Search for Cheap Deals on
4 Star Hotels in Chester

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking, and you save up to 60%!


Featured 4 Star Chester Hotels

Woodstock Inn & Resort
4.5 out of 5
  • 1 hour drive from DaVallia Art & Accents
The price is $384 per night from Dec 16 to Dec 17
$384
includes taxes & fees
Dec 16 - Dec 17
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
Kimpton Taconic Hotel, an IHG Hotel
4 out of 5
Fully refundable
  • 59 min drive from DaVallia Art & Accents
The price is $220 per night from Dec 16 to Dec 17
$220
includes taxes & fees
Dec 16 - Dec 17
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
Kimpton Taconic Hotel, an IHG Hotel
The Equinox Golf Resort & Spa
4.5 out of 5
  • 59 min drive from DaVallia Art & Accents
The price is $243 per night from Dec 1 to Dec 2
$243
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our ...
The Equinox Golf Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
506 On the River Inn
4 out of 5
  • 58 min drive from DaVallia Art & Accents
The price is $252 per night from Dec 1 to Dec 2
$252
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4-star ski hotel in Woodstock. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the helpful staff in our ...
506 On the River Inn
The Jackson House Inn
4 out of 5
  • 59 min drive from DaVallia Art & Accents
The price is $218 per night from Nov 28 to Nov 29
$218
includes taxes & fees
Nov 28 - Nov 29
Stay at this 4-star B&B in Woodstock. Enjoy free WiFi, free parking, and a garden. Our guests praise the breakfast in our reviews. Popular attractions Union ...
The Jackson House Inn
The Reluctant Panther Inn and Restaurant
4 out of 5
  • 59 min drive from DaVallia Art & Accents
The price is $197 per night from Dec 1 to Dec 2
$197
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4-star luxury inn in Manchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
The Reluctant Panther Inn and Restaurant
The Village Inn of Woodstock
4 out of 5
  • 1 hour drive from DaVallia Art & Accents
Stay at this 4-star inn in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Red Wagon Toy Company ...
The Village Inn of Woodstock
The Hermitage Inn Vermont
4 out of 5
  • 1 hour drive from DaVallia Art & Accents
The price is $454 per night from Nov 28 to Nov 29
$454
includes taxes & fees
Nov 28 - Nov 29
Stay at this 4-star golf inn in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and The Hermitage Club are located ...
The Hermitage Inn Vermont
Equinox Resort Residences
4.5 out of 5
  • 59 min drive from DaVallia Art & Accents
Stay at this 4.5-star luxury resort in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Popular attractions Golf Club at Equinox and American ...
Equinox Resort Residences
Seesaw's Lodge
4 out of 5
  • 41 min drive from DaVallia Art & Accents
The price is $221 per night from Dec 1 to Dec 2
$221
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4-star family-friendly lodge in Peru. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Bromley Alpine Slide and Bromley ...
Seesaw's Lodge
2BR Sunshine Town Condo
4 out of 5
  • 58 min drive from DaVallia Art & Accents
The price is $260 per night from Dec 1 to Dec 2
$260
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4-star business-friendly condo in Newport. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Connecticut Lakes Region and ...
2BR Sunshine Town Condo
Solitude Village at Okemo
4 out of 5
  • 28 min drive from DaVallia Art & Accents
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet ...
Solitude Village at Okemo
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.

4-star hotels in Chester

When you want to live it up, but not bust your bank account, then there’s nothing better than a 4-star hotel in Chester for your next trip. You’ll get all the amenities you can think of (and then some) at a rate within your means.

No fault in our stars

So what’s with the star rating anyway? Good question. The star rating has little to do with the price, and more to do with the amenities. 4-Star hotels in Chester as well as everywhere else, usually have all those thoughtful touches that make you go “Ooh,” “Ahh,” and ”YES!” Think amenities like luxury bedding, high-end electronics, concierge service, and restaurants that make eating in a gourmet experience.

Stars that shine

You know there are as many underground spots, inviting lounges, memory-making music venues as there are stars in the sky. But you’ll need the funds to check them all off. That’s why we give you the chance to take us up on the Hotwire Hot Rate. You can snag Chester 4-star hotels and still have plenty of leftover cash to paint the town whatever color you want. Filter hotels by:

  • Hotwire Hot Rate: We’ll snag you a crazy deal on a room by finding your hotel name after you book.
  • Price: You know that paying full price is for suckers? You can get a cheap 4-star hotel in Chester starting at $197 per night.
  • Amenities: What makes you flip for your trip? Full-service spa? Heated pool? 24-hour room service? Get a hotel that’ll send you over the moon.

Do you deserve a swanky hotel with a ton of amenities? Yes, yes you do. And you also deserve a sweet deal on it. Book with Hotwire today and get that star-studded Chester 4-star hotel and have plenty of cash left over to spend at that secret super star joint in the city.