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 $987, price is now $708 per person
$708
per person
Sep 5 - Sep 10
found 13 hours 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.
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
Save 100% on your flight
Price was $4,774, price is now $3,388 per person
$3,388
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Halifax (YHZ)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. A seasonal outdoor pool and laundry facilities are also provided.
Riverside Inn

Riverside Inn

3 out of 5
Price was $1,066, price is now $787 per person
$787
per person
Aug 16 - Aug 19
found 8 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
This guesthouse features a hot tub and a sauna. Guests will appreciate freebies like continental breakfast and free self parking.
Coastal Inn Halifax

Coastal Inn Halifax

3 out of 5
Price was $980, price is now $730 per person
$730
per person
Sep 5 - Sep 10
found 13 hours 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 $1,352, price is now $1,037 per person
$1,037
per person
Sep 5 - Sep 10
found 13 hours 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.

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
$168 nightly
The price is $191 total per night
$191 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
$142 nightly
The price is $166 total per night
$166 total
Jul 27 - Jul 28
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.
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
$158 nightly
The price is $186 total per night
$186 total
Jul 12 - Jul 13
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.
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.
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
$156 nightly
The price is $178 total per night
$178 total
Jul 12 - Jul 13
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.
Stardust Motel Bedford

Stardust Motel Bedford

2.5 out of 5
1067 Bedford Highway Bedford NS
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $129 total per night
$129 total
Jul 12 - Jul 13
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Parking included
Free WiFi
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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 $708, 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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