Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Check prices on hotels in Chester

Tonight Tonight Mar 24 - Mar 25
This weekend This weekend Mar 30 - Apr 1
Next weekend Next weekend Apr 6 - Apr 8

Featured Chester Adventure Hotels

See all 368 Hotels in Chester
Chester House Inn

Chester House Inn

266 Main St, Chester
3.0 out of 5.0
4.2 out of 5 (36 reviews)
Felt right at homeInnkeeper Bob made us feel right at home at Chester House Inn. A classic New England style inn with all the charm and history you could want. Plus a tasty breakfast and perfect location for winter sports!
Feb 6, 2017


Rose Arbour Bed & Breakfast

Rose Arbour Bed & Breakfast

55 School Street, Chester
2.5 out of 5.0
4.0 out of 5 (64 reviews)
Great host and was very welcoming. Also got to play with her nice big dogs! Everything was setup nicely and very comfortable.
Mar 3, 2018



Recently booked Adventure Hotels in Chester

Fullerton Inn
2.5 out of 5.0
Last booking: 44 hours ago

Pocket Guide: Adventure Hotels in Chester

Search for hotels in Chester on Expedia. You can easily find your hotels in Chester using one of the methods below:

  • View our selection of featured hotels in Chester
  • Use the map to find hotels in the Chester neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chester, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chester
  • Enter your travel dates to view the best deals on hotels in Chester - while they last