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Check prices for these dates

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Chester Playhouse hotels

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 waterfront property with a row of colorful houses reflecting in the water, a gazebo, and a stone wall.
A wooden staircase leading to a double door with a frosted glass window.

1. Miller House By the Bay

Miller House By the Bay
14.8 km from Chester Playhouse
Canada
Barbara
SAR 402
SAR 459 total
includes taxes & fees
25 Oct - 26 Oct
Miller House By the Bay
A hallway with a white door leading to a room with a view.
A hotel room with two beds, a large window, and artwork on the walls.
A residential area with a white house, a well-maintained garden with various plants and flowers, and a stone wall in the foreground.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

2. The Homeport Motel

The Homeport Motel
19.3 km from Chester Playhouse
Canada
Julie
SAR 346
SAR 395 total
includes taxes & fees
1 Nov - 2 Nov
The Homeport Motel
A two-story house with a gabled roof and a front porch.
A spiral staircase with white railings and wooden handrails, leading to an upper floor.
A living room with a floral sofa, a wooden cabinet, a television, and a patterned rug.
A dining room with a wooden table, chairs, a chandelier, and a window with floral curtains.

3. Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
14.7 km from Chester Playhouse
Canada
Marci
SAR 526
SAR 600 total
includes taxes & fees
25 Oct - 26 Oct
Fairmont House Bed & Breakfast
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.
An aerial view of a marina with boats docked, surrounded by greenery and a large building.
A hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.

4. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
5.8 km from Chester Playhouse
Canada
Angela
SAR 407
SAR 463 total
includes taxes & fees
5 Nov - 6 Nov
Oak Island Resort & Conference Centre
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 compact kitchen with white cabinetry, a built-in oven, and a window overlooking a wooden deck.
A cozy room with a wooden floor, a woven pouf, a wooden chair with a blanket, a lamp, and a view of trees through a window.
A wooden deck leading to a small cabin with a dark door, surrounded by trees.

5. Black Forest Cabins

Black Forest Cabins
15.5 km from Chester Playhouse
Canada
Julie
SAR 767
SAR 964 total
includes taxes & fees
17 Oct - 18 Oct
Black Forest Cabins
A table with two wine glasses and a vase of flowers by a window overlooking a harbor.
A harbor with boats and colorful buildings.
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.

6. Rum Runner Inn

Rum Runner Inn
18.8 km from Chester Playhouse
United States
Kathleen
SAR 520
SAR 593 total
includes taxes & fees
1 Nov - 2 Nov
Rum Runner Inn
An outdoor seating area with red umbrellas and a hanging flower arrangement.
A compact kitchen with white cabinets, a black countertop, and a built-in dishwasher. There are shelves above the sink holding various kitchen items, and a microwave on the countertop.
A building with a sign reading "SALT SHAKER DELI" and a hanging flower basket.
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

Salt Shaker Deli & Inn
18.8 km from Chester Playhouse
Canada
Michelle
SAR 550
SAR 627 total
includes taxes & fees
25 Oct - 26 Oct
Salt Shaker Deli & Inn
A wooden pier with yellow Adirondack chairs and a sailboat docked.
A room with two blue armchairs, a chandelier, a table with a lamp, and a view through a large arched window.
A Victorian-style building with a prominent tower, large windows, and a balcony.
A room with striped wallpaper, a bench, a desk, and a staircase.

8. Bluenose Lodge

Bluenose Lodge
18.8 km from Chester Playhouse
United States
John
SAR 940
SAR 1,072 total
includes taxes & fees
26 Oct - 27 Oct
Bluenose Lodge
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Compare popular hotels close to Chester Playhouse

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.
Miller House By the Bay
9.8
Exceptional
251 reviews
View
A hallway with a white door leading to a room with a view.
The Homeport Motel
9.2
Wonderful
817 reviews
View
A two-story house with a gabled roof and a front porch.
Fairmont House Bed & Breakfast
9.6
Exceptional
331 reviews
View
A modern dining area with wooden tables and chairs, large windows offering a view of a lake and bridge, and unique spherical hanging lights.
Oak Island Resort & Conference Centre
8.4
Very good
623 reviews
View
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.
Black Forest Cabins
9.6
Exceptional
89 reviews
View

