Explore top 2025 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
$389 nightly
The price is $428 total per night from Nov 16 to Nov 17
$428 total
Nov 16 - Nov 17
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! (541 reviews)
Highly recommend stay here

Reviewed on Oct 24, 2025

Opens in a new windowWoodstock Inn & Resort
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
$164 nightly
The price is $181 total per night from Nov 10 to Nov 11
$181 total
Nov 10 - Nov 11
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 ...
7.4/10 Good! (561 reviews)
Nice room, comfortable bed. This is an old grand hotel in tip top shape. We often stay in this type of hotel in NH and VT and found the Equinox to be the best maintained of them all. All the architectural class of its age in virtually new condition. Nice, reasonably priced onsite dining. We didn’t ...

Reviewed on Oct 27, 2025

Opens in a new windowThe Equinox Golf Resort & Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
Fully refundable
$202 nightly
The price is $222 total per night from Nov 3 to Nov 4
$222 total
Nov 3 - Nov 4
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! (811 reviews)
No continental breakfast ,no microwave or in room coffeemaker. Only water or iced tea at check in , no coffee

Reviewed on Oct 25, 2025

Opens in a new windowKimpton Taconic Hotel by IHG
The Jackson

The Jackson

4 out of 5
43 Senior Lane, Woodstock, VT
$175 nightly
The price is $193 total per night from Nov 4 to Nov 5
$193 total
Nov 4 - Nov 5
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! (235 reviews)
The staff were incredible, so friendly and welcoming. Each night they served wine, cheese and crackers. The overall atmosphere and hospitality was amazing. We hated to leave.

Reviewed on Oct 7, 2025

Opens in a new windowThe Jackson
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
$220 nightly
The price is $242 total per night from Nov 9 to Nov 10
$242 total
Nov 9 - Nov 10
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! (1,006 reviews)
Excellent food in restaurant. Nicely decorated. Bed too soft.

Reviewed on Oct 25, 2025

Opens in a new windowOn The River Inn
The Inn at Weathersfield

The Inn at Weathersfield

4 out of 5
1342 Vt Route 106, Perkinsville, VT
$286 nightly
The price is $311 total per night from Nov 26 to Nov 27
$311 total
Nov 26 - Nov 27
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 full breakfast, free WiFi, and free self parking. ...
9.8/10 Exceptional! (69 reviews)
The location of the Inn was in an area that was just wonderful. Staff was very friendly and the menu options were very tasty. Room was clean and well maintained.

Reviewed on Oct 20, 2025

Opens in a new windowThe Inn at Weathersfield
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 from Oct 29 to Oct 30
$227 total
Oct 29 - Oct 30
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! (322 reviews)
Good healthy choices for breakfast

Reviewed on Oct 22, 2025

Opens in a new windowThe Reluctant Panther Inn and Restaurant
Seesaw's Lodge

Seesaw's Lodge

4 out of 5
3574 VT-11, Peru, VT
$197 nightly
The price is $215 total per night from Oct 30 to Oct 31
$215 total
Oct 30 - Oct 31
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Families will appreciate the arcade/game room, onsite laundry facilities, and in-room childcare. Guests ...
9.8/10 Exceptional! (24 reviews)
The cabin was fabulous, everything we were looking for our fall adventure. The cabin was spotless and the motif fit the name of the cabin, adorable. Mountain View, cozy gas fireplace and pet friendly. Josh ( guest service) was absolutely wonderful, helpful and accommodating. We ran into Tom ( manager) ...

Reviewed on Oct 15, 2025

Opens in a new windowSeesaw's Lodge
Windham Hill Inn

Windham Hill Inn

4 out of 5
311 Lawrence Dr, West Townshend, VT
$181 nightly
The price is $198 total per night from Nov 11 to Nov 12
$198 total
Nov 11 - Nov 12
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden is also provided.
8.4/10 Very Good! (36 reviews)
The Inn is situated near the top of a mountain and surrounded by other hilltops. There are trails that help you to reconnect with nature. Our room was lovely and comfortable. There is a attention to detail in the decor of this establishment which is both delightful and humorous.

Reviewed on Jul 11, 2025

Opens in a new windowWindham Hill Inn
Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
77 Okemo Ridge Rd, Ludlow, VT
Ski-in/ski-out access and an outdoor pool are featured at this smoke-free aparthotel. Enjoy the indoor pool and perks like free self parking and free WiFi. A ...
8/10 Very Good! (31 reviews)
Very peaceful!!!
Nice and quiet. Self contained in the building. Pool and hottub were great

Reviewed on Sep 1, 2025

Opens in a new windowSolitude Village at Okemo
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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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