The Best Hotels Closest to Chester Playhouse in Chester for 2026

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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

12 mi from Chester Playhouse

Julie

$75 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

2. Miller House By the Bay

9.2 mi from Chester Playhouse

Ashish

$109 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

3. Oak Island Resort & Conference Centre

3.6 mi from Chester Playhouse

Angela

$107 nightly

Nov 10 - Nov 11

Total with taxes and fees

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.

4. Black Forest Cabins

9.6 mi from Chester Playhouse

Julie

$165 nightly

Nov 2 - Nov 3

Total with taxes and fees

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

5. Fairmont House Bed & Breakfast

9.1 mi from Chester Playhouse

Marci

$142 nightly

Nov 2 - Nov 3

Total with taxes and fees

A waterfront restaurant with outdoor seating and a gift shop.

6. The Dockside Inn & Restaurant

11.7 mi from Chester Playhouse

Wendy

$89 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

7. Rum Runner Inn

11.7 mi from Chester Playhouse

Kathleen

$141 nightly

Oct 30 - Oct 31

Total with taxes and fees

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.

8. Salt Shaker Deli & Inn

11.7 mi from Chester Playhouse

Michelle

$149 nightly

Oct 30 - Oct 31

Total with taxes and fees

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

9. Bluenose Lodge

11.7 mi from Chester Playhouse

John

$254 nightly

Nov 2 - Nov 3

Total with taxes and fees

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Compare top hotels near Chester Playhouse

The Homeport Motel 2.0 star property 12 mi from Chester Playhouse View	Miller House By the Bay 2.0 star property 9.2 mi from Chester Playhouse View	Oak Island Resort & Conference Centre 3.5 star property 3.6 mi from Chester Playhouse View	Black Forest Cabins 3.0 star property 9.6 mi from Chester Playhouse View	Fairmont House Bed & Breakfast 3.0 star property 9.1 mi from Chester Playhouse View
9.2 Wonderful 845 reviews	9.8 Exceptional 261 reviews	8.4 Very good 634 reviews	9.6 Exceptional 89 reviews	9.6 Exceptional 334 reviews
$75 nightly The price is $85 Nov 2 - Nov 3 Total with taxes and fees	$109 nightly The price is $124 Nov 2 - Nov 3 Total with taxes and fees	$107 nightly The price is $122 Nov 10 - Nov 11 Total with taxes and fees	$165 nightly The price is $188 Nov 2 - Nov 3 Total with taxes and fees	$142 nightly The price is $162 Nov 2 - Nov 3 Total with taxes and fees
No Breakfast included No Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool Yes, Spa No Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included No Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking

Top Chester Playhouse Hotel Reviews

Atlantic View Motel and Cottages

8/10 Good

"Our cottage was charming. Perfect for two. A little tiny so husband wasn't as fussy as he felt cramped - especially in the washroom and inside the shower. I was very satisfied and it was as expected - even cuter!! They have done a very nice job of making it comfortable for their guests. The one and only complaint I have is the PILLOWS. They were old and flat and frankly, a worry that we may result in neck and back pain in the morning. We're seniors. I would definitely return - with my pillows :-)"

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 exploring the galleries in Valverde Studio Gallery during your trip to 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 travelers like for its island views and seafood restaurants. If you're looking for a convenient place to stay, check out the 19 hotels and other accommodations you'll find within a mile.

Where is the best place to stay near Chester Playhouse?

Oak Island Resort & Conference Centre is one of the top choices for your stay based on our traveler 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 should I expect to find near Chester Playhouse?

Expedia has 19 hotels and other accommodations 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, the majority of hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you booked a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the top deals on offer near Chester Playhouse.

Where can I learn more about changing or cancelling my trip in the area near Chester Playhouse?

For more information about picking new dates or cancelling your stay near Chester Playhouse, go to https://www.expedia.com/service/.

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.

Find hotels near Chester Playhouse, Chester from $85

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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. Black Forest Cabins

5. Fairmont House Bed & Breakfast

6. The Dockside Inn & Restaurant

7. Rum Runner Inn

8. Salt Shaker Deli & Inn

9. Bluenose Lodge

Compare top hotels near Chester Playhouse

The Homeport Motel

Miller House By the Bay

Oak Island Resort & Conference Centre

Black Forest Cabins

Fairmont House Bed & Breakfast

Top Chester Playhouse Hotel Reviews

Atlantic View Motel and Cottages

Other attractions near Chester Playhouse

Valverde Studio Gallery

Frequently asked questions

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