Hotels in Chester

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Check prices for these dates

Tonight
Oct 31 - Nov 1
Tomorrow
Nov 1 - Nov 2
Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Where to stay in Chester?

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

1. Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
3.5 star property
Western Shore
8.4 out of 10, Very good, (637 reviews)
Overlooking Mahone Bay, this resort offers both indoor and seasonal outdoor pools for refreshing swims. LaVista restaurant serves American cuisine throughout the day while the fitness center and tennis court keep you active. Oak Island and Tancook Island await nearby exploration.
The price is $115
$131 total
includes taxes & fees
Nov 1 - Nov 2
Oak Island Resort & Conference Centre
A hallway with a white door leading to a room with a view.

2. The Homeport Motel

The Homeport Motel
2.0 star property
Lunenburg
9.2 out of 10, Wonderful, (848 reviews)
Discover Lunenburg's charm at this welcoming motel offering free WiFi and parking. After exploring nearby Pearl Theatre or Railway Museum, unwind in the garden or on the terrace. Clean rooms await after adventures on local hiking trails.
The price is $75
$85 total
includes taxes & fees
Nov 2 - Nov 3
The Homeport Motel
A pathway leading to a house surrounded by lush greenery and a well-maintained garden.

3. Miller House By the Bay

Miller House By the Bay
2.0 star property
mahone bay
9.8 out of 10, Exceptional, (261 reviews)
The price is $109
$125 total
includes taxes & fees
Nov 8 - Nov 9
Miller House By the Bay
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

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (89 reviews)
Nestled in Mahone Bay, these cabins offer a full-service spa where you can unwind after exploring local attractions. Each cabin features flat-screen TVs and free WiFi, with convenient free parking just steps away.
The price is $144
$189 total
includes taxes & fees
Nov 1 - Nov 2
Black Forest Cabins
A two-story house with a gabled roof and a front porch.

5. Fairmont House Bed & Breakfast

Fairmont House Bed & Breakfast
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (334 reviews)
Start your day with a complimentary full breakfast at this welcoming B&B in Mahone Bay. Enjoy free WiFi and parking while exploring nearby attractions like For The Birds Nature Shop and The Moorings Gallery. Guests consistently praise the helpful staff and morning meals.
The price is $143
$163 total
includes taxes & fees
Nov 1 - Nov 2
Fairmont House Bed & Breakfast
A table with two wine glasses and a vase of flowers by a window overlooking a harbor.

6. Rum Runner Inn

Rum Runner Inn
4.0 star property
Lunenburg Waterfront
9.0 out of 10, Wonderful, (1,002 reviews)
The price is $142
$161 total
includes taxes & fees
Nov 1 - Nov 2
Rum Runner Inn
A waterfront restaurant with outdoor seating and a gift shop.

7. The Dockside Inn & Restaurant

The Dockside Inn & Restaurant
3.0 star property
Lunenburg Waterfront
9.0 out of 10, Wonderful, (643 reviews)
Wake up to ocean views at this charming inn near Lunenburg Art Gallery and Bluenose II. Enjoy fresh seafood at the on-site restaurant, serving breakfast through dinner. Travelers praise the exceptionally clean rooms and helpful staff.
The price is $89
$102 total
includes taxes & fees
Nov 29 - Nov 30
The Dockside Inn & Restaurant
A two-story house with a covered porch, a front yard with a lawn, and a driveway.

8. Rose & Thistle Bed & Breakfast

Rose & Thistle Bed & Breakfast
3.5 star property
Lunenburg
9.8 out of 10, Exceptional, (88 reviews)
Escape to this intimate Lunenburg retreat offering complimentary full breakfast served daily. Discover nearby Pearl Theatre and Lunenburg Academy after exploring local hiking and biking trails. Free WiFi and parking add convenience to your maritime getaway.
The price is $97
$130 total
includes taxes & fees
Nov 1 - Nov 2
Rose & Thistle Bed & Breakfast
An outdoor seating area with red umbrellas and a hanging flower arrangement.

9. Salt Shaker Deli & Inn

Salt Shaker Deli & Inn
3.5 star property
Lunenburg Waterfront
8.8 out of 10, Excellent, (320 reviews)
This ocean-side inn offers cozy accommodations with free WiFi and cable TV channels. Just moments from cultural attractions like Knaut Rhuland House Museum and Lunenburg Opera House, enjoy convenient daily housekeeping during your maritime stay.
The price is $161
$183 total
includes taxes & fees
Nov 6 - Nov 7
Salt Shaker Deli & Inn
An indoor swimming pool with a blue slide, lounge chairs, and a red umbrella.

