Explore the best 2025 4 Star Hotels Hotels in Chester

Name: The Inn at Weathersfield
Price range: $263 total

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Top Chester 4 Star hotels

Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT

$469 nightly

$516 total

Jun 8 - Jun 9

Total includes 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 WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.

Pool

Hot Tub

The Equinox Golf Resort & Spa

3567 Main Street Route 7A, Manchester, VT

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$219 total

Jun 18 - Jun 19

Total includes 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 the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

Kimpton Taconic Hotel by IHG

3835 Main St., Manchester, VT

Free Cancellation

$183 nightly

$201 total

Jun 11 - Jun 12

Total includes 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 for your pet including food and water bowls. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Pet friendly

On The River Inn

1653 West Woodstock Road, Woodstock, VT

$223 nightly

$245 total

Jun 5 - Jun 6

Total includes 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 gym and perks like free self parking and free WiFi.

Pool

Hot Tub

The Jackson

43 Senior Lane, Woodstock, VT

$211 nightly

$232 total

Jun 10 - Jun 11

Total includes taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

Parking included

Free WiFi

The Reluctant Panther Inn and Restaurant

17-39 West Rd, Manchester, VT

$206 nightly

$227 total

Jun 5 - Jun 6

Total includes 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 terrace, a garden, and dry cleaning are also on offer.

Breakfast included

Parking included

The Village Inn of Woodstock

41 Pleasant Street, Woodstock, VT

Get rates

A bar/lounge and a terrace are featured at this inn, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden, a library, and a picnic area are also on offer.

Breakfast included

Parking included

Sugar Maple Inn

145 Vermont Rte 100, West Dover, VT

Get rates

A seasonal outdoor pool is featured at this inn, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, a picnic area, and luggage storage are also on offer.

Pool

Breakfast included

Inn on Putney Road

192 Putney Road, Brattleboro, VT

$284 nightly

$312 total

Jun 5 - Jun 6

Total includes taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free self parking, and free train station pick-up. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station drop-off. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Breakfast included

Spa

The Inn at Weathersfield

1342 Vt Route 106, Perkinsville, VT

$242 nightly

$263 total

Jun 8 - Jun 9

Total includes 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. A terrace, a garden, and a lobby fireplace are also on offer.

Breakfast included

Parking included

Windham Hill Inn

311 Lawrence Dr, West Townshend, VT

Free Cancellation

Reserve now, pay when you stay

$175 nightly

$191 total

Jun 9 - Jun 10

Total includes 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.

Pool

Parking included

Equinox Resort Residences

3567 Main Street, Residences, Manchester, VT

$1,185 nightly

$1,303 total

Jun 29 - Jun 30

Total includes taxes and fees

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 self parking. Enjoy the indoor pool and conveniences like a 24-hour front desk and concierge services.

Pool

Spa

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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 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.

Chester hotels essential information

Accommodation	2,990 hotels
Lowest Price	$191
Highest Price	$1,303
Popular hotels	Woodstock Inn & Resort, The Equinox Golf Resort & Spa, Kimpton Taconic Hotel by IHG, On The River Inn, The Jackson , The Reluctant Panther Inn and Restaurant, The Village Inn of Woodstock, Sugar Maple Inn, Inn on Putney Road, The Inn at Weathersfield, Windham Hill Inn, Equinox Resort Residences

Recent Chester hotel reviews by fellow wanderers

Fullerton Inn

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"I was more than pleased with my stay at The Fullerton Inn. The Inn itself was very nice, clean, comfortable, inviting, relaxed atmosphere. I believe I may have interacted with everyone there other than the kitchen staff who prepared many tasty and plentiful meals. Try and save room for their desserts, you won't be disappointed. As for the rest of the staff, engaging, pleasant, professional, and enjoyable to interact with, including, Rob the proprietor, all were most welcoming. "

A verified traveler stayed at Fullerton Inn