Default HTG hotel image

Find hotels near Chester Playhouse, Chester from $85

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Filter by

Star rating

Guest rating

Our top choices for Chester Playhouse hotels

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.

1. The Homeport Motel

The Homeport Motel
12 mi from Chester Playhouse
Canada
Julie
$74 nightly
$85 total
Nov 1 - Nov 2
Total with taxes and fees
The Homeport Motel
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.
A waterfront property with a row of colorful houses reflecting in the water, a gazebo, and a stone wall.
A cozy living room with a wooden ceiling, a large window with curtains, a black sofa, a yellow armchair, a wooden coffee table, and a bookshelf filled with books and decorative items.
A wooden staircase leading to a double door with a frosted glass window.

2. Miller House By the Bay

Miller House By the Bay
9.2 mi from Chester Playhouse
Canada
Barbara
$108 nightly
$123 total
Oct 19 - Oct 20
Total with taxes and fees
Miller House By the Bay
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 hotel with a large outdoor patio area, multiple balconies, and a well-lit entrance.
A pool area with chairs and a lifebuoy, large windows, and a view of the outdoors.
A lakeside view with several boats docked at a marina, surrounded by turquoise Adirondack chairs and a small fire pit.

3. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
3.6 mi from Chester Playhouse
Canada
Angela
$103 nightly
$117 total
Nov 8 - Nov 9
Total with taxes and fees
Oak Island Resort & Conference Centre
A two-story house with a covered porch, a front yard with a lawn, and a driveway.
A living room with a floral sofa, a wooden coffee table, a patterned armchair, and a view through a glass door.
A staircase with white balusters, a chandelier, a patterned rug, and a chair with striped upholstery.
A bedroom with a bed, a nightstand, a dresser, and a window with a view.

4. Rose & Thistle Bed & Breakfast

Rose & Thistle Bed & Breakfast
11.8 mi from Chester Playhouse
Canada
Phillip Danny
$113 nightly
$129 total
Oct 27 - Oct 28
Total with taxes and fees
Rose & Thistle Bed & Breakfast
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 dining room with a wooden table, chairs, a chandelier, and a window with floral curtains.
A spiral staircase with white railings and wooden handrails, leading to an upper floor.

5. Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
9.1 mi from Chester Playhouse
Canada
Marci
$141 nightly
$161 total
Oct 21 - Oct 22
Total with taxes and fees
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 spacious dining area with a long wooden table and chairs, surrounded by large windows and wooden walls.
A wooden deck leading to a small cabin with a dark door, surrounded by trees.
A compact kitchen with white cabinetry, a built-in oven, and a window overlooking a wooden deck.

6. Black Forest Cabins

Black Forest Cabins
9.6 mi from Chester Playhouse
Canada
Julie
$259 nightly
$296 total
Oct 19 - Oct 20
Total with taxes and fees
Black Forest Cabins
A waterfront restaurant with outdoor seating and a gift shop.
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.
A parking lot with cars and a dock with boats.

7. The Dockside Inn & Restaurant

The Dockside Inn & Restaurant
11.7 mi from Chester Playhouse
Canada
RICHARD
$106 nightly
$121 total
Nov 1 - Nov 2
Total with taxes and fees
The Dockside Inn & Restaurant
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 covered outdoor seating area with tables and chairs, overlooking a harbor with boats and flags.
A yellow and purple house with hanging flower baskets and potted plants on the porch.

8. Rum Runner Inn

Rum Runner Inn
11.7 mi from Chester Playhouse
United States
Kathleen
$139 nightly
$159 total
Nov 1 - Nov 2
Total with taxes and fees
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 four-poster bed with a white bedspread, a bedside lamp, and a patterned rug.
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.

9. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
11.7 mi from Chester Playhouse
Canada
Michelle
$148 nightly
$168 total
Oct 25 - Oct 26
Total with taxes and fees
Salt Shaker Deli & Inn
View all properties

Compare popular hotels close to Chester Playhouse

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A hallway with a white door leading to a room with a view.
The Homeport Motel
9.2
Wonderful
826 reviews
View
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.
Miller House By the Bay
9.8
Exceptional
257 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
626 reviews
View
A two-story house with a covered porch, a front yard with a lawn, and a driveway.
Rose & Thistle Bed & Breakfast
9.8
Exceptional
85 reviews
View
A two-story house with a gabled roof and a front porch.
Fairmont House Bed & Breakfast
9.6
Exceptional
331 reviews
View

Top Chester Playhouse Hotel Reviews

The Dockside Inn & Restaurant

The Dockside Inn & Restaurant

10/10 Excellent
"Fantastic view of the harbour!"
Brian 1-night trip
Posted 1 hour ago
The Dockside Inn & Restaurant
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

10/10 Excellent
"The owner was fantastic and he was really hospitable and very friendly. Highly Recommended and will come back again."
Chamok 2-night trip
Posted 7 hours ago
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck

Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck

10/10 Excellent
"Property was great, very clean. Owners gave very clear instructions on how to operate everything. Also Mahone Bay is s a great alternative to staying in Lunenburg. The town has an excellent casual seafood restaurant and is very picturesque. We arrived on the night of a wind and rain storm so didn’t get to use the hot tub unfortunately."
Irene B. 2-night trip
Posted 20 hours ago
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck
Mahone Bay Hide-Away

Mahone Bay Hide-Away

10/10 Excellent
"The property was very charming, clean and just the right size for a couple. Our hosts are extremely helpful and responsive for check in to check out. We would highly recommend staying in the cottage at Mahone Bay , very walkable location and much quieter than Lunenburg."
Tracy M. 2-night trip
Posted 1 day ago
Mahone Bay Hide-Away
Magnolia Inn

Magnolia Inn

10/10 Excellent
"Beautiful room!!!"
Myrna 1-night trip
Posted 1 day ago
Magnolia Inn
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg

10/10 Excellent
"Our visit was wonderful. Quiet and relaxing. There is something for everyone at the cottage. Frank and Val have provide a clean and well equipped place to enjoy. Hope to be back soon."
Candace R. 2-night trip
Posted 1 day ago
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

10/10 Excellent
"great place to stay"
Mike 1-night trip
Posted 2 days ago
Oak Island Resort & Conference Centre
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 6 days ago
Ocean front cottage in the heart of Hubbards.
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 7 days ago
Black Forest Cabins

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

Oak Island

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

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.

Explore a world of travel with Expedia