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
Fully refundableReserve now, pay when you stay
The price is NZ$548 per night from 29 Dec to 30 Dec
NZ$548
29 Dec - 30 Dec
includes taxes & fees
Stay at this B&B in Cornwall. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions Hudson ...
Opens in a new windowCromwell Manor Inn
Borland House Inn

Borland House Inn

3 out of 5
130 Clinton Street Montgomery NY
Stay at this business-friendly B&B in Montgomery. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions City Winery Hudson Valley and Orange ...
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 NZ$400 per night from 21 Jan to 22 Jan
NZ$400
21 Jan - 22 Jan 2026
includes taxes & fees
Stay at this ski B&B in Monroe. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Continental Road Trailhead and Mount Peter Hawk Watch ...
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 NZ$398 per night from 22 Dec to 23 Dec
NZ$398
22 Dec - 23 Dec
includes taxes & fees
Stay at this family-friendly B&B in Vernon. Enjoy free parking, a 24-hour front desk and daily housekeeping. Our guests praise the helpful staff in their reviews. ...
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 NZ$503 per night from 4 Jan to 5 Jan
NZ$503
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this B&B in Goshen. Enjoy free breakfast, room service and parking (surcharge). Popular attractions LEGOLAND® New York and Harness Racing Museum and ...
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
Fully refundableReserve now, pay when you stay
Stay at this B&B in Ringwood. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions New Jersey Botanical Garden and Ringwood State Park ...
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
Stay at this B&B in Montgomery. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions 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
Stay at this B&B in Middletown. Enjoy free Wi-Fi, free parking and bathrobes. Popular attractions Paramount Theatre and Orange County Fair Speedway are located ...
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 NZ$422 per night from 29 Dec to 30 Dec
NZ$422
29 Dec - 30 Dec
includes taxes & fees
Stay at this B&B in Chester. Enjoy free breakfast, free parking and a garden. Popular attractions LEGOLAND® New York and Brotherhood Winery are located ...
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.co.nz 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.co.nz 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
NZ$195
Highest Price
NZ$548
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 NZ$195 per night from 1 Jan to 2 Jan
NZ$195
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
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
The price is NZ$197 per night from 4 Jan to 5 Jan
NZ$197
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this golf hotel in Nanuet. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff in their reviews. ...
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 NZ$206 per night from 22 Dec to 23 Dec
NZ$206
22 Dec - 23 Dec
includes taxes & fees
Stay at this business-friendly hotel in Nanuet. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff and the clean rooms ...
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 NZ$230 per night from 4 Jan to 5 Jan
NZ$230
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Suffern. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
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.