Hotels recommended for families near Chester Playhouse

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.
An aerial view of a marina with boats docked, surrounded by greenery and a large building.
A hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
Western Shore
SAR 407
SAR 463 total
includes taxes & fees
5 Nov - 6 Nov
Oak Island Resort & Conference Centre
A view of a waterfront property with a dock and a small building.
A marina at dusk with boats docked, a wooden bridge, and a table with potted plants.
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a stove. There are two stools and a small table with a lamp.
A room with a large skylight, a balcony with a wooden railing, and a view of the sea.

Oceanfront Luxury with Magical Views of Sunset and Sunrise

Oceanfront Luxury with Magical Views of Sunset and Sunrise
Western Shore
SAR 845
SAR 1,445 total
includes taxes & fees
15 Oct - 16 Oct
Oceanfront Luxury with Magical Views of Sunset and Sunrise
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 waterfront property with a row of colorful houses reflecting in the water, a gazebo, and a stone wall.
A wooden staircase leading to a double door with a frosted glass window.

Miller House By the Bay

Miller House By the Bay
mahone bay
SAR 402
SAR 459 total
includes taxes & fees
25 Oct - 26 Oct
Miller House By the Bay
A two-story house with a gabled roof and a front porch.
A spiral staircase with white railings and wooden handrails, leading to an upper floor.
A living room with a floral sofa, a wooden cabinet, a television, and a patterned rug.
A dining room with a wooden table, chairs, a chandelier, and a window with floral curtains.

Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
Mahone Bay
SAR 526
SAR 600 total
includes taxes & fees
25 Oct - 26 Oct
Fairmont House Bed & Breakfast
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 compact kitchen with white cabinetry, a built-in oven, and a window overlooking a wooden deck.
A cozy room with a wooden floor, a woven pouf, a wooden chair with a blanket, a lamp, and a view of trees through a window.
A wooden deck leading to a small cabin with a dark door, surrounded by trees.

Black Forest Cabins

Black Forest Cabins
Mahone Bay
SAR 767
SAR 964 total
includes taxes & fees
17 Oct - 18 Oct
Black Forest Cabins
A sunset view through a window with bare trees and a distant shoreline.
A dining area with a round wooden table, four wooden chairs, a chandelier, and a potted plant.
A wooden deck with red Adirondack chairs and a grill, overlooking a body of water.
A living room with a dark-colored sofa, a wooden dining table, and a flat-screen TV mounted on the wall.

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

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Hubbards
SAR 466
SAR 618 total
includes taxes & fees
20 Oct - 21 Oct
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
A hallway with a white door leading to a room with a view.
A hotel room with two beds, a large window, and artwork on the walls.
A residential area with a white house, a well-maintained garden with various plants and flowers, and a stone wall in the foreground.
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table.

The Homeport Motel

The Homeport Motel
Lunenburg
SAR 346
SAR 395 total
includes taxes & fees
1 Nov - 2 Nov
The Homeport Motel
A waterfront restaurant with outdoor seating and a gift shop.
An outdoor seating area with green umbrellas labeled "Moosehead Lager," overlooking a body of water with boats and a red building in the background.
A parking lot with cars and a dock with boats.
A living room with a large window, wooden furniture, and a brick wall.

The Dockside Inn & Restaurant

The Dockside Inn & Restaurant
Lunenburg Waterfront
SAR 396
SAR 452 total
includes taxes & fees
1 Nov - 2 Nov
The Dockside Inn & Restaurant

Top Chester Playhouse Hotel Reviews

Miller House By the Bay

Miller House By the Bay

10/10 Excellent
"Very quiet and cozy loft , while at the same time being spacious and centrally located. Very "family" feeling."
Richard 3-night trip
Posted 18 hours ago
Miller House By the Bay
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck

Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck

10/10 Excellent
"Such a slice of heaven...so cozy, quiet, perfectly described. Being right on the water was wonderful. Loved the hot tub for star gazing at night; watching crescent moon rise then sunrise while sipping coffee. Night time trips to the porta potty allowed extra star gazing experiences. Jeff and Rochelle very responsive with the few questions we had. Great location for proximity to Mahone Bay, Lunenburg, Ovens Natural Park, Blue Rocks and Chester day trips. This is a most unique space, perfectly designed with deck and so well maintained. We would return without hesitation. If we could give this experience 10 stars we would. In our 12 day trip to the Maritimes, with 5 other stays, this was above and beyond our FAVORITE!!!"
Anne D. 2-night trip
Posted 19 hours ago
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck
Mahone Bay NS - Town Center 2 Bedroom Apt. - Close to Oak Island

Mahone Bay NS - Town Center 2 Bedroom Apt. - Close to Oak Island

10/10 Excellent
"The proximity to everything was perfect! We loved our stay and only wish it was for longer."
Jennifer P. 2-night trip
Posted 2 days ago
Mahone Bay NS - Town Center 2 Bedroom Apt. - Close to Oak Island
Ocean front cottage in the heart of Hubbards.

Ocean front cottage in the heart of Hubbards.

10/10 Excellent
"We loved the cottage and its convenient location for all our excursions on the south shore. It was cozy, clean and quiet. The mattress was really comfortable. We would definitely stay again."
Kate W. 7-night trip
Posted 2 days ago
Ocean front cottage in the heart of Hubbards.
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"Very clean and helpful staff I had a wonderful stay the aminties was above par. Will be looking forward to my next visit."
Earl 1-night trip
Posted 2 days ago
Oak Island Resort & Conference Centre
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

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

8/10 Good
"Excellent communication with the host.The kitchen was very well equipped.Great location for our purpose of attending an event held at The Barn in Hubbard's."
Lydia J. 1-night trip
Posted 2 days ago
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
The Dockside Inn & Restaurant

The Dockside Inn & Restaurant

10/10 Excellent
"The owners, very helpful and accommodating. Room was very large, clean and well equipped."
Verna 1-night trip
Posted 3 days ago
The Dockside Inn & Restaurant
Black Forest Cabins

Black Forest Cabins

10/10 Excellent
"I have stayed at the Blackforest cabins four times now and every time we have a very clean positive experience. There has been great communication and easy instructions for checking in and checking out. I wish they had deals for reoccurring customers because it is pretty expensive to stay even for one night."
Selena 2-night trip
Posted 3 days ago
Black Forest Cabins
Mahone Bay Hide-Away

Mahone Bay Hide-Away

10/10 Excellent
"Good stay. Everything was clean. Small unit ample storage nothing wrong"
Ann H. 4-night trip
Posted 7 days ago
Mahone Bay Hide-Away

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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Chester Art Center

8.8/10 (3 reviews)
You can spend an afternoon browsing the exhibits at Chester Art Center during your trip to Chester. Stroll along this family-friendly area's waterfront, or simply enjoy its seafood restaurants.
See properties

Lordly House Museum

8.8/10 (3 reviews)
You can spend time studying the exhibits at Lordly House Museum during your trip to Chester. While in this family-friendly area, you can savor the top-notch restaurants.
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St. Stephen's Church

9.2/10 (11 reviews)
After visiting St. Stephen's Church, make a plan to see the other sights and activities in Chester. Amble around this family-friendly area's waterfront or experience its entertainment venues.
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Chester Golf Club

8.4/10 (28 reviews)
Enjoy a round of golf in Chester at Chester Golf Club. Stroll along this family-friendly area's waterfront, or simply enjoy its seafood restaurants.
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Graves Island Provincial Park

8.6/10 (9 reviews)
Commune with nature and explore the great outdoors at Graves Island Provincial Park during your travels in East Chester. Stroll along the seaside or experience the entertainment venues in this family-friendly area.
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Oak Island

9.0/10 (95 reviews)
Commune with nature and explore the great outdoors at Oak Island during your travels in Martins Point.
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Goat Lake

Commune with nature and explore the great outdoors at Goat Lake during your travels in East Chester.
See properties

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.