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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 & Accommodations

Quality Inn Old Saybrook Westbrook - Old Saybrook
+1-888-389-4121
100 Essex Rd., Old Saybrook, CT 06475 ~8.13 miles southeast of Chester
  • Mid-scale Suburban property
  • 3 floors in property
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Super 8 by Wyndham Old Saybrook
+1-888-675-2083
37 Spencer Plain Rd., Old Saybrook, CT 06475 ~8.97 miles south of Chester
  • Low priced Oceanfront hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook : 1750 Boston Post Rd.
+1-800-716-8490
1750 Boston Post Rd., Old Saybrook, CT 06475 ~9.19 miles south of Chester
  • Two-star Suburban property
  • Free comp. breakfast
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Pier Blue Inn Old Saybrook - Essex - Old Saybrook
+1-800-805-5223
1430 Boston Post Rd., Old Saybrook, CT 06475 ~9.23 miles south of Chester
  • 2 star Beach hotel
  • 50 sleeping rooms in hotel
From$58
Average 3.0 /5 Latest Reviews Call BookMore Details
Waters Edge Resort & Spa
+1-888-965-1860
1525 Boston Post Rd., Westbrook, CT 06498 ~9.39 miles south of Chester
  • Midscale Beach hotel
  • 9 meeting rooms in property
From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Saybrook Point Resort & Marina in Old Saybrook
+1-888-788-5576
2 Bridge St., Old Saybrook, CT 06475 ~10.39 miles southeast of Chester
  • 3-star Riverfront hotel
  • Check-in: 04:00 PM
From$199
Very Good 4.0 /5 Reviews Call BookMore Details
Americas Best Value Inn Niantic / East Lyme in Niantic
+1-888-897-9207
256 Flanders Rd., Niantic, CT 06357 ~12.80 miles east of Chester
  • Low priced hotel
  • Check-in: 14:00
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Aderi Hotel Niantic
+1-888-311-4278
239 Flanders Rd., Niantic, CT 06357 ~12.84 miles east of Chester
  • Cheap Suburban hotel
  • Free breakfast available
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Niantic : 5 King Arthur Dr.
+1-888-469-4795
5 King Arthur Dr., Niantic, CT 06357 ~12.85 miles east of Chester
  • 2-star Suburban hotel
  • 8 suites in hotel
From$49
Average 3.5 /5 Latest Reviews Call BookMore Details
Motel 6 Niantic Ct
+1-888-734-9421
269 Flanders Rd., Niantic, CT 06357 ~12.88 miles east of Chester
  • Two star hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Madison Beach Hotel : 94 West Wharf Rd.
+1-888-841-5292
94 West Wharf Rd., Madison, CT 06443 ~13.22 miles southwest of Chester
  • Four-star Beach hotel
  • Hotel has 4 floors
From$199
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Tower Inn And Suites Of Guilford - Madison : 320 Boston Post Rd.
+1-888-455-5160
320 Boston Post Rd., Guilford, CT 06437 ~14.23 miles southwest of Chester
  • Low-priced Highway property
  • Hotel has 2 floors
From$50
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn Guilford near I-95 : 300 Boston Post Rd.
+1-888-965-8297
300 Boston Post Rd., Guilford, CT 06437 ~14.24 miles southwest of Chester
  • Cheap hotel
  • Complimentary breakfast is offered
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Inn at Middletown : 70 Main St.
+1-888-906-6358
70 Main St., Middletown, CT 06457 ~14.30 miles northwest of Chester
  • Affordable Downtown hotel
  • Check in: 3:00PM
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Rodeway Inn Waterford - New London
+1-888-749-6785
211 Pkwy. North, Waterford, CT 06385 ~14.73 miles east of Chester
  • 2 star Suburban property
  • 15 rooms in hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
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Red Roof Inn PLUS+ & Suites Guilford : 2300 Boston Post Rd.
+1-888-878-9982
2300 Boston Post Rd., Guilford, CT 06437 ~16.11 miles west of Chester
  • 2-star Rural property
  • Check in: 3:00
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Way Inn
+1-888-389-4485
31 Meriden Rd., Rockfall, CT 06455 ~16.66 miles northwest of Chester
  • Low-priced Highway property
  • Check in: 12:00 PM
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Mohegan Sun
+1-888-389-4121
1 Mohegan Sun Blvd., Uncasville, CT 06382 ~16.80 miles east of Chester
  • 4 star Resort property
  • Check in time: 4:00 PM
From$299
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-675-2083
401 North Frontage Rd., Waterford, CT 06385 Website ~17.04 miles east of Chester
  • Affordable Suburban hotel
  • Check in: 3PM
From$115
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Americas Best Value Inn New London Mystic
+1-800-716-8490
380 Bayonet St., New London, CT 06320 ~17.16 miles east of Chester
  • Two star property
  • 2 floors in property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden : 1181 Barnes Rd.
+1-800-805-5223
1181 Barnes Rd., Wallingford, CT 06492 ~17.25 miles west of Chester
  • 3 star property
  • Check-in time: 3pm
From$63
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Inn New London - Mystic
+1-888-965-1860
269 North Frontage Rd., New London, CT 06320 ~17.37 miles east of Chester
  • Midscale Suburban property
  • Check-in: 11:00
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Mystic - New London : 707 Colman St.
+1-888-788-5576
707 Colman St., New London, CT 06320 ~17.49 miles east of Chester
  • 2-star Highway hotel
  • Check-in time: 1500
From$42
Average 3.5 /5 Reviews Call BookMore Details
Courtyard New Haven Wallingford
+1-888-897-9207
600 Northrop Rd., Wallingford, CT 06492 ~17.51 miles west of Chester
  • 3 star Suburban property
  • 12 suites in property
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden : 90 Miles Dr.
+1-888-311-4278
90 Miles Dr., Wallingford, CT 06492 ~17.57 miles west of Chester
  • Affordable Suburban property
  • 104 suites in hotel
From$105
