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Windjammer Motel
2.5 out of 5
4070 Nova Scotia Trunk 3, Chester, NS
Free CancellationReserve now, pay when you stay
The price is ¥7,743 per night from Jan 24 to Jan 25
1.31 km from city center
3.9/5Very Good! (61 reviews)

"THE MOTEL IS OLD BUT IT IS CLEAN AND WELL LOOKED AFTER .....SOME AMENITIES ARE MISSING BUT IT DOES NOT MAKE THE STAY UNCOMFORTABLE"…"

Reviewed on Jul 10, 2020

Windjammer Motel
Sandy Cove Cottage / Chester / Oceanfront / Private Beach and Wharf / Kayak
4.9/5Exceptional! (20 reviews)
A laid-back paradise!

"The property is an absolute gem.. I was lucky to watch the leaves turn bright reds and yellows as fall settled in over my stay. Jane, Kathy and neighbour Jim made my two weeks so easy and wonderful. I wished that the kayaks and dock (float) were still out but I understood that they had already been ..."…"

Reviewed on Nov 11, 2020

Sandy Cove Cottage / Chester / Oceanfront / Private Beach and Wharf / Kayak
DELIGHTFUL WATERFRONT 2BR/2BA HOME IN CHESTER'S BACK HARBOUR W/DOCK.
5/5Exceptional! (5 reviews)
Right on the water

"Great spot on the water in Chester."…"

Reviewed on Aug 18, 2020

DELIGHTFUL WATERFRONT 2BR/2BA HOME IN CHESTER'S BACK HARBOUR W/DOCK.
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Stoneybrook House -- Historic Property on 1.7 Acres of Land
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0.89 km from city center
4.6/5Wonderful! (5 reviews)
Best Chester location

"Great place on a large property. Private location yet centrally located to all amenities. Ideal for a family vacation."…"

Reviewed on Aug 20, 2019

Stoneybrook House -- Historic Property on 1.7 Acres of Land
Quiet, Peaceful, Private Country Home on Large Area of Land
4 Bed Persons Vacation Rental With Cottage, Private Dock and Beach
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5.01 km from city center
5/5Exceptional! (2 reviews)
Beautiful property surrounded by water.

"This place is a true gem! My family loved our two-week stay in this one of a kind property. The architect that designed this house did an unbelievable job of ensuring that everywhere you look is a breathtaking view of Nova Scotia's natural beauty. The giant windows overlooking Chester Basin and the ..."…"

Reviewed on Oct 14, 2020

4 Bed Persons Vacation Rental With Cottage, Private Dock and Beach
Rum Runner Inn
4 out of 5
66 Montague Street, Lunenburg, NS
Free CancellationReserve now, pay when you stay
The price is ¥8,069 per night from Jan 25 to Jan 26
18.92 km from city center
4.3/5Excellent! (509 reviews)

"Very quiet and clean staff were friendly . This is is our second time staying here . Would definetly will return again ."…"

Reviewed on Nov 22, 2020

Rum Runner Inn
Days Inn & Conference Center by Wyndham Bridgewater
2.5 out of 5
50 North Street, Hwy 103 and North Street, Bridgewater, NS
Free CancellationReserve now, pay when you stay
The price is ¥6,846 per night from Feb 2 to Feb 3
27.81 km from city center
3.7/5Good! (588 reviews)

"Fast easy check in, receptionist was nice. Was annoyed that they charge $23/pet since when I first called them they said just $23 flat but the guy was nice enough to only charge us $30. Heater was loud and blowing all night even though I turned the temp way down. Place was very clean and as advertised. ..."…"

Reviewed on Dec 30, 2020

Days Inn & Conference Center by Wyndham Bridgewater
Smugglers Cove Inn
4 out of 5
139 Montague Street, Lunenburg, NS
Free CancellationReserve now, pay when you stay
The price is ¥9,108 per night from Jan 25 to Jan 26
18.87 km from city center
4.4/5Excellent! (309 reviews)

"Smugglers Cove Inn is ideally located in the Lunenburg downtown area, near shops, restaurants and the waterfront region. The room was clean and comfortable and had friendly and helpful staff. A very pleasant experience at an affordable price!"…"

Reviewed on Oct 14, 2020

Smugglers Cove Inn
The Dockside Inn & Restaurant
3 out of 5
84 Montague Street, Lunenburg, NS
Free CancellationReserve now, pay when you stay
The price is ¥8,069 per night from Jan 24 to Jan 25
18.9 km from city center
4.4/5Excellent! (149 reviews)

"The room was very nice, nicely furnished. The view was colossal."…"

Reviewed on Oct 12, 2020

The Dockside Inn & Restaurant
Salt Shaker Deli & Inn
3.5 out of 5
126 Montague St, Lunenburg, NS
Free CancellationReserve now, pay when you stay
The price is ¥9,292 per night from Jan 27 to Jan 28
18.88 km from city center
4.4/5Excellent! (92 reviews)

"Exceptional cleanliness. Could use a new mattress in room 1."…"

