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Our top choices for Chester hotels

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre
3.5 star property
Western Shore
8.2 out of 10, Very good, (492 reviews)
"Very clean, pet friendly and knowledgeable staff."
Canada
Lynn
The price is CA $195
CA $222 total
includes taxes & fees
May 26 - May 27
Oak Island Resort & Conference Centre

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (21 reviews)
"Short stay, unfortunately, but I’ll definitely be back. "
Canada
Laird N.
The price is CA $235
CA $432 total
includes taxes & fees
May 27 - May 28
Oceanfront Luxury Magical Views Sunset and Sunrise

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
8.2 out of 10, Very good, (31 reviews)
"Great stay"
Canada
Nigel F.
The price is CA $244
CA $316 total
includes taxes & fees
Jun 22 - Jun 23
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
9.8 out of 10, Exceptional, (9 reviews)
"The cleanliness was impeccable, the hospitality was lovely. Everything one needs while away from home was supplied and then some ! Would definitely visit again !"
Canada
Carol
The price is CA $150
CA $249 total
includes taxes & fees
May 26 - May 27
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
10.0 out of 10, Exceptional, (20 reviews)
"Hot tub is Devine, everything is clean and thoughtfully provided. Basket of snacks was a sweet treat! We enjoyed the large deck and privacy very much ♥️we will definitely be back "
Canada
Suzanne
The price is CA $150
CA $203 total
includes taxes & fees
May 27 - May 28
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Ocean front cottage in the heart of Hubbards.

Ocean front cottage in the heart of Hubbards.
Hubbards
9.8 out of 10, Exceptional, (56 reviews)
"Great location, near everything you need or wish to visit. "
Canada
Sylvie T.
Ocean front cottage in the heart of Hubbards.

Take a break and unwind under the stars on Nova Scotia's beautiful south shore

Take a break and unwind under the stars on Nova Scotia's beautiful south shore
Hubbards
Take a break and unwind under the stars on Nova Scotia's beautiful south shore

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
9.8 out of 10, Exceptional, (15 reviews)
"There’s so much about Dordéan Suites to like: a contemporary, fun alternative to large, impersonal corporate roadside hotel. Loved our place, loved our stay! "
United States
Karil
The price is CA $150
CA $203 total
includes taxes & fees
May 27 - May 28
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Stunning villa at the beautiful Oak Island Resort

Stunning villa at the beautiful Oak Island Resort
Western Shore
9.8 out of 10, Exceptional, (6 reviews)
"Great spot with great views, 2 steps from Oak Island Resort. Well equipped kitchen and clean unit, great for a family getaway."
Canada
Ian
Stunning villa at the beautiful Oak Island Resort

Cozy Oceanfront Escape with Hot Tub

Cozy Oceanfront Escape with Hot Tub
Chester
10.0 out of 10, Exceptional, (26 reviews)
"It was very nice"
Canada
Daniel S.
Cozy Oceanfront Escape with Hot Tub

Spyglass Seasted | Stunning Ocean Views & Coastal Comfort

Spyglass Seasted | Stunning Ocean Views & Coastal Comfort
Chester Basin
Spyglass Seasted | Stunning Ocean Views & Coastal Comfort

The Lower Deck Ocean Escape /Paddle Boards, Kayaks and Bikes

The Lower Deck Ocean Escape /Paddle Boards, Kayaks and Bikes
East Chester
10.0 out of 10, Exceptional, (16 reviews)
"It was a great space to stay for a couple of nights. Super clean and spacious. "
Canada
Alison
The Lower Deck Ocean Escape /Paddle Boards, Kayaks and Bikes

Amazing ocean view/ private road/close to bayswater beach.

Amazing ocean view/ private road/close to bayswater beach.
Hubbards
8.6 out of 10, Excellent, (52 reviews)
"The view is beautuful and house is roomy and well equiped. "
Canada
Wanda C.
Amazing ocean view/ private road/close to bayswater beach.

