Chester Connecticut Accommodations

Find accommodations in Chester with the hotel list provided below. Search for cheap and discounted hotel and motel rates in or close to Chester, CT for your corporate or personal leisure travel. We list the best Chester Connecticut hotel rooms. Review the Chester hotel list below to find the perfect lodging. We also have a map of the Chester hotels. Planning a group? Lock in Chester Group Hotel Rates

The Chester center is approximately 2 miles south of Gillettes Castle and 8 miles northwest of Old Saybrook Amtrak.

This historic town is situated on the Connecticut River and is home to a variety of restaurants, and businesses. Visitors can explore the city's many historic sites, like the Chester Green and the Old Town Hall, or take a scenic walk along the riverfront. One of the best ways to experience Chester is to stroll down Main Street, which is lined with beautiful 18th and 19th-century buildings. There are a few hotels in Chester, CT, as well as several great B&B places. In addition, there is a number of vacation rental properties available in the area. From antique shops to art galleries your eyes will definitely find what to appreciate. There are also a number of parks and recreation areas in Chester, making it the perfect destination to enjoy the outdoors. Whether you're looking for a quiet escape or a lively community, it is a wonderful place to be. More from this guide...

Chester Hotels/Motels & Accommodations

Quality Inn Old Saybrook Westbrook : 100 Essex Rd. 100 Essex Rd., Old Saybrook, CT 06475 Website Call ~8.11 miles southeast of Chester
  • Midscale Suburban hotel
  • Fitness / Gym is on-site
From£59
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Old Saybrook - Old Saybrook 37 Spencer Plain Rd., Old Saybrook, CT 06475 Call ~8.96 miles south of Chester
  • 2-star Oceanfront property
  • Check in: 02:00 PM
From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook in Old Saybrook 1750 Boston Post Rd., Old Saybrook, CT 06475 Call ~9.18 miles south of Chester
  • Economy Suburban property
  • Hotel has 11 suites
From£44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Pier Blue Inn Old Saybrook - Essex 1430 Boston Post Rd., Old Saybrook, CT 06475 Call ~9.22 miles south of Chester
  • Inexpensive Beach property
  • 50 sleeping rooms in hotel
From£43
Average 3.0 /5 Recent Reviews Call BookMore Details
Water's Edge Resort & Spa - Westbrook 1525 Boston Post Rd., Westbrook, CT 06498 Call ~9.38 miles south of Chester
  • Mid-scale Beach hotel
  • 25 suites in hotel
From£119
Very good 4.0 /5 Read Reviews Call BookMore Details
Saybrook Point Resort & Marina 2 Bridge St., Old Saybrook, CT 06475 Call ~10.37 miles southeast of Chester
  • 3-star Riverfront property
  • 81 rooms in hotel
From£150
Very good 4.0 /5 Review Score Call BookMore Details
Motel 6 Niantic, CT - New London 269 Flanders Rd., Niantic, CT 06357 Call ~12.76 miles east of Chester
  • Low priced property
  • 2 floors in property
From£45
Average 3.5 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn Niantic / East Lyme - Niantic 256 Flanders Rd., Niantic, CT 06357 Call ~12.77 miles east of Chester
  • Economical hotel
  • Hotel has 2 floors
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Aderi Hotel Niantic - Niantic 239 Flanders Rd., Niantic, CT 06357 Call ~12.81 miles east of Chester
  • Cheap Suburban property
  • Fitness / Gym is on-site
From£41
Average 3.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites Niantic North - Niantic 5 King Arthur Dr., Niantic, CT 06357 Website Call ~12.83 miles east of Chester
  • Low-priced Suburban property
  • Free breakfast available
From£36
Average 3.5 /5 Recent Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 Call ~12.85 miles east of Chester
  • 3 star Suburban hotel
  • Comp. Breakfast
From£57
Average 3.0 /5 Latest Reviews Call BookMore Details
Madison Beach Hotel - Madison 94 West Wharf Rd., Madison, CT 06443 Call ~13.20 miles southwest of Chester
  • 4 star Beach hotel
  • 5 meeting rooms in hotel
From£75
Average 3.0 /5 Recent Reviews Call BookMore Details
Tower Inn And Suites Of Guilford - Madison - Guilford 320 Boston Post Rd., Guilford, CT 06437 Call ~14.20 miles southwest of Chester
  • Economical Highway property
  • 19 rooms in hotel
From£37
Average 3.0 /5 Review Score Call BookMore Details
Spark by Hilton Guilford 300 Boston Post Rd., Guilford, CT 06437 Call ~14.21 miles southwest of Chester
  • 2 star property
  • 45 sleeping rooms in hotel
From£45
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Inn at Middletown 70 Main St., Middletown, CT 06457 Call ~14.31 miles northwest of Chester
  • Mid-scale Downtown property
  • Gym / Fitness Center Available
From£74
Very good 4.5 /5 Recent Reviews Call BookMore Details
Rodeway Inn Waterford - New London : 211 Pkwy. North 211 Pkwy. North, Waterford, CT 06385 Website Call ~14.70 miles east of Chester
  • Economy Suburban hotel
  • Check in time: 3:00 pm
From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn PLUS+ & Suites Guilford 2300 Boston Post Rd., Guilford, CT 06437 Call ~16.08 miles west of Chester
  • Inexpensive Rural hotel
  • 2 floors in hotel
From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Way Inn 31 Meriden Rd., Rockfall, CT 06455 Call ~16.65 miles northwest of Chester
  • Cheap Highway property
  • Check-in time: 12:00 PM
From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Mohegan Sun 1 Mohegan Sun Blvd., Uncasville, CT 06382 Call ~16.78 miles east of Chester
  • Four star Resort property
  • Hotel has 176 suites
From£225
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Mystic Waterford in Waterford 401 North Frontage Rd., Waterford, CT 06385 Call ~17.01 miles east of Chester
  • Affordable Suburban property
  • Gym / Fitness Center Available
From£86
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Americas Best Value Inn New London Mystic : 380 Bayonet St. 380 Bayonet St., New London, CT 06320 Call ~17.13 miles east of Chester
  • 2-star hotel
  • Check in: 14:00
From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden 1181 Barnes Rd., Wallingford, CT 06492 Call ~17.20 miles west of Chester
  • 3-star Suburban hotel
  • 6 floors in hotel
