Book Exclusive Chester Vacation Packages

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A large, two-story house with a steeply pitched roof and a chimney.

Chester

Vacations
Chester

Chester flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was CA $702, price is now CA $550 per person
CA $550
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this family-friendly hotel in Beechville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

Seacliff- Luxury Halifax Waterfront Paradise -Pool, Hot Tub, Wharf & Boathouse

4.5 out of 5
Price was CA $1,816, price is now CA $1,362 per person
CA $1,362
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this luxury vacation home in Halifax. Enjoy free WiFi, free parking, and private pools. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.
Red George Inn and Suites

Red George Inn and Suites

2 out of 5
Downtown Halifax
Price was CA $948, price is now CA $752 per person
CA $752
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this family-friendly hotel in Halifax. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Halifax Waterfront Boardwalk and Scotiabank Centre are located nearby.
Homewood Suites by Hilton Halifax-Downtown

Homewood Suites by Hilton Halifax-Downtown

3 out of 5
Downtown Halifax
Price was CA $1,139, price is now CA $944 per person
CA $944
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
Book a stay at this business-friendly hotel in Halifax. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Casino Nova Scotia are located nearby.
Hampton Inn by Hilton Halifax Downtown

Hampton Inn by Hilton Halifax Downtown

3 out of 5
Downtown Halifax
Price was CA $1,031, price is now CA $859 per person
CA $859
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Halifax (YHZ)
Stay at this hotel in Halifax. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Casino Nova Scotia are located nearby.

Top Chester hotels deals

Oak Island Resort & Conference Centre

Oak Island Resort & Conference Centre

3.5 out of 5
36 Treasure Drive Western Shore NS
The price is CA $212 per night
CA $212
CA $241 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this business-friendly hotel in Western Shore. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Oak Island and Tancook Island are located nearby.
Pool
Pet-friendly
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

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

Chester NS
Get rates
Book a stay at this beach cottage in East Chester. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Goat Lake and Graves Island Provincial Park are located nearby.
Kitchen
Washer
Future Inns Halifax

Future Inns Halifax

3 out of 5
30 Fairfax Dr Halifax NS
The price is CA $238 per night
CA $238
CA $280 total
Sep 25 - Sep 26
includes taxes & fees
Book a stay at this business-friendly hotel in Halifax. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
Pet-friendly
Parking included
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
98 Chain Lake Dr Halifax NS
Free cancellation
Reserve now, pay when you stay
The price is CA $208 per night
CA $208
CA $244 total
Aug 30 - Aug 31
includes taxes & fees
Book a stay at this family-friendly hotel in Beechville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
Pool
Parking included
Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
133 Kearney Lake Rd Halifax NS
Free cancellation
Reserve now, pay when you stay
The price is CA $249 per night
CA $249
CA $292 total
Sep 6 - Sep 7
includes taxes & fees
Book a stay at this business-friendly hotel in Halifax. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
Pool
Breakfast included
Holiday Inn Express & Suites Halifax - Bedford by IHG

Holiday Inn Express & Suites Halifax - Bedford by IHG

4 out of 5
980 Parkland Dr Halifax NS
The price is CA $232 per night
CA $232
CA $277 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this business-friendly hotel in Halifax. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Halifax Waterfront Boardwalk and Halifax Citadel are located nearby.
Pool
Breakfast included
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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.

Stay near popular Chester attractions

Bayswater Beach Provincial Park

9.0/10 (26 reviews)
If a restful vacation is part of your travel plans, Bayswater Beach Provincial Park might be the perfect place to seek out during your trip to Bayswater. Make some time to visit the monuments while you're in the area.
See properties

Photos of local treasures

Browse Chester vacation photos for more inspiration

A calm lake with boats, a stone dock, and houses with a stone wall and trees in the background.
A greenhouse filled with various potted plants and flowers.
A storefront with a green sign reading "Kiwi Cafe" and a sign below stating "Reserved Kiwi Too".
A yellow building with a blue door and windows, a tree in front, and a silver car parked in front.
Sailboats on a calm lake with a forested shoreline.

Frequently asked questions

How much are vacation packages to Chester?
With vacation packages being sold from just CA $550, it's not necessary to blow out the credit card to visit Chester. Travelocity is here to help. Bundle flights, hotels and tours into a package and walk away with serious discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Chester?
It's difficult to beat Travelocity when it comes to piecing together your Chester package deal. There are as many as 400 airlines and 1,000,000 properties around the world to choose from. Plan your escape now and get ready to tick another destination off your must-see list.
Why should I book my Chester vacation package with Travelocity?
Because we believe in crafting unforgettable vacation experiences. From hotels and flights to car rentals and activities, our packages make it a breeze to save. Our customer support team is on hand 24/7 to ensure you're never alone. We also have a Price Match Guarantee, so you can book your getaway knowing you've scored the best deal possible. Find a lower price and we'll match it!
Can I save on my Chester car rental if I combine it with my hotel or flight?
You sure can. And our Chester vacation packages are the perfect way to do it. With only a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car and feel the freedom of the open road. Looking for things to do? Add some tours or experiences to your package and make savings on those too.
What is there to do in Chester?
You'll be happy to know Chester is brimming with amazing photo opportunities, however Oak Island and Saint Margarets Bay are among the best of them.