Deals on vacations and trips to Chester
Save when you book Chester package deals
Chester flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Sandman Signature Dartmouth Hotel & Suites
per person
Jun 26 - Jun 29
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Halifax (YHZ)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking and luggage storage are also offered on site.
The Sutton Place Hotel Halifax
Downtown Halifax
Save 100% on your flight
per person
Jul 10 - Jul 16
found 4 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 free WiFi in public areas, laundry service, and valet parking. There's a hot tub on site, and laundry facilities and concierge services are also offered.
Lux Exec Home HFX Waterfront Pool Hot Tub
Save 100% on your flight
per person
Jun 26 - Jun 29
found 7 hours ago
Roundtrip flight included
Boston (BOS) 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.
Super 8 by Wyndham Windsor NS
per person
Jul 6 - Jul 11
just found
Roundtrip non-stop flight included
Philadelphia (PHL) to Halifax (YHZ)
An indoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A business center, a lobby fireplace, and a picnic area are also on offer.
The Barrington Hotel
Downtown Halifax
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Halifax (YHZ)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.
Top Chester hotels deals
Family Home In the Heart of the Village of Chester
This vacation home features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen
Best Western Plus Bridgewater Hotel & Convention Centre
527 Highway 10 Exit 12, Cookville, NS
Free Cancellation
Reserve now, pay when you stay
The price is $137 per night
$137
includes taxes & fees
$120 per night
May 19 - May 20
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Days Inn & Conference Center by Wyndham Bridgewater
50 North Street, Hwy 103 and North Street, Bridgewater, NS
Free Cancellation
Reserve now, pay when you stay
The price is $97 per night
$97
includes taxes & fees
$85 per night
May 4 - May 5
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. There's a gym on site, and laundry facilities and free newspapers are also offered.
Breakfast included
Parking included
Smugglers Cove Inn
139 Montague Street, Lunenburg, NS
Free Cancellation
Reserve now, pay when you stay
The price is $149 per night
$149
includes taxes & fees
$130 per night
May 8 - May 9
Free WiFi in public areas, a hair salon, and luggage storage are available at this hotel. Concierge services are provided for your convenience.
Free WiFi
Air conditioning
Brigantine Inn & Suites
82 Montague Street, Lunenburg, NS
Free Cancellation
Reserve now, pay when you stay
The price is $124 per night
$124
includes taxes & fees
$108 per night
May 2 - May 3
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Laundry facilities are provided for your convenience.
Free WiFi
Restaurant
The Homeport Motel
167 Victoria Road, Lunenburg, NS
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
$119
includes taxes & fees
$105 per night
May 3 - May 4
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a grocery/convenience store are also on offer.
Parking included
Free WiFi
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.
Popular places to visit
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.
Tancook Island
Find out about the history of Chester with a stop at Tancook Island. While in this family-friendly area, you can savor the top-notch restaurants.
Photos of local treasures
Browse Chester vacation photos for more inspiration
Top all inclusive vacation packages with airfare
Book a vacation to Chester
Most popular
Hotels
Flights
Packages
Vacation Rentals