Family Home In the Heart of the Village of Chester

Family Home In the Heart of the Village of Chester
Chester
9.4 out of 10, Exceptional, (29 reviews)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Canada
Dan D.
Family Home In the Heart of the Village of Chester

Cozy cottage by the river perfect for nature lovers & pet friendly

Cozy cottage by the river perfect for nature lovers & pet friendly
Chester Basin
10.0 out of 10, Exceptional, (3 reviews)
"Had the perfect weekend here! So cozy and had everything you need. Will definitely be back again when in the area! "
United States
Jessie S.
Cozy cottage by the river perfect for nature lovers & pet friendly

Millet Lake House • Hot Tub • Sandy Private Beach • Chester

Millet Lake House • Hot Tub • Sandy Private Beach • Chester
Chester
10.0 out of 10, Exceptional, (1 review)
Millet Lake House • Hot Tub • Sandy Private Beach • Chester

Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Chester
9.6 out of 10, Exceptional, (35 reviews)
"Excellent stay!Beautiful, peaceful location."
Canada
Dany H.
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.

Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.
East River Point
10.0 out of 10, Exceptional, (22 reviews)
"Great location and very well equipped."
Canada
Elizabeth W.
Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.

Spacious Chester Home with Spectacular Ocean Views!

Spacious Chester Home with Spectacular Ocean Views!
Chester
10.0 out of 10, Exceptional, (1 review)
"We enjoyed everything. It was nice and cozy and appreciated the fire being lit in advance of our checkin. "
Canada
Michele S.
Spacious Chester Home with Spectacular Ocean Views!

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Hubbards
10.0 out of 10, Exceptional, (100 reviews)
"A beautiful spot, peaceful and relaxing, Wonderful hosts and lovely accommodation "
Canada
Kathleen M.
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
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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Top Chester Hotel Reviews

Guide to exploring around Chester

Top reasons to visit Chester

  • Stunning Coastal Scenery: Chester boasts breathtaking views of lakes, islands, and beautiful beaches, ideal for relaxation and outdoor enjoyment.
  • Adventure Activities: Thrill-seekers can explore the Chester Adventure Park, offering exciting recreational opportunities for all ages.
  • Cultural Experiences: Catch a performance at the Chester Playhouse and enjoy the local arts scene in this charming town.
  • Historic Charm: Wander through Chester's picturesque streets, featuring local boutiques and historic sites that reflect its rich heritage.
  • Variety of Accommodations: From family-friendly lodges to cozy retreats, Chester offers diverse lodging options catering to every traveller's needs.

Find great hotels in Chester

Experience the charm of Chester, Nova Scotia, with a selection of top-notch accommodations tailored for every type of traveller. From family-friendly lodges to pet-friendly hotels, you'll find the perfect spot for your adventure vacation. Whether you're seeking a cozy retreat or an exciting getaway, Chester's hotels offer the ideal blend of comfort and convenience for an unforgettable stay.

  • Oak Island Resort & Conference Centre: Experience a delightful family and pet-friendly getaway at Oak Island Resort & Conference Centre, a 3.5-star hotel nestled in the heart of Chester. This resort is perfect for travellers seeking a memorable vacation experience with their loved ones, including furry friends. With amenities designed for children, such as complimentary cribs, and a welcoming pet policy that permits pets on-site, guests can relax knowing their entire family is catered for. Enjoy the resort’s scenic surroundings and various recreational activities, making it an ideal destination for both relaxation and adventure.
  • Clearwater Lake Lodge: Clearwater Lake Lodge is the perfect destination for any special occasion, whether it's a romantic getaway or a fun-filled family vacation. This lodge offers a unique blend of charm and comfort, with amenities that include a game room featuring ping pong, air hockey, and arcade games for the young and young at heart. With nearby locations for sledding and winery tours, guests can create unforgettable memories while enjoying the stunning natural beauty of Chester. The lodge also welcomes pets, making it an inclusive choice for everyone looking to celebrate a special moment.
  • VRBO HAS TERRIBLE CUSTOMER SERVICE. This Riad-style lodging provides a unique experience for those seeking outdoor adventures. Situated in Chester, this property offers access to various sports and recreation activities, including hiking and biking in nearby locations. While it may not offer the same level of amenities as traditional hotels, it appeals to the adventurous traveller looking to explore the beautiful landscapes of Nova Scotia. However, be prepared for potential service challenges, as past guests have reported dissatisfaction with customer service.

Where to stay in Chester

Chester, Nova Scotia, is a delightful destination for outdoor enthusiasts and families alike. Stroll through the charming streets of the historic city, shop at local boutiques, and enjoy the friendly atmosphere. The nearby beaches offer stunning scenery and relaxation, making it perfect for a beach getaway. Peak tourist season brings vibrant community events, ensuring an unforgettable travel experience filled with culture and recreation in this picturesque coastal town.