Reviewed on Oct 16, 2020

Salt Shaker Deli & Inn
Best Western Plus Bridgewater Hotel & Convention Centre
3.5 out of 5
527 Highway 10 Exit 12, Bridgewater, NS
Free CancellationReserve now, pay when you stay
The price is ¥9,682 per night from Feb 3 to Feb 4
28.26 km from city center
4.6/5Exceptional! (433 reviews)
family trip

"family trip, hotel was ver accommodating considering COVID"…"

Reviewed on Oct 22, 2020

Best Western Plus Bridgewater Hotel & Convention Centre
Oak Island Resort & Conference Centre
3.5 out of 5
36 Treasure Drive, Western Shore, NS
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5.84 km from city center
4/5Very Good! (456 reviews)
Enjoyable stay

"We live in Nova Scotia and wanted a weekend away. My wife and I brought our 6 month old to relax, unwind and get away for the weekend. Hotel is in a great location. It’s a very short drive to Mahone Bay and Lunenburg which are two of our favourite places to visit. Hotel appears to have been renovated ..."…"

Reviewed on Oct 5, 2020

Oak Island Resort & Conference Centre
Oceanstone Seaside Resort
3 out of 5
8650 Peggy's Cove Road, Indian Harbour, NS
The price is ¥17,923 per night from Jan 24 to Jan 25
24.2 km from city center
4.4/5Wonderful! (73 reviews)

"What a lovely place to stay when visiting Peggy’s Cove."…"

Reviewed on Sep 14, 2019

Oceanstone Seaside Resort
Surfside Inn
3 out of 5
9609 St Margaret's Bay Rd., Queensland, NS
The price is ¥11,818 per night from Jan 24 to Jan 25
19.99 km from city center
4.3/5Excellent! (146 reviews)
Amazing service

"Amazing service, Serge was very welcoming and helpful."…"

Reviewed on Oct 6, 2020

Surfside Inn
Spectacular Waterfront Estate On South Shore!
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26.15 km from city center
4.7/5Exceptional! (84 reviews)
How could you not enjoy your stay here.

"Had a great time at the Land Yacht and would love to come back in the Summer to enjoy all its beauty."…"

Reviewed on Jan 19, 2021

Spectacular Waterfront Estate On South Shore!
Brigantine Inn & Suites
3 out of 5
82 Montague Street, Lunenburg, NS
Free CancellationReserve now, pay when you stay
The price is ¥5,705 per night from Jan 25 to Jan 26
18.91 km from city center
4/5Very Good! (198 reviews)

"Great spot!!! Loved the old building. Too bad the restaurant and bar was closed due to renovations (without any note on their website). Having this amenity was why we chose this Inn. Room was clean. Beds were very comfortable. Bathroom was incredibly tiny - do not book the Picton Castel room if you're ..."…"

Reviewed on Jan 17, 2021

Brigantine Inn & Suites
River Ridge Lodge
3 out of 5
28 Silver Point Road, Mahone Bay, NS
The price is ¥11,085 per night from Jan 24 to Jan 25
9.52 km from city center
5/5Exceptional! (1 review)
Relaxing and beautiful B&B

"Beautiful renovated farmhouse just outside of Mahone Bay. Front porch overlooks the river. Spacious rooms. Wonderful hosts and a great get away for singles, couples or families. The family suite is perfect when travelling with kids with two bedrooms and attached bathroom - something that is rare ..."…"

Reviewed on Aug 1, 2020

River Ridge Lodge
Atlantic View Motel and Cottages
3 out of 5
230 Mason's Beach Road, RR#2, Lunenburg, NS
The price is ¥9,002 per night from Jan 25 to Jan 26
20.17 km from city center
4.1/5Very Good! (197 reviews)

"Everything about my stay was awesome. I will definitely be back soon. The ocean is in your face, it’s quiet, peaceful and gorgeous. The owner was great too and it’s the first tub I use in months that’s super deep and comfy. The kitchen has everything you need and there’s even coffee. I also found ..."…"

Reviewed on Jan 3, 2021

Atlantic View Motel and Cottages
B2 Lofts
4 out of 5
160 Montague St, Lunenburg, NS
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18.88 km from city center
3/5 (2 reviews)

"Our stay, when we were finally able to get into our loft was great. Some things missing however it was a fun stay. Lunenburg is gorgeous, friendly owner of the building. Look forward to returning to the area."…"

Reviewed on Sep 8, 2020

B2 Lofts
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Chester Hotel Guide

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Frequently asked questions

Where is the best place for a stay in Chester?
Windjammer Motel is one of the top choices for your stay based on our traveler data. This property offers free WiFi and free parking. Other good choices for your trip include Sandy Cove Cottage / Chester / Oceanfront / Private Beach and Wharf / Kayak and 4 Bed Persons Vacation Rental With Cottage, Private Dock and Beach.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes, you’ll find most hotel room reservations are fully refundable as long as you cancel prior to the hotel’s cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and get a refund within a 24-hour period of booking. Add your dates and click on “Search”, then use the “free cancellation” filter to view the best deals in Chester.
Where can I learn more about changing or cancelling my trip to Chester?
For additional details about updating your trip to Chester or cancelling it, head over to our customer service page.
What are some hotels with pools in Chester?
Family Cottage in the Village of Chester NS - 5 Bedrooms: Offers an outdoor tennis court, a communal pool, and an in-room kitchen.

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