From£47
Very good 4.0 /5 Reviews Call BookMore Details
Clarion Inn 269 North Frontage Rd., New London, CT 06320 Call ~17.29 miles east of Chester
  • 2-star Suburban property
  • 3 conference rooms in property
From£45
Average 3.0 /5 Review Score Call BookMore Details
Red Roof Inn Mystic - New London : 707 Colman St. 707 Colman St., New London, CT 06320 Call ~17.46 miles east of Chester
  • Low priced Highway property
  • 108 rooms in hotel
From£31
Average 3.5 /5 Recent Reviews Call BookMore Details
Courtyard New Haven Wallingford 600 Northrop Rd., Wallingford, CT 06492 Call ~17.49 miles west of Chester
  • Midscale Suburban hotel
  • 149 rooms in property
From£45
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Wallingford Meriden : 100 Miles Dr. 100 Miles Dr., Wallingford, CT 06492 Call ~17.49 miles west of Chester
  • Two star Suburban hotel
  • Free breakfast available
From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden : 90 Miles Dr. 90 Miles Dr., Wallingford, CT 06492 Call ~17.55 miles west of Chester
  • Mid-scale Suburban hotel
  • 104 suites in hotel
From£79
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Norwich by IHG - Norwich 10 Laura Blvd., Norwich, CT 06360 Call ~17.97 miles east of Chester
  • Midscale Suburban hotel
  • Hotel has 135 rooms
From£74
Very good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Hartford Cromwell : 76 Berlin Rd. 76 Berlin Rd., Cromwell, CT 06416 Call ~18.11 miles northwest of Chester
  • Midscale Highway hotel
  • 123 sleeping rooms in hotel
From£60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Mainstay Suites by Choice Hartford Meriden Closed : 1151 East Main St. 1151 East Main St., Meriden, CT 06450 Call ~18.19 miles west of Chester
  • 2 star Suburban property
  • Fitness / Gym is on-site
From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Uncasville Casino Area : 1954 Norwich New London Tpke 1954 Norwich New London Tpke, Uncasville, CT 06382 Website Call ~18.28 miles east of Chester
  • Economy Highway hotel
  • Check in: 3:00 pm
From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Meriden 10 Bee St., Meriden, CT 06450 Call ~18.36 miles west of Chester
  • Mid-scale Suburban hotel
  • Fitness center on property
From£59
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Uncasville 2255 Norwich New London Turnpike, Montville, CT 06382 Call ~18.43 miles east of Chester
  • Three Star hotel
  • Free complimentary breakfast
From£74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Cromwell - Middletown : 111 Berlin Rd. 111 Berlin Rd., Cromwell, CT 06416 Website Call ~18.43 miles northwest of Chester
  • Cheap Highway property
  • Hotel has 4 floors
From£41
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG 35 Governor Winthrop Blvd., New London, CT 06320 Call ~18.46 miles east of Chester
  • Mid-scale Downtown property
  • Fitness / Gym is on-site
From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Extended Stay America Suites Hartford Meriden 366 Bee St., Meriden, CT 06450 Call ~18.49 miles west of Chester
  • Two-star property
  • 2 suites in property
From£52
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Lion Hotel Cromwell 100 Berlin Rd., Cromwell, CT 06416 Call ~18.49 miles northwest of Chester
  • Midscale Suburban hotel
  • 4 suites in hotel
From£52
Average 3.0 /5 Guest Reviews Call BookMore Details
American Inn 565 East Main St., Branford, CT 06405 Call ~18.50 miles west of Chester
  • 2-star Highway property
  • Check in time: 12-1 PM
From£45
Very good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn & Suites Branford - Guilford in Branford 81 Leetes Island Rd., Branford, CT 06405 Call ~18.52 miles west of Chester
  • Low Cost Beach hotel
  • 28 rooms in hotel
From£53
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area in Uncasville 2049 Norwich New London Turnpike, Uncasville, CT 06382 Website Call ~18.54 miles east of Chester
  • Mid-scale Suburban property
  • Check in time: 4:00P
From£74
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Meriden East : 900 East Main St. 900 East Main St., Meriden, CT 06450 Call ~18.60 miles west of Chester
  • Mid-scale Downtown property
  • Check in time: 11:00
From£60
Very good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven in Branford 3 Business Park Dr., Branford, CT 06405 Call ~18.65 miles west of Chester
  • Cheap Suburban hotel
  • Free breakfast
From£45
Average 3.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Cromwell/Middletown in Cromwell 1 Industrial Park Rd. Cromwell, Cromwell, CT 06416 Call ~18.68 miles northwest of Chester
  • Two star Highway property
  • Hotel has a green policy Read more
From£45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Encore Apartments : 275 Research Pkwy. 275 Research Pkwy., Meriden, CT 06450 Call ~18.84 miles west of Chester
  • 3-star Suburban hotel
  • Hotel has 150 suites
From£45
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell 4 Sebethe Dr., Cromwell, CT 06416 Call ~18.85 miles northwest of Chester
  • 3-star Suburban property
  • 2 suites in property
From£60
Average 3.0 /5 Recent Reviews Call BookMore Details
The Spa at Norwich Inn 607 West Thames St., Norwich, CT 06360 Call ~18.98 miles east of Chester
  • 4 star Suburban property
  • 2 floors in property
From£112
Very good 4.0 /5 Review Score Call BookMore Details
Thames Inn - Groton 193 Thames St., Groton, CT 06340 Call ~19.08 miles east of Chester
  • Cheap property
  • Hotel has 5 suites
From£41
Very good 4.0 /5 Review Score Call BookMore Details
Inn at Ocean Avenue in New London 917 Ocean Ave., New London, CT 06320 Call ~19.11 miles east of Chester
  • Mid-scale hotel
From£169
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn & Conference Center by Wyndham Branford New Haven : 375 East Main St. 375 East Main St., Branford, CT 06405 Call ~19.40 miles west of Chester
  • Economical Downtown property
  • Hotel has 2 suites
From£41
Poor 2.0 /5 Review Score Call BookMore Details
Comfort Suites Near Casinos Norwich-Uncasville CT 275 Otrobando Ave., Norwich, CT 06360 Call ~19.42 miles east of Chester
  • Low Cost Rural property
  • 12 suites in hotel
From£67
Average 3.0 /5 Latest Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing

