4 Stars Hotels in Chester, Vermont from CA $194

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Check availability on Chester 4 Star Hotels

Our top choices for Chester 4-star hotels

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (578 reviews)
"Everything was excellent"
United States
Jerry
The price is CA $603
CA $724 total
includes taxes & fees
Jun 1 - Jun 2
Woodstock Inn & Resort

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
4.0 star property
Manchester Village Historic District
9.4 out of 10, Exceptional, (841 reviews)
"We always love this property!!"
United States
Barbara
The price is CA $221
CA $296 total
includes taxes & fees
May 25 - May 26
Kimpton Taconic Hotel by IHG

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (621 reviews)
"No coffee makers in the rooms and no coffee service in the lobby except in the morning. No refrigerators in the rooms. Bed was comfortable and clean. Room was spacious and lovely. Hot tub was wonderful. The stay was nice."
United States
Maria
The price is CA $181
CA $276 total
includes taxes & fees
Jun 3 - Jun 4
The Equinox Golf Resort & Spa

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,009 reviews)
"Clean room, friendly staff, family-friendly. "
United States
Suwei
The price is CA $244
CA $319 total
includes taxes & fees
Jun 10 - Jun 11
On The River Inn

The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant
4.0 star property
Manchester Village Historic District
9.8 out of 10, Exceptional, (362 reviews)
"Spacious room with sitting area and fireplace."
United States
Jean
The price is CA $315
CA $346 total
includes taxes & fees
Jun 14 - Jun 15
The Reluctant Panther Inn and Restaurant

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (39 reviews)
"The hot tub was so amazing"
United States
Mark
The price is CA $178
CA $194 total
includes taxes & fees
May 24 - May 25
Four Columns Inn

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (280 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is CA $180
CA $198 total
includes taxes & fees
Jun 8 - Jun 9
The Jackson

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (41 reviews)
"The room was wonderful. SO spacious and well-appointed, extremely clean. Loved the excellent bedding, the soaking tub, the perfect water pressure in the shower. We did not expect the flat-screen TV, so it was a treat to have. Don't let the lack of restaurant bother you: There are plenty of great choices around, though you have a bit of a drive. For a leisurely romantic weekend, I can't think of a better place. "
United States
Debbie
The price is CA $255
CA $278 total
includes taxes & fees
Jun 1 - Jun 2
Windham Hill Inn

The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
8.8 out of 10, Excellent, (18 reviews)
"Wonderful stay! Loved the amenities!"
United States
Keely
The price is CA $402
CA $442 total
includes taxes & fees
May 31 - Jun 1
The Hermitage Inn Vermont

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
"Great location, service and restaurant "
United States
LUDJANE
The price is CA $222
CA $292 total
includes taxes & fees
May 31 - Jun 1
The Inn at Weathersfield

Seesaw's Lodge

Seesaw's Lodge
4.0 star property
Peru
10.0 out of 10, Exceptional, (26 reviews)
"Great cabin with an even greater staff!!"
United States
Eyasser
The price is CA $255
CA $278 total
includes taxes & fees
May 21 - May 22
Seesaw's Lodge

Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts
4.0 star property
Clock Tower Base Area
7.8 out of 10, Good, (35 reviews)
"Great location!"
United States
DIEN
Solitude Village at Okemo by Vail Resorts

The Village Inn of Woodstock

The Village Inn of Woodstock
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (96 reviews)
"Inn was beautiful, the details exactly what you'd want for a weekend getaway. Room was cozy (room 6), bed was comfortable, jetted tub was awesome for us not having a tub at home, bar was a nice place to hang out and breakfast was excellent. Location was perfect, it was an easy walk into the center of town, even in winter. Honestly, nothing bad to say."
United States
Nicholas
The Village Inn of Woodstock

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property
4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (26 reviews)
"I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place "
United States
Kathia
Winterplace at Okemo, A Vail Resorts Property

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (58 reviews)
"Fabulous home, breakfast, staff, and location. Excellent value! Will definitely be back!"
United States
Mary
The price is CA $390
CA $429 total
includes taxes & fees
May 24 - May 25
Inn on Putney Road

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (105 reviews)
"Great stay"
United States
Wayne
The price is CA $414
CA $449 total
includes taxes & fees
May 24 - May 25
Chesterfield Inn

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The Woodstocker B&B

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
4.0 star property
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful four night stay at this great condo! Perfect if you are skiing out of Okemo! The condo was beautiful, clean and the host Bill was so communicative and responded to texts immediately. The gym and spa was also an added bonus! Great time! "
United States
Nipa
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
4.0 star property
West Dover
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

Bromley Mountain Escape w/ 2 Balconies: Hike & Ski

Bromley Mountain Escape w/ 2 Balconies: Hike & Ski
4.0 star property
Bromley Mountain
6.0 out of 10, (1 review)
"The property is low cost in a nice area of Peru seconds from Bromley Mtn. BUT the property needs some serious updating -No AC. The host was more than accomodating. "
United States
Chris
Bromley Mountain Escape w/ 2 Balconies: Hike & Ski
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Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

Find out more about Chester

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Chester are calling your name. Known for providing first-rate service in amazing locations, each of the Chester 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Chester. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Chester, Vermont, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Chester hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chester?
To book a 4-star hotel in Chester that fits your budget, take advantage of Expedia's filter tool. Check out the availability during your chosen dates and use our pricing filter to set your maximum rate. You can also list your results by the most budget-friendly retreat first.

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What's the difference between 5-star and 4-star hotels in Chester?
Offering a welcoming guest experience and upmarket décor, 4-star hotels are an excellent option for your Chester trip. These types of accommodations generally come with lots of handy amenities that make it easy to kick back and relax — think complimentary bathrobes, gyms and restaurants. Or enjoy even more lavishness at a 5-star hotel designed to indulge you in high-end perks and amenities. 24-hour front desk, complimentary toiletries and gourmet dining are typically featured at these swanky retreats.
Does Chester have any 4-star all-inclusive resorts?
Finding your dream vacation in Chester is as easy as typing in your travel details and selecting our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodations, meals and activities, or opt for a standard 4-star resort in or around this popular destination.

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