Search Guest Houses in Chester
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Our top choices for Chester guest houses
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
LISA
$395 nightly
The price is $431
Oct 20 - Oct 21
Total with taxes and fees
9.8 out of 10, Exceptional, (23 reviews)
"A classic New England B&B. Light on frills but absolutely comfortable."
Ronald
$167 nightly
The price is $181
Oct 27 - Oct 28
Total with taxes and fees
9.2 out of 10, Wonderful, (74 reviews)
"For booking an overnight stay at the last minute, this place hit the jackpot, and BEYOND EXCEEDED my expectations! The owner was so sweet, and if I ever pass through Wilmington again, I'd definitely stay there again!!!"
Chandra
$205 nightly
The price is $226
Oct 1 - Oct 2
Total with taxes and fees
9.6 out of 10, Exceptional, (184 reviews)
"Wonderful stay"
Justin
$141 nightly
The price is $153
Oct 21 - Oct 22
Total with taxes and fees
8.8 out of 10, Excellent, (8 reviews)
"Very convenient to Mount Snow and we loved the plentiful cozy places to sit and read or interact with other guests. The bed was comfortable, and the shared kitchen space was very well stocked and clean. We will definitely stay again!"
Rosa
$190 nightly
The price is $209
Oct 6 - Oct 7
Total with taxes and fees
8.8 out of 10, Excellent, (98 reviews)
"The Inn is very charming and the staff was super friendly. We sat by the fire at night and enjoyed walking to the covered bridge and along the creek. Very happy with our stay!!"
Ingrid
$730 nightly
The price is $803
Oct 1 - Oct 2
Total with taxes and fees
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.
Top Chester Hotel Reviews
The Equinox Golf Resort And Spa
10/10 Excellent
Find out more about Chester
Chester Guest Houses information
Number of reviews | 180 |
|---|---|
Accommodation | 16 Guest Houses |
Lowest Price | $153 |
Highest Price | $803 |
Explore a world of travel with Expedia
- Manchester Hotels
- Weston Hotels
- Rutland Hotels
- B&B in Andover
- Motels in Springfield
- Motels in Windham
- Woodstock Hotels
- Motels in Chester
- B&B in Athens
- Chester Depot Hotels
- Apartments in Springfield
- Rv Parks in Grafton
- Luxury Hotels in Chester
- B&B in Weston
- Cottages in Athens
- B&B in North Springfield
- Hotels with Free Breakfast in Grafton
- Cottages in Grafton
- Cabin Rentals in Chester
- Rockingham Hotels
- Hotels near Vermont Country Store
- Pet-Friendly Hotels in Grafton
- Motels in North Springfield
- B&B in Baltimore
- North Springfield Hotels
- Cabin Rentals in Springfield
- Hotels with Hot Tubs in Springfield
- Romantic Hotels in Grafton
- Cabin Rentals in Ludlow
- Ludlow Hotels
- Brattleboro Hotels
- B&B in Proctorsville
- Cabin Rentals in Weston
- Resorts & Hotels with Spas in Springfield
- Guest Houses in Saxtons River
- Resorts & Hotels with Spas in North Springfield
- Cabin Rentals in Grafton
- Gay friendly Hotels in Chester
- Condo Rentals in Saxtons River
- Hotels near Magic Mountain Ski Resort
- Cheap Hotels in Springfield
- Hotels near Okemo Mountain Resort
- Chester Hotels
- Condo Rentals in Proctorsville
- Pet-Friendly Hotels in Chester
- Ski Hotels in Chester
- B&B in Springfield
- Hotels near Mount Snow
- Adults Only Resorts & in Chester
- Best Western Hotels in Springfield
- B&B in Ludlow
- Andover Hotels
- Cabin Rentals in Andover
- 5 Star Hotels in North Springfield
- B&B in Chester
- Springfield Hotels
- Condo Resorts in Baltimore
- Cabin Rentals in North Springfield
- Pet-Friendly Hotels in Springfield
- Resorts in Athens
- Stratton Hotels
- Killington Hotels
- Grafton Hotels
- Luxury Hotels in Grafton
- Londonderry Hotels
- Cabin Rentals in Proctorsville