Hot Chester Bed & Breakfast Rates

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Featured B&B in Chester

Cromwell Manor Inn

Cromwell Manor Inn

4 out of 5
174 Angola road Cornwall NY
With a stay at Cromwell Manor Inn in Cornwall, you'll be 3.1 mi (5 km) from Storm King Art Center and 8.4 mi (13.5 km) from Brotherhood Winery.
Opens in a new windowCromwell Manor Inn
Borland House Inn

Borland House Inn

3 out of 5
130 Clinton Street Montgomery NY
Located in Montgomery, Borland House Inn is in the historical district, within a 5-minute drive of City Winery Hudson Valley and Orange County Farmers ...
Opens in a new windowBorland House Inn
Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY

4 out of 5
141 Old Tuxedo Rd Monroe NY
The price is AU$344 per night from 18 Jan to 19 Jan
AU$344
18 Jan - 19 Jan 2026
includes taxes & fees
When you stay at Villa Verde BB Greenwood Lake NY in Monroe, you'll be near ski lifts, within a 5-minute drive of Sterling Forest State Park and Greenwood ...
Opens in a new windowVilla Verde BB Greenwood Lake NY
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Alpine Haus Bed & Breakfast Inn

Alpine Haus Bed & Breakfast Inn

3 out of 5
217 Route 94 Vernon NJ
The price is AU$342 per night from 13 Jan to 14 Jan
AU$342
13 Jan - 14 Jan 2026
includes taxes & fees
With a stay at Alpine Haus Bed & Breakfast Inn in Vernon, you'll be a 1-minute drive from Mountain Creek Ski Resort and 9 minutes from Crystal Springs Golf ...
Opens in a new windowAlpine Haus Bed & Breakfast Inn
Stagecoach Inn

Stagecoach Inn

3.5 out of 5
268 Main Street Goshen NY
The price is AU$432 per night from 4 Jan to 5 Jan
AU$432
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Stagecoach Inn in Goshen, you'll be within a 5-minute drive of LEGOLAND® New York and Harness Racing Museum and Hall of Fame.
Opens in a new windowStagecoach Inn
The Castle at Skylands Manor

The Castle at Skylands Manor

3.5 out of 5
5 Morris Road Ringwood NJ
The price is AU$331 per night from 31 Dec to 1 Jan
AU$331
31 Dec - 1 Jan 2026
includes taxes & fees
When you a stay at The Castle at Skylands Manor in Ringwood, you'll be in a state park, just steps from Ringwood State Park and New Jersey Botanical Garden.
Opens in a new windowThe Castle at Skylands Manor
Buck's Homestead B&B

Buck's Homestead B&B

2.5 out of 5
364 Goodwill Rd Montgomery NY
With a stay at Buck's Homestead B&B in Montgomery, you'll be within a 5-minute drive of City Winery Hudson Valley and Orange County Farmers Museum.
Opens in a new windowBuck's Homestead B&B
Columbus Hotel

Columbus Hotel

3 out of 5
52 Cottage St Middletown NY
With a stay at Columbus Hotel in Middletown, you'll be within a 15-minute drive of LEGOLAND® New York and Paramount Theatre.
Opens in a new windowColumbus Hotel
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

2 out of 5
28 Old Dominion Road Chester NY
Fully refundableReserve now, pay when you stay
The price is AU$363 per night from 29 Dec to 30 Dec
AU$363
29 Dec - 30 Dec
includes taxes & fees
Located in Chester, The Dominion House Bed & Breakfast is within a 15-minute drive of LEGOLAND® New York and Woodbury Common Premium Outlets.
Opens in a new windowThe Dominion House Bed & Breakfast
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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.

B&Bs in Chester

We know why you’re here. You forgot something, though we’re not sure what. A birthday or an anniversary, maybe. And this time, a bouquet of fresh flowers and a homemade breakfast in bed aren’t going to cut it. You’re determined your special someone is going to feel like the centre of the universe on whatever special day you have coming up—that’s where lastminute.com.au comes in, and that’s also where Chester B&B accommodation comes in.

You can’t go wrong with a romantic getaway to a bed and breakfast. It’s the stuff of poetry, novels, and of course, any good rom-com. You can snuggle under the covers all morning if you like, although the delicious aromas of a home-cooked breakfast are likely to get you out of bed. Even a cheap B&B will have a delectable morning meal included—and you don’t have to make it yourself. After all, that’s kind of the whole point. Add in a boutique feel and the charming Chester vibes, and you’ll get why B&Bs are great for couples, families, and even your doggo. Yes, pet-friendly B&Bs are a thing, and although we can’t guarantee the dog will get his own breakfast, you’re more than happy to share, aren’t you?

Hey, if you’re gonna stay in a B and B in Chester, you want it to be awesome, don’t you? Well then, check out lastminute.com.au and get to planning. We’ve got everything from luxury to budget bed & breakfasts, and our great prices leave you plenty of cash to splash in Chester. No need to thank us—we know how great we are.

Chester B&B essential information

Accommodation
12 B&B
Lowest Price
AU$148
Highest Price
AU$432
Popular accommodation
Cromwell Manor Inn, Borland House Inn, Villa Verde BB Greenwood Lake NY, Alpine Haus Bed & Breakfast Inn, Stagecoach Inn, The Castle at Skylands Manor, Buck's Homestead B&B, Columbus Hotel, The Dominion House Bed & Breakfast

Top trending hotels in Chester

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is AU$148 per night from 4 Jan to 5 Jan
AU$148
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Chester, Holiday Inn Express Hotel & Suites Chester by IHG is in the business district, within a 5-minute drive of Castle Fun Center and The Rock ...
Opens in a new windowHoliday Inn Express Hotel & Suites Chester by IHG
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 11 Jan to 12 Jan
AU$178
11 Jan - 12 Jan 2026
includes taxes & fees
Located in Nanuet, DoubleTree by Hilton Hotel Nanuet is in a shopping district, within a 10-minute drive of Palisades Center and Rockland Lake State Park.
Opens in a new windowDoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 28 Dec to 29 Dec
AU$177
28 Dec - 29 Dec
includes taxes & fees
When you stay at Sonesta Simply Suites Nanuet in Nanuet, you'll be near the airport, within a 5-minute drive of St. Paul's Episcopal Church and The Shops at ...
Opens in a new windowSonesta Simply Suites Nanuet
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Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 out of 5
3 Executive Blvd Suffern NY
Fully refundable
The price is AU$191 per night from 25 Jan to 26 Jan
AU$191
25 Jan - 26 Jan 2026
includes taxes & fees
Located in Suffern, Crowne Plaza Suffern - Mahwah by IHG is in the suburbs, a 4-minute drive from Rockland Community College and 7 minutes from Ramapo College ...
Opens in a new windowCrowne Plaza Suffern - Mahwah by IHG
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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.

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^Subject to availability and chosen travel dates.