Family Hotels & Resorts in Chester from AU$162

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Check availability on Chester Family Hotels

Our top choices for Chester family-friendly hotels

Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.2 out of 10, Very good, (51 reviews)
The price is AU$182
includes taxes & fees
6 July - 7 July
Comfort Suites Central Valley - Woodbury
Exterior detail

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (168 reviews)
The price is AU$167
includes taxes & fees
7 June - 8 June
Borland House Inn
Suite, 1 King Bed, Non Smoking

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, (1,003 reviews)
  • cleanliness
    Family fun awaits at this hotel with splashdown beach just minutes away and a convenient full-size breakfast each day.
The price is AU$162
includes taxes & fees
6 July - 7 July
Quality Inn & Suites Fishkill South near I-84
Reception

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Magical family escapes with a splash—seasonal outdoor pool near LEGOLAND® New York provides endless fun and relaxation.
The price is AU$248
includes taxes & fees
10 June - 11 June
Fairfield Inn & Suites by Marriott Goshen Middletown
Free daily continental breakfast

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
8.2 out of 10, Very good, (119 reviews)
The price is AU$166
includes taxes & fees
1 July - 2 July
Spark by Hilton Fishkill
Lobby

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Family fun at Hampton Inn by Hilton Middletown starts with a seasonal pool and LEGOLAND® just a short drive away.
The price is AU$185
includes taxes & fees
16 June - 17 June
Hampton Inn by Hilton Middletown
Exterior

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, (1,004 reviews)
The price is AU$207
includes taxes & fees
7 June - 8 June
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Business centre

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,004 reviews)
  • cleanliness
    Kids enjoy daytime adventures while parents relax in cosy rooms at this budget-friendly motel near Woodbury outlets.
The price is AU$171
includes taxes & fees
7 June - 8 June
Americas Best Value Inn at Central Valley-Woodbury
Lobby

Best Western The Inn at Ramsey-Mahwah

Best Western The Inn at Ramsey-Mahwah
3.0 star property
Ramsey
7.2 out of 10, Good, (1,009 reviews)
  • cleanliness
    Family-friendly comfort with a wealth of complimentary amenities makes this hotel perfect for memorable trips with the little ones.
The price is AU$177
includes taxes & fees
11 June - 12 June
Best Western The Inn at Ramsey-Mahwah
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
The price is AU$418
includes taxes & fees
7 June - 8 June
Cozy country efficiency in the Hudson Valley
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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Choose what matters most at family-friendly hotels in Chester

Breakfast included
Pool

Top Chester Hotel Reviews

Studio 6 Extended Stay Fishkill Westage Center NY

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible
"My experience at this hotel was extremely disappointing. The property was dirty and did not appear to be well maintained. There were individuals loitering around the property, which made me feel unsafe and uncomfortable. In addition, there was often no staff available at the front desk when assistance was needed. Based on the condition of the hotel and the overall experience, I did not feel comfortable staying there. This was not the quality or level of service I expected when making my reservation. As a result, I would not recommend this property to friends, family, or colleagues. Given the significant inconvenience, stress, and disruption caused by this experience, I believe appropriate compensation is warranted. I respectfully request a complimentary weekend stay or comparable accommodation as a gesture of goodwill and to help restore my confidence in your brand. I look forward to your prompt response and a fair resolution to this matter."
Nicoled 1-night trip
Posted 1 hour ago
Studio 6 Extended Stay Fishkill Westage Center NY

Frequently asked questions

What's Chester like for family-friendly holidays?
The welcoming destination of Chester is a great choice if you've been considering a holiday with the children. The excursions, swimming spots and coffee shops are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Newburgh, NY (SWF-Stewart Intl.), which is located 13.5 mi (21.7 km) from the city centre.
What's the best family accommodation in Chester?
The Dominion House Bed & Breakfast is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Chester?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chester are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What's there to see and do with your family in Chester?
While you are visiting Chester, you and the family may want to explore some interesting spots such as LEGOLAND® New York, Galleria at Crystal Run and Mount Peter Ski Area. Make sure that you have lots of time for activities such as Woodbury Common Premium Outlets and Orange County Fair Speedway.