A blue house with a white porch and a flag.

Hotels in Chester

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Where to stay in Chester?

A hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.

A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.

A modern dining area with wooden tables and chairs, large windows offering a view of a lake and bridge, and unique spherical hanging lights.

A pool area with chairs and a lifebuoy, large windows, and a view of the outdoors.

1. Oak Island Resort & Conference Centre

Western Shore

$115

$131 total

includes taxes & fees

Nov 1 - Nov 2

A pathway leading to a house surrounded by lush greenery and a well-maintained garden.

A dining room with a round table set for six, surrounded by six chairs. There is a chandelier above the table, and a large framed picture on the wall.

A wooden staircase leading to a double door with a frosted glass window.

A waterfront property with a row of colorful houses reflecting in the water, a gazebo, and a stone wall.

2. Miller House By the Bay

mahone bay

$109

$125 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with two beds, a large window, and artwork on the walls.

A hallway with a white door leading to a room with a view.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

A residential area with a white house, a well-maintained garden with various plants and flowers, and a stone wall in the foreground.

3. The Homeport Motel

Lunenburg

$75

$85 total

includes taxes & fees

Nov 1 - Nov 2

A cozy indoor seating area with wooden tables and chairs, large windows overlooking a snowy outdoor scene, and potted plants adding greenery.

A marina with boats docked, a lighthouse, and outdoor seating with umbrellas.

A multi-story house with a blue exterior, located near a body of water, surrounded by a wooden fence, and featuring a stone wall and a grassy area with red foliage.

A waterfront property with a dock, boats, and a building with a balcony overlooking the water.

4. The Tuna Blue Inn and Restaurant

Hubbards

$128

$150 total

includes taxes & fees

Oct 25 - Oct 26

5. Magnolia Inn

Mahone Bay

$152

$173 total

includes taxes & fees

Oct 25 - Oct 26

A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a dresser, a chair, a window with a view of trees, and a patterned rug.

A wooden deck leading to a small cabin with a dark door, surrounded by trees.

A spacious dining area with a long wooden table and chairs, surrounded by large windows and wooden walls.

A compact kitchen with white cabinetry, a built-in oven, and a window overlooking a wooden deck.

6. Black Forest Cabins

Mahone Bay

$144

$189 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a gabled roof and a front porch.

A bedroom with a large bed, a dresser, a television, and a lamp. There are two windows with curtains and a ceiling light.

A spiral staircase with white railings and wooden handrails, leading to an upper floor.

A dining room with a wooden table, chairs, a chandelier, and a window with floral curtains.

7. Fairmont House Bed & Breakfast

Mahone Bay

$143

$163 total

includes taxes & fees

Nov 1 - Nov 2

A table with two wine glasses and a vase of flowers by a window overlooking a harbor.

A yellow and purple house with hanging flower baskets and potted plants on the porch.

A covered outdoor seating area with tables and chairs, overlooking a harbor with boats and flags.

A balcony with a view of a beach, a pool, and a statue.

8. Rum Runner Inn

Lunenburg Waterfront

$141

$160 total

includes taxes & fees

Nov 8 - Nov 9

A deck with a glass table and two chairs overlooking a rocky shoreline and calm sea.

A red building with a parking area and a view of the ocean at sunset.

A motel with a row of rooms, a parking area, and a garden with various flowers.

A bedroom with a large bed, a ceiling fan, a TV, and a view of the outdoors through a sliding door.

9. Clifty Cove Motel

Indian Harbour

$135

$158 total

includes taxes & fees

Oct 25 - Oct 26

A waterfront restaurant with outdoor seating and a gift shop.

A living room with a large window, wooden furniture, and a brick wall.

A living room with a large window overlooking a body of water, a flat-screen TV, a dark brown sofa, a patterned armchair, and a small coffee table.

An outdoor seating area with green umbrellas labeled "Moosehead Lager," overlooking a body of water with boats and a red building in the background.

10. The Dockside Inn & Restaurant

Lunenburg Waterfront

$107

$122 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a covered porch, a front yard with a lawn, and a driveway.