10. Best Western Plus Bridgewater Hotel & Convention Centre

Best Western Plus Bridgewater Hotel & Convention Centre
3.5 star property
Cookville
9.2 out of 10, Wonderful, (1,000 reviews)
This Cookville hotel offers comfort with an indoor pool and on-site dining at 27 South restaurant. Rooms include sofa beds and refrigerators while attentive staff ensure a pleasant stay. Lunenburg County Lifestyle Centre and Cookville Provincial Park are just minutes away.
The price is $120
$136 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Plus Bridgewater Hotel & Convention Centre
A deck with a fire pit, outdoor seating, and a view of the ocean at sunset.

11. Lighthouse Lane Cottages

Lighthouse Lane Cottages
2.5 star property
Indian Harbour
10.0 out of 10, Exceptional, (103 reviews)
Wake to ocean breezes at these charming cottages near Indian Harbour Lighthouse. Each cozy retreat features premium bedding for restful nights after exploring the nearby Swissair Flight 111 Memorial. Attentive housekeeping ensures a carefree stay.
The price is $141
$166 total
includes taxes & fees
Nov 1 - Nov 2
Lighthouse Lane Cottages
A hotel room with two beds, a desk with a chair, a television, a coffee maker, and artwork on the walls.

12. Travelodge by Wyndham Bridgewater

Travelodge by Wyndham Bridgewater
2.0 star property
Bridgewater
8.0 out of 10, Very good, (1,001 reviews)
Peaceful oasis close to Bridgewater Mall and Memorial Arena, offering free breakfast and parking. Hiking trails and kayaking await outdoor enthusiasts nearby, while the 24-hour front desk and helpful staff ensure a comfortable stay in clean rooms.
The price is $94
$113 total
includes taxes & fees
Nov 2 - Nov 3
Travelodge by Wyndham Bridgewater
A compact living room with a sofa, a coffee table, a flat-screen TV, and a bed in the adjacent room.

13. Days Inn & Conference Center by Wyndham Bridgewater

Days Inn & Conference Center by Wyndham Bridgewater
2.5 star property
Bridgewater
7.6 out of 10, Good, (1,000 reviews)
Wake up to a generous buffet breakfast at this quiet, centrally located Bridgewater hotel. The fitness center keeps your routine on track while free WiFi and parking add value. Close to Bridgewater Mall and Memorial Arena with helpful staff to enhance your stay.
The price is $98
$115 total
includes taxes & fees
Nov 1 - Nov 2
Days Inn & Conference Center by Wyndham Bridgewater
A wooden pier with yellow Adirondack chairs and a sailboat docked.

14. Bluenose Lodge

Bluenose Lodge
2.5 star property
Lunenburg
9.0 out of 10, Wonderful, (17 reviews)
Walking distance to the Fisheries Museum and Lunenburg Academy, this cozy hotel offers convenient perks including free WiFi and parking. The 24-hour front desk ensures assistance anytime during your maritime adventure.
The price is $256
$292 total
includes taxes & fees
Nov 2 - Nov 3
Bluenose Lodge
A restaurant with multiple tables and booths, large windows, and a tiled floor.

15. Bridgewater Hotel

Bridgewater Hotel
2.5 star property
Bridgewater
6.0 out of 10, Good, (556 reviews)
Located in the heart of Bridgewater with nearby attractions like Memorial Arena and Kinsmen Field. This hotel offers free WiFi and parking, plus on-site restaurant serving local cuisine for 3 meals daily. Clean rooms and helpful staff create a welcoming maritime atmosphere.
The price is $64
$75 total
includes taxes & fees
Dec 1 - Dec 2
Bridgewater Hotel
A deck with a glass table and two chairs overlooking a rocky shoreline and calm sea.

16. Clifty Cove Motel

Clifty Cove Motel
2.0 star property
Indian Harbour
9.2 out of 10, Wonderful, (681 reviews)
At Clifty Cove Motel, hiking and biking paths beckon outdoor enthusiasts just moments away. Explore local attractions like the Swissair Flight 111 Memorial and Indian Harbour Lighthouse after enjoying free WiFi and convenient parking. Guests consistently praise the attentive staff and impeccably clean accommodations.
Clifty Cove Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Go beyond your typical stay in Chester

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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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Learn more about Chester

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

See all hotels in Chester
A blue house with a white porch and a flag.

Check out reviews of Chester hotels guests love

A two-story house with a covered porch, a front yard with a lawn, and a driveway.
Rose & Thistle Bed & Breakfast

Rose & Thistle Bed & Breakfast

Rose & Thistle Bed & Breakfast
Lunenburg

10/10 Exceptional

Owners were extremely friendly and helpful. Breakfast was amazing!
United States
Cindy
Reviewed October 5, 2026
Rose & Thistle Bed & Breakfast

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.