Deals on vacations and trips to Chester

Save when you book Chester package deals

Choose two or more items and save on your trip:

Search vacation packages deals in Chester's top destinations

A blue house with a white porch and a flag.

Chester

Vacations
Chester

Chester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Halifax Downtown

Residence Inn by Marriott Halifax Downtown

3 out of 5
Downtown Halifax
Price was $827, price is now $742 per person
$742
per person
Feb 5 - Feb 8
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.
Brewery Park Hotel

Brewery Park Hotel

3.5 out of 5
North End
Price was $1,079, price is now $920 per person
$920
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
Free WiFi in public areas and luggage storage are available at this hotel.
The Hollis Halifax a DoubleTree Suites by Hilton Hotel

The Hollis Halifax a DoubleTree Suites by Hilton Hotel

4 out of 5
Downtown Halifax
Price was $990, price is now $887 per person
$887
per person
Dec 30 - Jan 3
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 24-hour business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
FlowEdge Riverside Getaway

FlowEdge Riverside Getaway

4 out of 5
Price was $1,539, price is now $1,388 per person
$1,388
per person
Dec 25 - Dec 31
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This chalet doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Homewood Suites by Hilton Halifax-Downtown

Homewood Suites by Hilton Halifax-Downtown

3 out of 5
Downtown Halifax
Price was $982, price is now $886 per person
$886
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the free full breakfast each morning.

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
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $129 total per night
$129 total
Nov 16 - Nov 17
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.
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
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Ocean front cottage in the heart of Hubbards.

Ocean front cottage in the heart of Hubbards.

Hubbards NS
Get rates
This vacation home includes a garden and barbecue grills.
Kitchen
Free WiFi
Future Inns Halifax

Future Inns Halifax

3 out of 5
30 Fairfax Dr Halifax NS
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $98 total per night
$98 total
Dec 9 - Dec 10
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
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
98 Chain Lake Dr Halifax NS
Free Cancellation
Reserve now, pay when you stay
$97 nightly
The price is $113 total per night
$113 total
Nov 16 - Nov 17
Total with taxes and fees
An indoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A lobby fireplace, express check-out, and dry cleaning are also on offer.
Pool
Pet friendly
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
$97 nightly
The price is $114 total per night
$114 total
Nov 22 - Nov 23
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
Don't see what you're looking for?
See all available properties in Chester
View all properties
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 blue house with a white porch and a flag.
Sailboats on a calm lake with a forested shoreline.
A couple sitting at a wooden picnic table overlooking a calm harbor with sailboats.
A calm lake with several sailboats and a few motorboats.
A calm lake with several sailboats and buoys.

Frequently asked questions

How much are vacation packages to Chester?
With vacation packages being sold from just $742, 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.

Explore More Ways to Travel with Travelocity