
Chester Vacations from $390
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Your Chester Vacation
When a getaway to the city is calling, answer it with a Chester vacation package. With all your travel needs taken care of before you leave, all you need to do here is focus on making unforgettable memories. Fill your schedule with tours of Hacklebarney State Park, Alstede Farms and Schooleys Mountain County Park, some of the top attractions you just have to see during your trip to Chester. A few clicks is all it takes to build your perfect Chester vacation on Expedia.
The Latest Chester vacation packages

Windrose On Hudson
Reviewed on Aug 12, 2025

The Inn At Fox Hollow Hotel
Reviewed on Aug 12, 2025

1 Hotel Brooklyn Bridge
Reviewed on Aug 21, 2025

Sound View Greenport
Reviewed on Aug 18, 2025

Hotel Beacon
Reviewed on Aug 23, 2025
Discover the most popular places to visit in Chester

Alstede Farms
You can learn about the history of Chester with a stop at Alstede Farms. While you're in the area, stroll along the lakeside.
Hacklebarney Farm Cider Mill
You can browse for the perfect souvenirs at Hacklebarney Farm Cider Mill during your stay in Chester. Stroll along the lakeside or experience the area's festivals.
The Streets of Chester Shopping Center
You can search for that perfect souvenir at The Streets of Chester Shopping Center during your visit to Chester. While you're in the area, stroll along the lakeside.
Chester Hotel Deals

Sheraton Parsippany Hotel
Reviewed on Aug 19, 2025

Doubletree by Hilton Somerset Hotel and Conference Center
Reviewed on Aug 19, 2025

Embassy Suites by Hilton Parsippany
Reviewed on Aug 17, 2025
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Hotels near Chubb Park
- Hotels near Alstede Farms
- Hotels near Cooper Gristmill
- Hotels near Kay Environmental Center
- Hotels near Hacklebarney Farm Cider Mill
- Hotels near Hacklebarney State Park
- Hotels near Willowwood Arboretum
- Hotels near Ralston General Store Museum
- Flanders Hotels
- Cabin Rentals in Flanders
- Vacation Homes in Flanders
- Motels in Flanders
- B&B in Flanders
- 3 Star Hotels in Flanders
- 4 Star Hotels in Flanders
- Condo Rentals in Flanders
- Hotels near Gladstone Station
- Apartments in Gladstone Station
- Peapack and Gladstone Hotels
- Apartments in Peapack and Gladstone
- 5 Star Hotels in Peapack and Gladstone
- B&B in Peapack and Gladstone
- 4 Star Hotels in Peapack and Gladstone
- Cabin Rentals in Peapack and Gladstone
- Condo Rentals in Peapack and Gladstone
- Vacation Homes in Peapack and Gladstone
- Hotels near Schooleys Mountain County Park
- Long Valley Hotels
- Cabin Rentals in Long Valley
- 4 Star Hotels in Long Valley
- 5 Star Hotels in Long Valley
- B&B in Long Valley
- Romantic Hotels in Long Valley
- Motels in Long Valley
- Guest Houses in Long Valley
- Hotels & Resorts for Couples in Long Valley
- Extended Stay America Hotels in Long Valley
- Cottages in Long Valley
- Mount Olive Hotels
- Pet-friendly Hotels in Mount Olive
- RV Parks in Mount Olive
- Hotels with Bars in Mount Olive
- Resorts & Hotels with Spas in Mount Olive
- Motels in Mount Olive
- Hotels on the Lake in Mount Olive
- Hotel Wedding Venues Hotels in Mount Olive
- Hotels with a Pool in Mount Olive
- Gay friendly Hotels in Mount Olive
- Hotels with Hot Tubs in Mount Olive
- 3 Star Hotels in Mount Olive
- Cheap Hotels in Mount Olive
- Beach Hotels in Mount Olive
- B&B in Mount Olive
- Resorts in Mount Olive
- Hotels with an Outdoor Pool in Mount Olive
- Luxury Hotels in Mount Olive
- Succasunna Hotels
- Motels in Succasunna
- 4 Star Hotels in Succasunna
- Budd Lake Hotels
- Mendham Hotels
- B&B in Mendham
- The Streets of Chester Shopping Center
- Chubb Park
- Alstede Farms
- Hacklebarney State Park
- Ort Farm
- Willowwood Arboretum
- Ralston General Store Museum
- Visit Flanders
- Peapack and Gladstone Vacations
- Long Valley Vacations
- Mount Olive Vacations
- Visit Peapack and Gladstone
- Visit Long Valley
- Visit Mount Olive
- Visit Succasunna
- Budd Lake Vacations
- Pax Amicus Castle Theatre
- Roxbury Mall
- Natirar Park
- Car rentals near The Streets of Chester Shopping Center
- Car rentals near Flanders
- Car rentals near Peapack and Gladstone
- Enterprise Rental Cars in Peapack and Gladstone
- Car rentals near Long Valley
- Car rentals near Mount Olive
- Car rentals near Succasunna
- Car rentals near Budd Lake
- Car rentals near Mendham