The Best Time to Visit Chester, CT

Chester is located in the southernmost part of the state. The climate in Chester is continental and characterized by hot, humid summers and cold, snowy winters. The average high in July is around 86 degrees and the average low in January is 20 degrees. Chester is a beautiful town in Connecticut that is perfect for a getaway any time of year. However, the general consensus is that the shoulder seasons of spring and fall are the best periods to go. During these seasons, you'll be able to enjoy the city's natural beauty, as well as all of its festivals and events. Some of the most popular events include the Chester Fair (held in August) and the nearby Harvest Festival (held in October). The shops and restaurants are busy, but not too crowded. If you're searching for a more low-key visit, the winter months are also a great time to come to Chester. During this period, you can enjoy the town's holiday decorations and take part in some of the seasonal activities, like ice skating and sledding.

Chester, CT, Hotel Discounts

Doesn't matter if you're browsing for a last-minute deal or planning ahead, there's sure to be something for you. Check out our website for the latest specials on hotel accommodations in Chester, CT. Our selection offers an array of amenities, including complimentary breakfast, and Wi-Fi. We also provide package deals that can save you even more money on your stay. So whether you're seeking a romantic getaway or a weekend trip, there's sure to be a nice place for you.

The Historic Sites of Chester, CT

There are many historic sites in Chester, CT, that are worth visiting. The Chester Meeting House is one of the oldest buildings in Chester. Opened in 1793, it has been used as a church, town hall, and theater over the centuries. It is a beautiful example of colonial architecture and served as a gathering spot for the community for many years. The Chester Cemetery is another location that is worth visiting. It is the final resting place for many of Chester's early settlers and their families.Chester Green is a historic park that has been a part of the town for centuries. It is a beautiful area to stroll around and take in the historic buildings that surround it.Don't miss out on seeing the Goodspeed Opera House, built in 1876 by William Goodspeed, a successful businessman, and philanthropist. The Opera House was designed by noted architect Jabez Comstock and is one of the finest examples of his work. The building is constructed of stone and brick and features a grand staircase, a balcony, and a proscenium arch. It has hosted an abundance of performances, such as operas, ballets, plays, and musicals.Chester is a place where the past comes alive and where the future is being created. Finally, you can pay a visit to the Chester Historical Society, dedicated to preserving the history of the city and the surrounding area. Visitors can see a variety of artifacts and exhibits including documents, photographs, books, and objects. The Society is a great resource for anyone interested in learning about the history of the region. Doesn't matter if you're a history buff or just looking to learn more about the town, Chester's historic sites are sure to interest you.

 

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