A bedroom with a bed, a nightstand, a dresser, and a window with a view.

A staircase with white balusters, a chandelier, a patterned rug, and a chair with striped upholstery.

A sign for a bed and breakfast named 'Rose & Thistle' with a white fence and potted plants.

11. Rose & Thistle Bed & Breakfast

Lunenburg

$97

$130 total

includes taxes & fees

Oct 25 - Oct 26

A cozy living room with a grey sofa, a wooden staircase, a dining area with a white table and chairs, and a kitchen with white cabinets and a microwave.

A building with a sign reading "SALT SHAKER DELI" and a hanging flower basket.

An outdoor seating area with red umbrellas and a hanging flower arrangement.

A four-poster bed with a white bedspread, a bedside lamp, and a patterned rug.

12. Salt Shaker Deli & Inn

Lunenburg Waterfront

$149

$170 total

includes taxes & fees

Oct 25 - Oct 26

A deck with a fire pit, outdoor seating, and a view of the ocean at sunset.

A small house by the water with a grassy area in front and a dock.

A deck with two blue Adirondack chairs facing a body of water, with a view of a dock and trees in the distance.

A bedroom with a bed, a sofa, a TV mounted on the wall, and a chandelier.

13. Lighthouse Lane Cottages

Indian Harbour

$141

$165 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.

A hotel room with a sofa, a small table, a TV, a microwave, and a bathroom visible through an open door.

An outdoor patio area with tables and chairs, string lights, and wooden fences.

A modern bathroom with a large bathtub, a wooden vanity, and a bedside table with a lamp.

14. Best Western Plus Bridgewater Hotel & Convention Centre

Cookville

$119

$136 total

includes taxes & fees

Nov 10 - Nov 11

A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.

A brick building with a covered parking area and a small garden.

A breakfast buffet setup with various food items and beverages, a coffee machine, and a water dispenser.

A modern kitchen with a central island, recessed lighting, and a view to the outside.

15. Travelodge by Wyndham Bridgewater

Bridgewater

$109

$132 total

includes taxes & fees

Nov 1 - Nov 2

A Victorian-style building with a prominent tower, large windows, and a balcony.

A wooden pier with yellow Adirondack chairs and a sailboat docked.

A restaurant table set with white tablecloths, neatly arranged plates, glasses, and cutlery.

A room with striped wallpaper, a bench, a desk, and a staircase.

16. Bluenose Lodge

Lunenburg

$255

$291 total

includes taxes & fees

Oct 27 - Oct 28

A compact living room with a sofa, a coffee table, a flat-screen TV, and a bed in the adjacent room.

A hotel room with a fireplace, a television, two armchairs, a sofa, a coffee table, and a framed picture on the wall.

A kitchen with dark wooden cabinets, a granite countertop, a white microwave, and two black bar stools.

A dining area with wooden chairs and tables, large paintings on the walls, and ceiling fans.

17. Days Inn & Conference Center by Wyndham Bridgewater

Bridgewater

$98

$115 total

includes taxes & fees

Nov 15 - Nov 16

A parking area with two cars parked in front of a building with multiple windows and a garage.

A staircase with a floral carpet, a potted plant with red flowers, and a framed artwork on the wall.

A bar area with wooden bar stools, a counter with a menu, and a television displaying a sports game.

A restaurant with multiple tables and booths, large windows, and a tiled floor.

18. Bridgewater Hotel

Bridgewater

$78

$91 total

includes taxes & fees

Nov 1 - Nov 2

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Go beyond your typical stay in Chester

Top landmarks in Chester

Chester Golf Club

8.4/10 (28 reviews)

You might want to practice your swing at Chester Golf Club, a golf course located 0.9 mi (1.4 km) from central Chester.

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Chester Playhouse

8.6/10 (12 reviews)

If you’re after a show while in the center of Chester, you might want to get tickets at Chester Playhouse. If you want to experience more of the culture Chester has to offer, head to Chester Art Center, St. Stephen's Church, and Chester Golf Club.