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Fairfield Inn by Marriott New Haven Wallingford in Wallingford
+1-888-469-4795
100 Miles Dr., Wallingford, CT 06492 ~17.57 miles west of Chester
  • Low Cost Suburban property
  • Hotel has 116 rooms
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Norwich - Norwich
+1-888-734-9421
10 Laura Blvd., Norwich, CT 06360 ~17.98 miles east of Chester
  • Midscale Suburban hotel
  • 12 conference rooms in property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Hartford Cromwell - Cromwell
+1-888-841-5292
76 Berlin Rd., Cromwell, CT 06416 ~18.12 miles northwest of Chester
  • 3 star Highway property
  • Complimentary breakfast is offered
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Mainstay Suites by Choice Hartford Meriden : 1151 East Main St.
+1-888-455-5160
1151 East Main St., Meriden, CT 06450 ~18.20 miles west of Chester
  • Cheap Suburban property
  • 120 sleeping rooms in hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Microtel Inn & Suites by Wyndham Uncasville in Uncasville
+1-888-965-8297
1954 Norwich New London Tpke, Uncasville, CT 06382 ~18.30 miles east of Chester
  • 2-star Highway hotel
  • Free complimentary breakfast
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Meriden in Meriden
+1-888-906-6358
10 Bee St., Meriden, CT 06450 ~18.38 miles west of Chester
  • 3-star Suburban property
  • Complimentary breakfast is offered
From$79
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Uncasville - Montville
+1-888-749-6785
2255 Norwich New London Turnpike, Montville, CT 06382 Website ~18.45 miles east of Chester
  • Affordable property
  • Free breakfast
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Cromwell - Middletown - Cromwell
+1-888-878-9982
111 Berlin Rd., Cromwell, CT 06416 ~18.45 miles northwest of Chester
  • 2 star Highway hotel
  • Check-in: 3.PM
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn New London - Mystic Area, an IHG Hotel in New London
+1-888-389-4485
35 Governor Winthrop Blvd., New London, CT 06320 ~18.50 miles east of Chester
  • 3-star Downtown hotel
  • 120 rooms in property
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Suites Hartford Meriden in Meriden
+1-888-389-4121
366 Bee St., Meriden, CT 06450 ~18.50 miles west of Chester
  • 2-star property
  • 104 rooms in property
From$69
Average 3.0 /5 Read Reviews Call BookMore Details
Red Lion Hotel Cromwell - Cromwell
+1-888-675-2083
100 Berlin Rd., Cromwell, CT 06416 ~18.51 miles northwest of Chester
  • Mid-scale Suburban property
  • Hotel has an eco-friendly policy Read more
From$69
Average 3.0 /5 Recent Reviews Call BookMore Details
American Inn : 565 East Main St.
+1-800-716-8490
565 East Main St., Branford, CT 06405 ~18.54 miles west of Chester
  • Two-star Highway property
  • 40 rooms in property
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn & Suites Branford - Guilford in Branford
+1-800-805-5223
81 Leetes Island Rd., Branford, CT 06405 ~18.56 miles west of Chester
  • Low Cost Beach property
  • 2 floors in hotel
From$71
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Mohegan Sun in Uncasville
+1-888-965-1860
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~18.56 miles east of Chester
  • Midscale Suburban property
  • Check-in: 4:00P
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites - Meriden
+1-888-788-5576
900 East Main St., Meriden, CT 06450 ~18.61 miles west of Chester
  • Mid-scale Downtown hotel
  • Check-in time: 11:00
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Branford/New Haven
+1-888-897-9207
3 Business Park Dr., Branford, CT 06405 ~18.69 miles west of Chester
  • Cheap Suburban hotel
  • Free complimentary breakfast
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Cromwell/Middletown - Cromwell
+1-888-311-4278
1 Industrial Park Rd., Cromwell, CT 06416 ~18.69 miles northwest of Chester
  • Low-priced Highway property
  • Has environment-friendly policy Learn more
From$48
Average 3.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Meriden - Meriden
+1-888-469-4795
275 Research Pkwy., Meriden, CT 06450 ~18.85 miles west of Chester
  • 3-star Suburban property
  • Shuttle from airport available
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell in Cromwell
+1-888-734-9421
4 Sebethe Dr., Cromwell, CT 06416 ~18.86 miles northwest of Chester
  • 3 star Suburban hotel
  • Hotel has 2 suites
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich
+1-888-841-5292
607 West Thames St., Norwich, CT 06360 ~19.00 miles east of Chester
  • High-end Suburban hotel
  • 9 conference rooms in property
From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details
Thames Inn : 193 Thames St.
+1-888-455-5160
193 Thames St., Groton, CT 06340 ~19.11 miles east of Chester
  • Cheap property
  • Check in: 1pm
From$55
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Suites near Casinos Norwich-Mystic - Norwich
+1-888-965-8297
275 Otrobando Ave., Norwich, CT 06360 ~19.43 miles east of Chester
  • 2-star Rural hotel
  • Hotel has 119 rooms
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn & Conference Center by Wyndham Branford New Haven
+1-888-906-6358
375 East Main St., Branford, CT 06405 ~19.44 miles west of Chester
  • Low-priced Downtown hotel
  • 2 suites in property
Baymont by Wyndham Groton/Mystic
+1-888-749-6785
360 Route 12, Groton, CT 06340 ~19.60 miles east of Chester
  • Mid-scale Suburban property
  • Gym / Fitness Center Available
From$80
Average 3.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Groton / Mystic - Groton
+1-888-878-9982
360 Court 12, Groton, CT 06340 ~19.60 miles east of Chester
  • 3-star Suburban property
  • Check in time: 4 PM
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing

Bar Chart: Upcoming 20 Days of Chester Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Chester, CT discounts available. The chart reflects the cheapest Chester hotel for each day and each star rating category.

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.

Below is a chart of the current pricing seasonality of hotels and motels in Chester, CT:

seasonality of hotel rates in Chester

Chester by Star Rating

Below are 3 charts demonstrating mean nightly cost trends by star rating class in Chester, CT. You can use these charts to calculate the most cost effective months to book a room in Chester during the year.

Premium Stay in Chester, CT

4 Star Average Prices: $136.50

Whether you're searching for waterfront property, a historic inn, or a modern hotel, you'll find it here. Local luxury hotels offer a variety of amenities and services to make your stay as comfortable and enjoyable as possible. There's a range of room types and suites available, all of which are elegantly furnished and feature any modern conveniences you need. The on-site restaurants, bars, and spas are amazing for unwinding after a long day or for staying in shape while on the road. And if you are seeking to explore the town, many of these hotels are located in the heart of Chester's lovely downtown, just steps from the best shops, restaurants, and attractions. There are plenty of great options to choose from, so you're sure to find the perfect stay.

Affordable Lodging in Chester, CT

3 Star Average Prices: $165.66

There are a number of hotels in the area that offer affordable rates. Whether you're browsing for a basic room or something a little more luxurious, you'll be able to find a hotel to suit your needs in Chester, CT. These hotels provide nice accommodations for business and leisure travelers alike. Guests can enjoy amenities such as free breakfast, free Wi-Fi, an on-site fitness center, and more. Plus, the majority of them are conveniently located near many of Chester's popular attractions. No matter what your budget or preferences are, you're sure to find an option in Chester, that's ideal for you.

3 Star Hotel Prices in Chester

2 Star Average Prices: $94.08

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.

 

FAQs about hotels in Chester

What are the most favored hotels in Chester?

Homewood Suites by Hilton Wallingford Meriden, Quality Inn Old Saybrook Westbrook and Econo Lodge Inn & Suites Old Saybrook Westbrook are the best rated hotels based on customer reviews in the last 365 days.

What are the 4-5 star hotels in Chester?

Madison Beach Hotel, Mohegan Sun and The Spa at Norwich Inn are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Quality Inn Old Saybrook Westbrook, Super 8 by Wyndham Old Saybrook, and Econo Lodge Inn & Suites Old Saybrook Westbrook are the properties closest to Chester city center.

How much does a cheap hotel in Chester cost per night?

In the last year, a 2 star hotel in Chester can be as cheap as $94.08 per night. (based on HotelPlanner prices)

How much does a 3 star hotel in Chester cost per night?

In the last year, the average 3 star hotel in Chester has been $165.66 per night. (based on HotelPlanner prices)

How much does a luxury hotel in Chester cost?

In the last year, the average 4 star hotel in Chester has been $136.50 per night. (based on HotelPlanner prices)

What are the most popular independent hotels in Chester?

Waters Edge Resort & Spa, Saybrook Point Resort & Marina and Madison Beach Hotel are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Chester?

Springhill Suites by Marriott Mystic Waterford, Courtyard New Haven Wallingford and Fairfield Inn by Marriott New Haven Wallingford are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Chester?

Quality Inn Old Saybrook Westbrook, Econo Lodge Inn & Suites Old Saybrook Westbrook and Comfort Inn Guilford near I-95 are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Chester?

Holiday Inn New London - Mystic Area, an IHG Hotel and Holiday Inn Norwich are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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