Explore top 2026 4 Star Hotels in Chester

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Top Chester 4 Star hotels

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$349 nightly
The price is $384 total per night from Feb 22 to Feb 23
$384 total
Feb 22 - Feb 23
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free ...
9.2/10 Wonderful! (561 reviews)
Excellent hotel, staff well trained.

Reviewed on Jan 21, 2026

Opens in a new windowWoodstock Inn & Resort
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
$219 nightly
The price is $241 total per night from Feb 25 to Feb 26
$241 total
Feb 25 - Feb 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need ...
9.2/10 Wonderful! (828 reviews)
Staff, cleanliness, ambience, restaurant, all perfect! We can’t wait to return!

Reviewed on Jan 4, 2026

Opens in a new windowKimpton Taconic Hotel by IHG
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A Manchester VT
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $189 total per night from Feb 3 to Feb 4
$189 total
Feb 3 - Feb 4
Total with taxes and fees
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of ...
7.2/10 Good! (589 reviews)
Was surprised at the dirty floors in common area and in my room one of the curtain sheers was ripped, other curtains were hanging off hokks, caulking at sink looked old, cracked, carpets in staircase dirty. I fear this beautiful hotel is in a downward spiral. One front desk person directed me to ...

Reviewed on Jan 9, 2026

Opens in a new windowThe Equinox Golf Resort & Spa
The Jackson

The Jackson

4 out of 5
43 Senior Lane Woodstock VT
$199 nightly
The price is $219 total per night from Feb 1 to Feb 2
$219 total
Feb 1 - Feb 2
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
9.6/10 Exceptional! (260 reviews)
Easy check-in, we were texted a door code in advance. Very quaint and pretty Inn. Staff were very nice and accommodating, specifically Stacey. The on-premise restaurant is amazing, we ended up having dinner and breakfast there. Bartender, Rita was great.

Reviewed on Jan 18, 2026

Opens in a new windowThe Jackson
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
$177 nightly
The price is $195 total per night from Feb 1 to Feb 2
$195 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the ...
9.2/10 Wonderful! (1,000 reviews)
Our stay was absolutely wonderful. The room was clean & comfortable with a nice view from balcony. The breakfast was good & the bar was very nice on a cold evening. Look forward to staying here again.

Reviewed on Jan 12, 2026

Opens in a new windowOn The River Inn
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

4 out of 5
17-39 West Rd Manchester VT
$179 nightly
The price is $197 total per night from Jan 28 to Jan 29
$197 total
Jan 28 - Jan 29
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A ...
9.6/10 Exceptional! (344 reviews)
Beautiful and clean room! Amazing hospitality and delicious food from the restaurant. I’ve stayed here several times. Each time I fall more in love with the Reluctant Panther!

Reviewed on Jan 20, 2026

Opens in a new windowThe Reluctant Panther Inn and Restaurant
Four Columns Inn

Four Columns Inn

4 out of 5
21 West Street Newfane VT
Fully refundable
$129 nightly
The price is $141 total per night from Feb 2 to Feb 3
$141 total
Feb 2 - Feb 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and ...
9.6/10 Exceptional! (19 reviews)
Beautiful room and property.

Reviewed on Jan 7, 2026

Opens in a new windowFour Columns Inn
Seesaw's Lodge

Seesaw's Lodge

4 out of 5
3574 VT-11 Peru VT
$267 nightly
The price is $291 total per night from Jan 28 to Jan 29
$291 total
Jan 28 - Jan 29
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, ...
9.8/10 Exceptional! (26 reviews)
Great cabin with an even greater staff!!

Reviewed on Dec 21, 2025

Opens in a new windowSeesaw's Lodge
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
77 Okemo Ridge Rd Ludlow VT
Ski-in/ski-out access and an indoor pool are featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the ...
8.6/10 Excellent! (26 reviews)
Room was clean, spacious and quiet. We had an amazing view and were warmly greeted by the staff. Upon check-in we were informed that they were proactively moving our stay to another building because of problems that had been reported. Thankful for their foresight so we didn't have to endure any issues ...

Reviewed on Oct 28, 2025

Opens in a new windowWinterplace at Okemo
Equinox Resort Residences

Equinox Resort Residences

4.5 out of 5
3567 Main Street Manchester VT
This smoke-free resort features a golf course, a full-service spa, and 4 restaurants. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free ...
3 room townhouse was great . Check in time is 4 . Wasn’t ready till 430 Also I think carpets in house need to be washed Other than that everything was 10 .

Reviewed on Sep 29, 2024

Opens in a new windowEquinox Resort Residences
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4 Star Hotels Chester

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Chester 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Chester will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Chester, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

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