Compare Inns in Chester

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Inns in Chester

Kedron Valley Inn

Kedron Valley Inn

3.5 out of 5
4778 South Road, South Woodstock, VT
$259 nightly
The price is $285 total per night
$285 total
Nov 1 - Nov 2
Total with taxes and fees
Kedron Valley Inn features free WiFi in public areas, meeting rooms, and a terrace. Free parking is available if you drive.
Pet friendly
Parking included
Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
2709 West Woodstock Rd, Woodstock, VT
$369 nightly
The price is $406 total per night
$406 total
Oct 19 - Oct 20
Total with taxes and fees
Lincoln Inn & Gallery features free WiFi in public areas and a fireplace in the lobby. A stay here includes free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This smoke-free inn also has a picnic area.
Breakfast included
Parking included
Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common, Chester, VT
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $162 total per night
$162 total
Nov 2 - Nov 3
Total with taxes and fees
Fullerton Inn features free WiFi in public areas, meeting rooms, and a business center. If you drive, put free parking to good use. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. This smoke-free inn also has a garden.
Breakfast included
Parking included
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

4 out of 5
17-39 West Rd, Manchester, VT
$206 nightly
The price is $227 total per night
$227 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of The Reluctant Panther Inn and Restaurant enjoy free WiFi in public areas, a meeting room, and a terrace. Free parking is available if you drive. Front-desk staff can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this luxury inn include laundry facilities, a garden, and wedding services.
Breakfast included
Parking included
The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

3.5 out of 5
21 Water Street, Claremont, NH
Guests staying at The Common Man Inn & Restaurant enjoy a gym, free WiFi in public areas, and a hot tub. There's free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include conference space, a 24-hour business center, and a microwave in a common area.
Hot Tub
Breakfast included
The Inn at Weathersfield

The Inn at Weathersfield

4 out of 5
1342 Vt Route 106, Perkinsville, VT
$260 nightly
The price is $284 total per night
$284 total
Oct 19 - Oct 20
Total with taxes and fees
Guests of The Inn at Weathersfield enjoy access to free WiFi in public areas, meeting rooms, and refrigerator in a common area. You can put free parking to good use if you drive. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a library, express check-out, and a terrace.
Breakfast included
Parking included
Inn at Valley Farms

Inn at Valley Farms

2 out of 5
633 Wentworth Rd, Walpole, NH
$190 nightly
The price is $207 total per night
$207 total
Oct 29 - Oct 30
Total with taxes and fees
Guests staying at Inn at Valley Farms enjoy free WiFi in public areas, express check-out, and a garden. Free parking is available if you drive. Additional amenities include barbecue grills and a picnic area.
Parking included
Free WiFi
The Village Inn of Woodstock

The Village Inn of Woodstock

4 out of 5
41 Pleasant Street, Woodstock, VT
A local mainstay since 1899, The Village Inn of Woodstock offers free WiFi in public areas, an arcade/game room, and a library. You can take advantage of free parking if you drive. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include express check-in, express check-out, and a terrace.
Breakfast included
Parking included
The Hermitage Inn Vermont

The Hermitage Inn Vermont

4 out of 5
25 Handle Road, West Dover, VT
$550 nightly
The price is $605 total per night
$605 total
Oct 6 - Oct 7
Total with taxes and fees
The Hermitage Inn Vermont offers a 24-hour gym, 2 hot tubs, and a sauna. Free parking is available if you drive. Front-desk staff can assist with luggage storage, concierge services, and securing valuables. Other amenities at this golf inn include free WiFi in public areas, a meeting room, and a library.
Hot Tub
Breakfast included
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.

Hotel Options in Chester

    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St., Woodstock, VT
    $156 nightly
    The price is $172 total per night from Nov 4 to Nov 5
    $172 total
    Nov 4 - Nov 5
    Total with taxes and fees
    8.6/10 Excellent! (835 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    $449 nightly
    The price is $494 total per night from Nov 2 to Nov 3
    $494 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (534 reviews)
    The Equinox Golf Resort & Spa

    The Equinox Golf Resort & Spa

    3567 Main Street Route 7A, Manchester, VT
    $172 nightly
    The price is $189 total per night from Nov 2 to Nov 3
    $189 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.2/10 Good! (539 reviews)

Inns

Find a great Chester inn
If you’re on the lookout for a place to stay in Chester that sports special touches and décor but is less costly than a bed and breakfast, rent a room at an inn. Whether you’re staying for a day, a week or a month, Orbitz has a great selection of super-comfy Chester inns to choose from.

Pick the right inn for you
The most popular hotel inns in Chester merge the convenience of an inn with many of the standard features of a hotel. Think pools and gyms, without the hefty price tag.

You’ll find Chester inns are located in all sort of convenient neighborhoods, making them a great option for those traveling on four wheels. They can also offer a tasty breakfast and hearty dinner, saving you the time and effort it would take to find good eats in a new place. 

If you want a space filled with loads of personality and a good helping of hospitality to boot, look out for historic inns. Privately owned with an exclusive number of rooms, you’ll receive a more personalized stay, much like a boutique hotel. No matter what type of inn you choose, you’re sure to enjoy unique experiences you won’t find anywhere else.

Chester Inns essential information

Accommodation
10 Inns
Lowest Price
$162
Highest Price
$605
Popular accommodation
Kedron Valley Inn, Lincoln Inn & Gallery, Fullerton Inn, The Reluctant Panther Inn and Restaurant, The Common Man Inn & Restaurant, The Inn at Weathersfield, Inn at Valley Farms, The Village Inn of Woodstock, The Hermitage Inn Vermont

More to Explore

More to Explore