2025 Chester, Massachusetts Hotels
Up To 10% Off Select Hotels With AARP Member Discounts
Choose from AARP Discount Chester Hotels with Free Cancellation
D. Hotel Suites & Spa
Quality Inn West Springfield
The Ellery
Riverdale Inn
La Quinta Inn & Suites by Wyndham Springfield MA
The Yankee, Trademark Collection by Wyndham
Quality Inn & Suites Northampton - Amherst
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshires Untold
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG
The Constance by the Lenox Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
Homewood Suites by Hilton Holyoke-Springfield/North
Red Roof Inn PLUS+ West Springfield
Hotels in Chester
If you are looking for a wonderful, relaxing vacation in Chester, you're in luck; we're here to help. We combine AARP members-only benefits with the best rates from Expedia. Use your membership advantage to book a hotel that's closest to the sights you want to see and at a 5-star resort that pulls out all the stops. Let us help you save money on your upcoming trip to Chester.
Book A Great Chester Hotel
In Chester, we have lined up 821 hotels that offer fantastic rates through the AARP Travel Center powered by Expedia. Chester is a popular place to visit thanks to its gorgeous backdrop. This city is also known for a vacation that promises time in the outdoors. You're sure to find an activity to do while you're on vacation. If you need a golf getaway, not to worry, because we have the perfect plan for you. Make sure to bring your clubs, because there are two courses in Chester. You can conveniently schedule a tee time at courses in the area such as Franconia Golf Course. You can increase your savings by scheduling a picturesque trip with the Travel Center. When you book with AARP Travel Center Powered by Expedia, you will spend more time making the most out of your trip, no matter where you decide to travel.
Reserve Your Chester Accommodation With Us
We're going to ensure you get the best prices around when you book with us for your next Chester holiday. Ready to play like the pros do at Franconia Golf Course or Veteran's Memorial Golf Course in Chester? We're here to help you make the plans. And you won't have to worry about pulling out all your savings to have a great time, thanks to our great vacation deals. You may find that booking through AARP gives you the best deals. You'll have peace of mind during your entire vacation. Why? You scored the best deal possible. Your wallet will smile when you book with the Travel Center.
Hotel Brands in Chester
More Chester Hotel Discounts for Seniors
- Holiday Inn & Suites Pittsfield-Berkshires by IHG
- The Constance by the Lenox Collection
- The Black Swan Lee - Lenox, Ascend Hotel Collection
- The Red Lion Inn
- Homewood Suites by Hilton Holyoke-Springfield/North
- Red Roof Inn PLUS+ West Springfield
- Residence Inn by Marriott West Springfield
- Tru by Hilton Chicopee Springfield
- Berkshire Mountain Lodge
- Quality Inn Chicopee - Springfield
- Fairfield Inn & Suites Springfield Northampton/Amherst
- Fairfield Inn & Suites Springfield Holyoke
Hotels Near Chester, Massachusetts
- Springfield Hotels
- Lenox Hotels
- Northampton Hotels
- Great Barrington Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Holyoke Hotels
- West Springfield Hotels
- Stockbridge Hotels
- Lee Hotels
- Chicopee Hotels
- Hadley Hotels
- Westfield Hotels
- Appalachian Mountains Hotels
- Deerfield Hotels
- Agawam Hotels
- Becket Hotels
- Western Massachusetts Hotels
- Otis Hotels
- Adams Hotels
- South Deerfield Hotels
- South Hadley Hotels
- Easthampton Hotels
- West Stockbridge Hotels
- Shelburne Falls Hotels
- Housatonic Hotels
- Sheffield Hotels
- Norfolk Hotels
- Southwick Hotels
- Charlemont Hotels