Book Hotels in Chester, Connecticut

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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.

Top hotels in Chester for Extended Stay

Private - Cloud Comfort Double Queen Bed Room

Private - Cloud Comfort Double Queen Bed Room

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.

Seize your some day

Chester Hotel & Travel Guide\n

Chester has just one place to stay. So if you're looking to stay a short drive from Chester's downtown area, it is recommended you book early.

The Saybrook Point Inn and Spa, Connecticut, which is the closest accommodation option, can be found 11 miles (17 kilometers) from the city center of Chester. Alternatively, why don't you investigate the Inn at Middletown, located in Connecticut, which is 14 miles (22 kilometers) from the town center.

9 miles (14 kilometers) from central Chester, you can find the Captain Stannard Bed and Breakfast Country Inn. The Copper Beech Inn is situated 5 miles (8 kilometers) away. Another option is to check out the amenities and rates at the Tidewater Inn or the Bee and Thistle Inn.

After you've enjoyed Chester, make the trip to investigate the many natural and cultural attractions of the Coastal Connecticut area. Photographers will fall in love with Coastal Connecticut's beaches and coastal plains. You should also spend time at a few of the region's lighthouses. Enlightened travelers in this corner of United States of America love hiking, cycling and shore fishing.

When you are in Old Saybrook, save some time to visit the Essex Island Marina and spend a night in Essex, which is situated 6 miles (9 kilometers) to the southeast of the town center of Chester. The The Griswold Inn and Quality Inn Old Saybrook - Westbrook are among the choices.

Simply because you and your family are traveling, shouldn't mean that you can't indulge in your love of a day watching sports. Yale Bowl is situated 25 miles (41 kilometers) to the west of Chester. Enlightened travelers that hope to find a hotel close to the action should check out the Omni New Haven Hotel at Yale or the Courtyard New Haven at Yale.

For the modern traveler traveling through Tweed - New Haven Regional Airport, you might find it convenient to stay at New Haven Village Suites, or La Quinta Inn & Suites New Haven, which are each conveniently located nearby.

Frequently asked questions

What are the top kid-friendly hotels in Chester?
Chester has one kid-friendly stay — Peace Barn in the heart of the CT River Valley. It comes with amenities to keep adults and youngsters happy and comfortable, including a deck.
Where can I find cheap hotels in Chester?
At Travelocity you’ll find really nice hotels in Chester at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chester rather than in Chester. We may find you even better rates, too.
How do I find the best Chester hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Chester then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chester?
The cheapest hotel in Chester is $82. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chester?
There are 876 hotels in Chester on Travelocity.
What are the best hotels in Chester?
Chester has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chester for you!
When is the best time to visit Chester?
If you want the joy of a fun-filled trip in peak season, visit Chester during . If you’d prefer the peace of off-season, book a stay during quieter months, such as .
When is the cheapest time to stay in Chester?
Based on historic data is usually the cheapest month to visit Chester. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chester?
There are multiple hotels in Chester that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chester. We have plenty of kid-friendly hotels in Chester to choose from on Travelocity!
Why book a hotel in Chester through Travelocity?
Because we have the top hotels in Chester! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chester on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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