Hotels closest to Chester Playhouse in Chester

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Our top choices for Chester Playhouse hotels

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

1. The Homeport Motel

19.3 km from Chester Playhouse

Julie

includes taxes & fees

2 Nov - 3 Nov

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

2. Miller House By the Bay

14.8 km from Chester Playhouse

Ashish

includes taxes & fees

5 Nov - 6 Nov

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

3. Oak Island Resort & Conference Centre

5.8 km from Chester Playhouse

Angela

includes taxes & fees

5 Nov - 6 Nov

A waterfront restaurant with outdoor seating and a gift shop.

4. The Dockside Inn & Restaurant

18.8 km from Chester Playhouse

Wendy

includes taxes & fees

29 Nov - 30 Nov

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

5. Fairmont House Bed & Breakfast

14.7 km from Chester Playhouse

Marci

includes taxes & fees

5 Nov - 6 Nov

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

6. Rum Runner Inn

18.8 km from Chester Playhouse

Kathleen

includes taxes & fees

1 Nov - 2 Nov

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.

7. Salt Shaker Deli & Inn

18.8 km from Chester Playhouse

Michelle

includes taxes & fees

6 Nov - 7 Nov

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

8. Bluenose Lodge

18.8 km from Chester Playhouse

John

includes taxes & fees

9 Nov - 10 Nov

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Compare popular hotels close to Chester Playhouse

Property	Property class	Guest rating
The Homeport Motel	2.0 star property	9.2 Wonderful 848 reviews	View
Miller House By the Bay	2.0 star property	9.8 Exceptional 261 reviews	View
Oak Island Resort & Conference Centre	3.5 star property	8.4 Very good 637 reviews	View
The Dockside Inn & Restaurant	3.0 star property	9.0 Wonderful 643 reviews	View
Fairmont House Bed & Breakfast	3.0 star property	9.6 Exceptional 334 reviews	View

Top Chester Playhouse Hotel Reviews

Oak Island Resort & Conference Centre

10/10 Excellent

"Property is beautiful! Staff are incredibly friendly and helpful. Even in the off season, and things being very quiet I was shocked to see how maintained the different areas were. Watching the sun rise, and set is stunning. We will be back :)"

The Homeport Motel

10/10 Excellent

"I did not expect this level of quality from a motel! The room was completely renovated and brand new, the TV was great for streaming, and the bed was really comfortable. I also loved being able to park right in front of my room! I stayed at several hotels during my trip to Nova Scotia, and this was easily the best place I stayed at. Highly recommend!"

The Dockside Inn & Restaurant

10/10 Excellent

"We had a wonderful room facing the harbor on the second floor. Fairly quiet because of the season but the view was wonderful--also helped that we had beautiful fall weather. Staff was excellent. They offered to let us use their washer and dryers when they were done with their daily needs when we inquired about doing a laundry. We chose to use a laundromat on outskirts of town where we were able to drop off and pick up later in day. Let us explore Lundenburg and its great selections of Victorian houses and the fishery museum. The restaurant while not fancy had a good selection of dishes. Would stay there again"

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

8/10 Good

"This is a wonderful location close enough to many attractions and isolated enough for a peaceful getaway. Deer roamed the property, kayaking for those who enjoy being on the water. Full windows across the front of this cottage offering a lovely view of the water, seagulls, night sky! You won’t find as many properties that are as clean and comfortable as here. It is a perfect place for two couples or four people. Your host Frank & Valerie are friendly, and all round nice people who will make your stay enjoyable! I had my 10 lb Cockapoo w me and she thoroughly enjoyed her stay as well. Plenty of places to go for a hike or leisurely walk. I visited Blue Rocks, two nearby beaches, Lunenberg, Mahone Bay on my way home where you can fill up with gas right in town. There are multiple cafes, restaurants & bistros if you prefer to eat out. A local grocery store in Lunenburg along the waterfront and another lovely one with a European flare in Rose Bay, look for the unusual and not those big chains. I visited from Oct 11 - 28, 2026, I had some beautiful days, some cooler day (I do enjoy sweater weather), so don’t hesitate to go as I did a little later in the season when the tourist traffic has calmed down. Many thanks to my hosts Frank & Valerie!"

