Hot Chester Bed & Breakfast Rates

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^

Featured B&B in Chester

The Jackson

The Jackson

4 out of 5
43 Senior Lane, Woodstock, VT
The price is NZ$411 per night from 5 Jan to 6 Jan
NZ$411
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 4-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions ...
The Jackson
The Vesper

The Vesper

3 out of 5
21 Pleasant St, Woodstock, VT
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 6 Jan to 7 Jan
NZ$259
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are ...
The Vesper
Big Bears Lodge

Big Bears Lodge

3 out of 5
344 Route 100, West Dover, VT
The price is NZ$325 per night from 5 Jan to 6 Jan
NZ$325
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star ski B&B in West Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Big Bears Lodge
Save an average of 15% on thousands of hotels when you're signed in
The Inn at Manchester

The Inn at Manchester

3.5 out of 5
3967 Route 7A, Manchester Center, VT
The price is NZ$302 per night from 9 Jan to 10 Jan
NZ$302
includes taxes & fees
9 Jan - 10 Jan 2025
Stay at this 3.5-star B&B in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
The Inn at Manchester
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is NZ$432 per night from 30 Dec to 31 Dec
NZ$432
includes taxes & fees
30 Dec - 31 Dec
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Stone Hearth Inn and Eatery
Bromley View Inn

Bromley View Inn

3.5 out of 5
522 VT Route 30, Bondville, VT
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star B&B in Winhall. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Stratton Mountain Resort and Bromley Alpine Slide ...
Bromley View Inn
Echo Lake Inn

Echo Lake Inn

2.5 out of 5
2 Dublin Rd, Plymouth, VT
The price is NZ$478 per night from 6 Jan to 7 Jan
NZ$478
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this B&B in Plymouth. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okemo Mountain Resort and Echo Lake are located nearby.
Echo Lake Inn
Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
120 Vermont Rte 100, West Dover, VT
The price is NZ$378 per night from 5 Jan to 6 Jan
NZ$378
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star B&B in West Dover. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mount Snow and Mount Snow Golf Course are ...
Deerfield Valley Inn
Colonel Williams Inn

Colonel Williams Inn

3 out of 5
111 Staver Road, Brattleboro, VT
The price is NZ$264 per night from 1 Jan to 2 Jan
NZ$264
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3-star B&B in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Colonel Williams Inn
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.

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
47 B&B
Lowest Price
NZ$259
Highest Price
NZ$680
Popular accommodation
The Jackson , The Vesper , Big Bears Lodge, The Inn at Manchester, Stone Hearth Inn and Eatery, Bromley View Inn, Echo Lake Inn, Deerfield Valley Inn, Colonel Williams Inn

Top trending hotels in Chester

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is NZ$432 per night from 30 Dec to 31 Dec
NZ$432
includes taxes & fees
30 Dec - 31 Dec
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Stone Hearth Inn and Eatery
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$680 per night from 20 Jan to 21 Jan
NZ$680
includes taxes & fees
20 Jan - 21 Jan 2025
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Woodstock Inn & Resort
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St, Manchester Center, VT
Fully refundableReserve now, pay when you stay
The price is NZ$263 per night from 5 Jan to 6 Jan
NZ$263
includes taxes & fees
5 Jan - 6 Jan 2025
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Hampton Inn and Suites Manchester
Save an average of 15% on thousands of hotels when you're signed in
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is NZ$341 per night from 7 Jan to 8 Jan
NZ$341
includes taxes & fees
7 Jan - 8 Jan 2025
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Pointe at Castle Hill Resort
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.

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