Deals on vacations and trips to Chester

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

Chester

Vacations
Chester

Chester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Future Inns Halifax

Future Inns Halifax

3 out of 5
Clayton Park West
Price was $779, price is now $611 per person
$611
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a coffee shop, and a lobby fireplace are also offered.
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was $790, price is now $635 per person
$635
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the children's pool and onsite laundry facilities. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
Atlantica Hotel Halifax

Atlantica Hotel Halifax

4 out of 5
South End
Price was $1,024, price is now $843 per person
$843
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 7 conference rooms, free WiFi in public areas, and express check-out. There's a gym on site, and laundry facilities and wedding services are also offered.
Chateau Bedford, Trademark Collection by Wyndham

Chateau Bedford, Trademark Collection by Wyndham

4 out of 5
Birch Cove
Price was $839, price is now $698 per person
$698
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like full breakfast and free self parking.
HFX Airport Hotel

HFX Airport Hotel

2.5 out of 5
Price was $945, price is now $794 per person
$794
per person
Sep 24 - Sep 30
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.

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
$157 nightly
The price is $179 total per night
$179 total
Aug 10 - Aug 11
Total with taxes and fees
A marina and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. Enjoy the gym and perks like free self parking.
Future Inns Halifax

Future Inns Halifax

3 out of 5
30 Fairfax Dr Halifax NS
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $168 total per night
$168 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a coffee shop, and a lobby fireplace are also offered.
Pet friendly
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
$160 nightly
The price is $188 total per night
$188 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast 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
$127 nightly
The price is $149 total per night
$149 total
Jul 19 - Jul 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the children's pool and onsite laundry facilities. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Parking included
Old Orchard Inn

Old Orchard Inn

4 out of 5
153 Greenwich Rd. South Wolfville Ridge NS
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $179 total per night
$179 total
Aug 17 - Aug 18
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this traditional hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
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
Free Cancellation
$138 nightly
The price is $162 total per night
$162 total
Jul 21 - Jul 22
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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 $611, 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.

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