewed on 3 Oct 2025
Chester Holiday
Chester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Manchester-Boston Regional Airport (MHT) |
Population | 5,200 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Canobie Lake Park, Bear Brook State Park and Zorvino Vineyards |
Our pick of the best Chester Hotel Deals
DoubleTree by Hilton Manchester Downtown
700 Elm St., Manchester, NH
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 3 Nov to 4 Nov
AU$199
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (1,030 reviews)
"I have never had a bad stay at any Hilton resort. Always exceptional!"
Reviewed on 12 Oct 2025
Methuen Inn and Conference Center
159 Pelham Street, Methuen, MA
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 23 Oct to 24 Oct
AU$166
23 Oct - 24 Oct
includes taxes & fees
6.2/10 (1,019 reviews)
"Good"
Reviewed on 8 Oct 2025
Park View Inn - Salem
109 S Broadway, Salem, NH
8.6/10 Excellent! (1,540 reviews)
"Comfortable one night stay after a long journey from the UK. Room had everything we needed with adjacent free parking."
Reviewed on 12 Oct 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
