Chester Vacations from $580
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Your Chester Vacation
Take the hassle out of travel planning with a Chester vacation package. A great neighborhood to base yourself in this captivating city is Garden Lots, which is good for watersports and much more. A trip to Chester is a superb opportunity to sightsee. Be sure to visit well-known attractions like Oak Island, Tancook Island and Chester Golf Club. Stop dreaming and start traveling. Browse the wide range of options on Expedia today and finally put your Chester vacation plans into action!
The Latest Chester vacation packages
Price found within the past 48 hours. Click for updated prices.
Sandman Signature Dartmouth Hotel & Suites
Save 100% on your flight
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Halifax (YHZ)
9.2/10 Wonderful! (1,253 reviews)
Beautiful property and vary accessible to everything around the hotel ! Definitely recommend
Reviewed on Jun 18, 2025
Liscombe Lodge Resort and Conference Centre
Save 100% on your flight
per person
Jul 23 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Halifax (YHZ)
8.2/10 Very Good! (236 reviews)
Beautiful setting along the river, fun petting zoo area for kids, and access to bikes, canoes and kayaks - wish we had more time! Very friendly staff. Bed was not comfortable.
Reviewed on Jun 16, 2025
Discover the most popular places to visit in Chester
Chester Golf Club
4/5(1 review)
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.
Chester Playhouse
4/5(1 review)
You can enjoy a show at Chester Playhouse during your trip to Chester. Stroll along this family-friendly area's waterfront, or simply enjoy its seafood restaurants.
Chester Art Center
3/5(1 review)
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.
Chester Hotel Deals
Family Home In the Heart of the Village of Chester
Chester
Great stay multiple families
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Reviewed on Apr 27, 2025
Best Western Plus Bridgewater Hotel & Convention Centre
527 Highway 10 Exit 12, Cookville, NS
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $198 total per night from Jul 4 to Jul 5
$198 total
Jul 4 - Jul 5
Total includes taxes and fees
9.2/10 Wonderful! (879 reviews)
"Clean. Restaurant was very good. Room was quiet"
Reviewed on Jun 20, 2025
Smugglers Cove Inn
139 Montague Street, Lunenburg, NS
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $190 total per night from Jun 27 to Jun 28
$190 total
Jun 27 - Jun 28
Total includes taxes and fees
8.8/10 Excellent! (621 reviews)
"wonderful location and extremely helpful owners and staff."
Reviewed on Jun 17, 2025
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.
Find the Best Chester Vacation Packages
Chester Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Population | 1,550 |
Max Temp Winter | 35ºF |
Max Temp Summer | 70ºF |
Top Sights | Bayswater Beach Provincial Park, Chester Playhouse and Lordly House Museum |
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- Graves Island Provincial Park
- Visit Western Shore
- Visit Gold River
- Visit East River
- Visit East River Point
- Visit Upper Blandford
- Visit Tancook Islands
- Visit Blandford
- Swiss Air Flight 111 Memorial Bayswater
- Bayswater Beach Provincial Park
- Visit Bayswater
- For The Birds Nature Shop
- The Moorings Gallery
- Mahone Bay Settlers Museum
- Northern Sun Gallery & Gifts
- Have A Yarn
- Visit Mill Cove
- Mahone Bay Swimming Pool
- Visit Aspotogan
- Visit Mahone Bay
- Visit Fox Point
- Shore Club Dance Hall
- Hubbards Beach
- Visit Blockhouse
- Visit Heckmans Island
- Visit Southwest Cove
- Lunenburg Visitor Information Centre
- Heckman-Morash House
- St John's Anglican Church
- Lunenburg Opera House
- Knaut Rhuland House Museum
- Lunenburg Art Gallery
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.