The Best Hotels with Hot Tubs in Chester, VT from AED 402 in 2026

A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

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Our top choices for Chester hotels with hot tubs

A two-story house with a porch, a small garden, and a well-maintained lawn.

A wooden staircase leading to a door with a wreath, a potted plant, and a framed picture on the wall.

A kitchen with a wooden island, stainless steel appliances, and a view of the outdoors through a window.

A kitchen with a coffee maker, mugs, and containers labeled 'Sugar' and 'Coffee'.

1. Historic 150-year-old farmhouse, Jacuzzi included

Chester Depot

Hilary C.

AED 698

AED 1,806 total

includes taxes & fees

1 Nov - 2 Nov

2. Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover

Andover

Lorraine C.

AED 1,028

AED 2,600 total

includes taxes & fees

5 Oct - 6 Oct

A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

A spacious lobby with a fireplace, leather seating, and a chandelier.

A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.

3. Pointe at Castle Hill Resort

Cavendish

Cristian

AED 542

AED 618 total

includes taxes & fees

21 Oct - 22 Oct

A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.

A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.

A large stone building with a steep roof, surrounded by dense forest and hills.

4. Castle Hill Resort And Spa

Cavendish

Brandon

AED 820

AED 894 total

includes taxes & fees

19 Oct - 20 Oct

A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.

A metal bucket with a spoon, two wine glasses, and a checkered cloth on a brick ledge by a pool.

A cozy room with a large bed, a fireplace, and a brick wall.

A banquet hall with multiple round tables set for dining, featuring chandeliers and brick walls.

5. The Common Man Inn & Restaurant

Claremont

Bruce

AED 476

AED 517 total

includes taxes & fees

1 Nov - 2 Nov

A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

A hotel with a swimming pool area, including two hot tubs and lounge chairs.

A balcony with a stone wall and wooden railing overlooking a grassy area with a building in the background.

A hot tub with a tiled interior and a window in the background.

6. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Base Area

Daniel

AED 662

AED 804 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a window with blinds, a desk with a television, and a lamp.

A lobby with a leather sofa, a television mounted on the wall, a painting, and a security control panel.

A lobby with a stone fireplace, leather sofas, and a reception desk.

A stone wall surrounding a swimming pool with a metal handrail.

7. The Black Bear Lodge at Stratton Mountain Resort

Stratton

DENNIS

AED 493

AED 596 total

includes taxes & fees

7 Oct - 8 Oct

A white colonial-style building with a symmetrical facade, central entrance, and a small porch with chairs.

A spacious living area with a staircase, a red door, and a large window.

A long wooden table with red placemats and multiple wine glasses arranged for a tasting.

A living room with leather sofas, a round ottoman, a fireplace, and a bookshelf.

8. Four Columns Inn

Newfane

Raymond

AED 369

AED 402 total

includes taxes & fees

3 Nov - 4 Nov

View all properties

Top Chester Hotel Reviews

The Manchester View

10/10 Excellent

"We arrived at the Manchester View in late September on a trip to see the beautiful change of colors. View is definitely what you get here. Surrounded by gorgeous rolling hills and mountains that were covered with green, yellow, red and orange leaves. We were celebrating our 40th anniversary and were upgraded to a suite room. Thank you! Room was very nice, clean and spacious. My only complaint was the door would stick when trying to open or close the door to the room. And, although the bath was updated and very nice, the finish work around the counter wasn't complete. There was a gap between the wall and counter the ends didn't match up to the wall. But that is just really a minor issue. They also have a continental breakfast with the basics and a nice kick off to start your day. The view, the staff and did I say the view?... We would definitely stay here again!"

The Shire Woodstock

10/10 Excellent

"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."

Pointe at Castle Hill Resort

10/10 Excellent

"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent

"My daughter and I were looking for someplace to meet in the middle… one coming from upstate New York and one coming from Massachusetts.This was not the first hotel we looked at. Fortunately it is the one we stayed at! The facility is very nice, even though older still very well maintained. Staff was exceptional! The location was perfect for just a fun getaway weekend. The downtown area has some lovely restaurants and shops but the restaurant at the resort was also very good. We enjoyed the area so much. We're talking about going again in the winter, even though neither of us have skied in ages!"

The Jackson

10/10 Excellent

"This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont"

Colonial Motel

8/10 Good

"I love these kinds of motor lodges and I want them to keep improving and to succeed."

On The River Inn

8/10 Good

"We had a river view suite. Trouble was you couldn’t see the river. There was to much undergrowth and trees, so you couldn’t tell there was a river there. The view from our balcony was beautiful, out onto the large lawn and a small pond. The TVs are old, so you couldn’t stream. Make sure you tell the front desk or put out your door hanger or you won’t get your room refreshed. The bar seemed open only during dinner hours. During our stay, one night the chief was “out” and they only served burgers. Breakfast was around $18, we never went down. Our room was large and bathroom adequate. It’s a 10 minute drive to town. It’a satisfactory hotel, but not worth the price."

The Equinox Golf Resort And Spa

10/10 Excellent

"Our “go to” for an uber relaxing and comfortable getaway when we are seeking the amenities of an established hotel."

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"Beautiful location. Helpful staff"

Frequently asked questions

What's it like to vacation in Chester?

Come to Chester and discover the coffeehouses. Chester is also known for its shops. Thanks to our handy filters, you can easily find hot tub hotels in Chester.

What are some favorite hot tub hotels in Chester?

Historic 150-year-old farmhouse, Jacuzzi included is a farm house with a fitness center, tennis courts, barbecue grills, a garden, and WiFi. Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is another of our travelers' favorites.

How many hotels with hot tubs are there in Chester on Expedia?

Expedia has 4 hotels with hot tubs in Chester.

What is there to see in Chester?

Experience Chester and visit Vermont Country Store, Lowell Lake State Park, and Connecticut River State Park. If you have a little extra time during your trip, you might want to make a stop at DaVallia Art & Accents and Bonnie's Bundles Dolls.

What can I expect from a hotel with a hot tub in Chester?

Chester lodging options featuring hot tubs come in all shapes and sizes, from top-rated luxury hotels to unique apartments and bed and breakfasts. A selection of properties provide luxurious spas that include hot tubs, along with other self-care services, while other hotels simply provide hot tubs to relax in. You can even book rooms with private hot tubs for the perfect hot tub indulgence.

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Check availability on Chester Hotels with Hot Tubs

Our top choices for Chester hotels with hot tubs

1. Historic 150-year-old farmhouse, Jacuzzi included