Search Guest Houses in Chester

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We 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
No exact matches found, but these alternatives could be just right

Recommended hotels in Chester

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,002 reviews)
"yes parking was good and breakfast was plentiful"
United States
Eileen
$101 nightly
The price is $124
May 7 - May 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
$215 nightly
The price is $243
May 6 - May 7
Total with taxes and fees
The Dominion House Bed & Breakfast

Grand 10BR Retreat w/Pool & Hot Tub

Grand 10BR Retreat w/Pool & Hot Tub
Chester
2.0 out of 10, (1 review)
"All our children were allergic to hot water .The water was not clean .The landlord should have cleaned it with chlorine ,but he didn’t."
United States
Gulshoda K.
$3,190 nightly
The price is $3,609
May 5 - May 6
Total with taxes and fees
Grand 10BR Retreat w/Pool & Hot Tub

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (39 reviews)
"Helpful and nice staff"
United States
Albino
$98 nightly
The price is $121
May 10 - May 11
Total with taxes and fees
Comfort Suites Central Valley - Woodbury

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (130 reviews)
"Was a nice room in a nice town! Would stay there again with a super easy check in and checkout "
United States
Reuben
$84 nightly
The price is $94
Jun 3 - Jun 4
Total with taxes and fees
High Point Motel

The Hamlet Inn at Warwick

The Hamlet Inn at Warwick
2.5 star property
Warwick
7.6 out of 10, Good, (159 reviews)
"good accommodations "
United States
Alejandro
$86 nightly
The price is $97
May 4 - May 5
Total with taxes and fees
The Hamlet Inn at Warwick

The Factory

The Factory
2.0 star property
Beacon
9.8 out of 10, Exceptional, (77 reviews)
" Beautifully decorated and inviting room. Loved the vibe. Parking can be tricky but I would definitely stay here again. Highly recommended. "
United States
Linda
$320 nightly
The price is $368
May 13 - May 14
Total with taxes and fees
The Factory

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.0 out of 10, Very Good, (80 reviews)
"Great Stay"
United States
Siddiq
$98 nightly
The price is $113
May 11 - May 12
Total with taxes and fees
Spark by Hilton Fishkill

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (1,002 reviews)
"Very nice hotel, clean and love the breakfast menu."
United States
Sonam
$112 nightly
The price is $133
May 10 - May 11
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
$169 nightly
The price is $200
May 4 - May 5
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 4

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1,004 reviews)
"Great hotel for the price!"
United States
Jacqueline
$97 nightly
The price is $112
May 25 - May 26
Total with taxes and fees
Quality Inn & Suites Fishkill South near I-84

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (135 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
$269 nightly
The price is $318
May 4 - May 5
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (41 reviews)
"Clean room, friendly staff, plentiful breakfast "
United States
Michelle
$308 nightly
The price is $363
May 25 - May 26
Total with taxes and fees
LEGOLAND Hotel NEW York

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"Fresh breakfast each morning"
United States
Amanda
$89 nightly
The price is $106
May 10 - May 11
Total with taxes and fees
Tru by Hilton Middletown

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
Middletown
8.8 out of 10, Excellent, (714 reviews)
"This is a wonderful hotel. Very clean and staff was amazing. "
United States
Joyce
$100 nightly
The price is $118
May 10 - May 11
Total with taxes and fees
Holiday Inn Express & Suites Middletown - Goshen by IHG

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
2.5 star property
Newburgh
9.2 out of 10, Wonderful, (1,004 reviews)
"Large shower, clean, good breakfast, right off the highway, convenient parking "
United States
Michelle
$114 nightly
The price is $135
May 10 - May 11
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (618 reviews)
"Very clean and staff helpful "
United States
Kaiden
$110 nightly
The price is $125
May 25 - May 26
Total with taxes and fees
Days Inn by Wyndham Wurtsboro

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,098 reviews)
"Clean room, friendly staff, good breakfast!"
United States
Sarah
$109 nightly
The price is $134
May 10 - May 11
Total with taxes and fees
Hampton Inn Harriman Woodbury

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (691 reviews)
"A nice quiet place to stay when visiting cadet son at West Point. An older motel that is well maintained and comfortable."
United States
John
$100 nightly
The price is $123
Jun 1 - Jun 2
Total with taxes and fees
West Point Motel

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna

Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
Vernon
10.0 out of 10, Exceptional, (81 reviews)
"Great stay"
United States
cristina g.
$212 nightly
The price is $240
May 4 - May 5
Total with taxes and fees
Resort Getaway ! Mtn Creek Ski-In Ski-Out -Pool-Hot Tub-Sauna
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chester Hotel Reviews

Find out more about Chester

Chester Guest Houses information

Number of reviews
9,139
Accommodation
3 Guest Houses
Lowest Price
$94
Highest Price
$3,609

Frequently asked questions

What is the nightly rate for a guest house in Chester?
Rates for Chester guest houses vary, but travelers can find great-value prices from $94 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chester guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Chester guest house and a B&B?
A guest house in Chester is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

Explore a world of travel with Expedia