  • Chester: Nestled in the picturesque area of Chester, this charming city attracts visitors year-round, with peak travel from July to September. Known for its outdoor and family-themed experiences, Chester offers a delightful blend of urban and natural attractions. Explore the local shopping centres and malls, or hit the golf course for some leisure time. Don't miss the nearby beach, urban park, and scenic islands, which provide the perfect setting for relaxation and adventure.
  • Western Shore: Located close to Chester, Western Shore is a vibrant city that experiences a surge of visitors during the summer months, particularly from July to September. Renowned for its outdoor and beach experiences, this area is ideal for families seeking sun and fun. Enjoy golfing at local courses or unwind at a private country club. The nearby islands, beach, and urban parks serve as excellent backdrops for a day of exploration and recreation.
  • Fox Point: A lovely city situated in the Chester area, Fox Point enjoys moderate seasonal tourism, peaking from July to September. Visitors come for its inviting outdoor and beach experiences, making it a family-friendly destination. Here, you can stroll along the boardwalk, engage in activities at the recreational area, or camp under the stars. The stunning beach, picturesque bay, and urban park nearby provide ample opportunities for scenic enjoyment and relaxation.

Things to do in Chester

Chester, Nova Scotia, offers a delightful blend of outdoor activities and scenic beauty, perfect for a vacation. Enjoy the recreational area, stroll along the boardwalk, or play a round at the local golf course. Adventure seekers can explore the Chester Adventure Park, while cultural enthusiasts can catch a show at the Chester Playhouse. Don't miss the chance to experience the charm of city sightseeing in this picturesque coastal town.

Shopping

Discover the charm of Hubbards Farmer's Market in Chester, a vibrant spot featuring local produce and unique crafts. Experience the friendly atmosphere as you browse through delightful stalls, perfect for finding gifts and souvenirs that capture the essence of Nova Scotia.

Recreation

At Graves Island Provincial Park, immerse yourself in nature with serene walking trails and picturesque views, perfect for relaxation. Enjoy a round of golf at Chester Golf Club or Sherwood Golf and Country Club, where you can appreciate the outdoors while engaging in a friendly game of golf.

Adventure

Chester is perfect for outdoor adventures. Experience kayaking on the stunning waters of Mahone Bay, or hike the scenic trails at Chester’s own seaside park. For a thrill, try sailing or explore the charming village with its vibrant local art and culture.

Nightlife

In Chester, the Chester Playhouse offers a vibrant atmosphere with its captivating performances and cultural charm. Whether you're enjoying a romantic evening or a family outing, the theatre provides a delightful blend of entertainment that showcases the local talent and community spirit.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chester

To save on your trip to Chester, Nova Scotia, consider visiting during the cheaper months of April to May or November, when accommodation rates are lower. Booking your hotel about a month in advance can help secure better prices, and Saturdays tend to be the least expensive days to stay. Use Expedia’s search tool to compare room rates and apply filters for your budget. Take advantage of package deals that combine flights, hotels, and activities for added savings. For spontaneous travellers, keep an eye out for last-minute deals highlighted on Expedia.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are April to May and November, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Chester about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Saturday. The most expensive day to stay in Chester is Monday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your options based on your budget, preferred location, and the type of hotel you desire. For the best value, be sure to arrange the price filter from lowest to highest to uncover the most affordable rates and deals available.
  • Consider bundling your trip: You can save on your trip by combining your hotel stay in Chester with flights and activities through an Expedia package.

Find the best attractions in Chester

Chester, Nova Scotia, is perfect for outdoor enthusiasts and beach lovers, offering stunning scenery with its picturesque lakes, islands, and beaches. Explore local attractions such as the medieval Chester, Chester Zoo, and the beautiful Chester Cathedral. Don't miss nearby attractions that enhance your experience in this charming town, making it an ideal vacation spot for anyone seeking a blend of adventure and relaxation.

  • Oak Island: Discover the intriguing tales of treasure and mystery on Oak Island. This beautiful island offers stunning beaches and outdoor activities, perfect for exploration and relaxation amidst picturesque surroundings.
  • Saint Margarets Bay: Enjoy the breathtaking scenery of Saint Margarets Bay, where outdoor enthusiasts can engage in various water activities. The tranquil beaches and scenic views make it an ideal spot for picnics and leisurely strolls.
  • Bayswater Beach Provincial Park: Experience the natural beauty of Bayswater Beach Provincial Park, a serene beach environment perfect for sunbathing, swimming, and beachcombing. The calm atmosphere encourages relaxation and connection with nature.

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