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St. Stephen's Church

9.2/10 (11 reviews)

St. Stephen's Church is in the heart of Chester, so why not stop by during your stay.

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Chester Art Center

8.8/10 (3 reviews)

If museums are on your list of things to see, then you might want to head to Chester Art Center, located in the heart of Chester.If you want to see more of the museums in Chester, you can easily walk to Lordly House Museum.

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Lordly House Museum

8.8/10 (3 reviews)

The center of Chester is home to cultural attractions like Lordly House Museum, so you might want to stop by during your stay. If you want to experience more of the culture Chester has to offer, head to St. Stephen's Church, Chester Art Center, and Chester Playhouse.

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Valverde Studio Gallery

If you like art, you might want to check out the upcoming exhibitions at Valverde Studio Gallery in the heart of Chester. If you want to experience more of the culture Chester has to offer, head to Chester Playhouse, Chester Art Center, and St. Stephen's Church.

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Learn more about Chester

Chester is applauded for its cultural attractions such as Chester Playhouse and Lordly House Museum.

See all hotels in Chester

Check out reviews of Chester hotels guests love

Magnolia Inn

Mahone Bay

10/10 Exceptional

The Magnolia Inn is a beautiful place to stay. This was our second year staying at the Inn.Their attention to detail in their rooms goes above and beyond. It is extremely clean. It is close to all the amenities. The view is amazing. The main house is beautiful. They have whatever you would need from a BBQ right on thru to all the utensils, plates and appliances in ypur rooms you would ever need. They are highly knowledgeable on what to do and where to eat also. You won't be disappointed.

Chris

Fairmont House Bed & Breakfast

Mahone Bay

10/10 Exceptional

Earl

The Tuna Blue Inn and Restaurant

Hubbards

10/10 Exceptional

Paul

Rose & Thistle Bed & Breakfast

Lunenburg

10/10 Exceptional

Cindy

Oak Island Resort & Conference Centre

Western Shore

10/10 Exceptional

Jackie

The Homeport Motel

Lunenburg

10/10 Exceptional

Best place we have stayed at on this trip. The gentleman at the desk was friendly and very helpful. Our room was just remodeled. Bathroom was very roomy, new big tile shower with water that is hot not lukewarm. Comfortable beds with big fluffy pillows and big fluffy towels. It even had real coffee cups and wine glasses plus plates and bowls. Nicer than some of the name brand chains we have stayed at. I would definitely recommend. The gentleman at the desk told us where to go for dinner and the...

Jennifer

Clifty Cove Motel

Indian Harbour

10/10 Exceptional

janelle

Rum Runner Inn

Lunenburg Waterfront

10/10 Exceptional

RHONDA

Best Western Plus Bridgewater Hotel & Convention Centre

Cookville

10/10 Exceptional

Wonderful, wonderful experience. The restaurant was fantastic, check in was a breeze, the room was clean and well taken care of. But, above all else, the staff at the check in counter were amazing. We had a one night reservation but got stuck in the huge and horrible July rain/thunder storm. Roads were closed down due to flooding and unsafe road conditions and the threat of a dam breaching. The wonderful young ladies took great care of us by extending our reservation by 2 more nights and even...

Laura

Days Inn & Conference Center by Wyndham Bridgewater

Bridgewater

10/10 Exceptional

Brenda

Frequently Asked Questions

What hotels do travelers like in Chester?

Guests like Oak Island Resort & Conference Centre, Miller House By the Bay and Black Forest Cabins.

Can I book a refundable hotel in Chester?

If you want the flexibility to change your plans to Chester, most hotels provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Chester if I want a vacation home instead of a traditional hotel?

If you're looking for a good alternative to a hotel, look over our selection of 16 vacation homes.

What will the weather in Chester be like during my vacation?

The warmest months in Chester are usually August and July with an average temp of 62°F. February and January are the chilliest months when the average temp is 31°F. The rainiest months are December and November.

Why should I book my Chester accommodation with Hotels.com?

There are plenty of reasons to book your Chester travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.