Miller House By the Bay

8/10 Good

"This is a beautiful B&B and the owner is lovely. She is very chatty and helpful and made us breakfast in the morning. The location was also great! The only reason I didn't give five stars is because 'the hug' room was smaller than I anticipated. I knew it would be small, but it was quite tiny for two adults. I also didn't love that we had to share a bathroom with the rest of the guests but that's a personal thing. Would still stay here again!"

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

10/10 Excellent

"If you find pleasure in an ocean view, a comfortable bed, and the serenity of the country… THIS is the VRBO for you. This property provided everything we four senior ladies could have wished for. A well appointed kitchen, four cozy beds, a large living area with live blossoming houseplants, ample seating, a wide expanse of windows to accommodate the spectacular view… and movies galore available. It truly felt like a home.Check in and out was smooth. Our host was quick to reply to any queries."

Other attractions near Chester Playhouse

Valverde Studio Gallery

You can spend time studying the exhibits at Valverde Studio Gallery during your travels in Chester. Stroll along this family-friendly area's waterfront or simply enjoy its seafood restaurants.

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Frequently asked questions

What's the area like around Chester Playhouse?

Chester Playhouse is located in a family-friendly area of Chester that travellers like for its island views and seafood restaurants. If you're looking for a convenient place to stay, take a look at the 19 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay near Chester Playhouse?

Oak Island Resort & Conference Centre is one of the top choices for your stay based on our traveller data, and this hotel offers a marina and a restaurant. It's located 3.6 mi (5.8 km) from Chester Playhouse. Other good options in the area include Miller House By the Bay and Magnolia Inn.

How many hotels will I be able to find near Chester Playhouse?

Expedia has 19 hotels and other accommodation options within a mile from Chester Playhouse.

If I need to cancel the hotel reservation for my stay near Chester Playhouse, will I receive a refund?

Yes, you'll find most room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get top deals close to Chester Playhouse.

What can I see and do near Chester Playhouse?

Attractions like Lordly House Museum and Valverde Studio Gallery highlight the local culture. Graves Island Provincial Park, Oak Island and Meisners Beach are beautiful places to appreciate nature. You might plan a visit to Chester Golf Club or East River Provincial Park while you're in the area.

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Our top choices for Chester Playhouse hotels

1. The Homeport Motel

2. Miller House By the Bay

3. Oak Island Resort & Conference Centre

4. The Dockside Inn & Restaurant

5. Fairmont House Bed & Breakfast

6. Rum Runner Inn

7. Salt Shaker Deli & Inn

8. Bluenose Lodge

Compare popular hotels close to Chester Playhouse

Top Chester Playhouse Hotel Reviews

Oak Island Resort & Conference Centre

The Homeport Motel

The Dockside Inn & Restaurant

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay Hide-Away

Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Miller House By the Bay

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Other attractions near Chester Playhouse

Valverde Studio Gallery

Chester Art Center

Lordly House Museum

St. Stephen's Church

Chester Golf Club

Graves Island Provincial Park

Oak Island

Goat Lake

Frequently asked questions

Chester Hotel Guide - Chester Playhouse hotels in Chester, Canada.

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chester Playhouse hotels

1. The Homeport Motel

2. Miller House By the Bay

3. Oak Island Resort & Conference Centre

4. The Dockside Inn & Restaurant

5. Fairmont House Bed & Breakfast

6. Rum Runner Inn

7. Salt Shaker Deli & Inn

8. Bluenose Lodge

Compare popular hotels close to Chester Playhouse

Top Chester Playhouse Hotel Reviews

Oak Island Resort & Conference Centre

Other attractions near Chester Playhouse

Valverde Studio Gallery

Frequently asked questions