Top Guest Houses Chester
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Guest favorite
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Beach access
River View Private Light House
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Golf course
Located within 6 km of Whaling Wall, the elegant River View Private Light House Waterford hotel is nearly 5 minutes' walk from Quaker Hill Baptist Church.
The allergy-friendly rooms have a dressing area and a sitting area equipped with a flat-screen TV with satellite channels, as well as air conditioning. Along with tea and coffee making equipment, the rooms are furnished with a writing desk. Guests will find hair dryers and bath sheets in the bathrooms fitted with a walk-in shower, a separate toilet, and a sink. The rooms of River View Private Light House hotel overlook the sea.
River View Private Light House
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Golf course
River View Private Light House
Located within 6 km of Whaling Wall, the elegant River View Private Light House Waterford hotel is nearly 5 minutes' walk from Quaker Hill Baptist Church.
The allergy-friendly rooms have a dressing area and a sitting area equipped with a flat-screen TV with satellite channels, as well as air conditioning. Along with tea and coffee making equipment, the rooms are furnished with a writing desk. Guests will find hair dryers and bath sheets in the bathrooms fitted with a walk-in shower, a separate toilet, and a sink. The rooms of River View Private Light House hotel overlook the sea.
Jd Cozynest Llc
- Flat-screen TV
Located about 25 minutes on foot from St. John the Theologian Orthodox Church, Jd Cozynest Llc Hotel Shirley offers access to tourist attractions throughout Shirley.
Jd Cozynest Llc
- Flat-screen TV
Jd Cozynest Llc
Located about 25 minutes on foot from St. John the Theologian Orthodox Church, Jd Cozynest Llc Hotel Shirley offers access to tourist attractions throughout Shirley.
Yellow Room Near Yale
- Shared kitchen
- Free parking
- Security
- Air conditioning
- Leisure/ TV room
- Entertainment
The comfortable Yellow Room Near Yale New Haven hotel offers quick access to Macedonia Church of God in Christ, located nearly a 5-minute walk away. Guests who stay at the guest house can park their car on site.
Guests can take advantage of a bidet, a separate toilet, and a shower, along with hairdryers and dressing gowns supplied in the bathrooms.
Yellow Room Near Yale
- Shared kitchen
- Free parking
- Security
- Air conditioning
- Leisure/ TV room
- Entertainment
Yellow Room Near Yale
The comfortable Yellow Room Near Yale New Haven hotel offers quick access to Macedonia Church of God in Christ, located nearly a 5-minute walk away. Guests who stay at the guest house can park their car on site.
Guests can take advantage of a bidet, a separate toilet, and a shower, along with hairdryers and dressing gowns supplied in the bathrooms.
Chester Guest Houses Cheap
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Best-rated
The Historic Mansion
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
Located nearly 10 minutes' walk from the interactive innovative and inclusive Connecticut Children's Museum, the unique The Historic Mansion Hotel New Haven features Wi-Fi in the rooms and a car park on site. Thanks to its prime location, the 3-star guest house stands within a few blocks of Schubert Performing Arts Center, which is a great place to have a fun time.
The Historic Mansion Hotel offers rooms with a seating area complete with ironing equipment and air conditioning. They are furnished with a stone fireplace, and also come with tea and coffee making equipment. Guests are welcome to use hair dryers and towels in the private bathrooms with a separate toilet and a shower.
The Historic Mansion
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
The Historic Mansion
Located nearly 10 minutes' walk from the interactive innovative and inclusive Connecticut Children's Museum, the unique The Historic Mansion Hotel New Haven features Wi-Fi in the rooms and a car park on site. Thanks to its prime location, the 3-star guest house stands within a few blocks of Schubert Performing Arts Center, which is a great place to have a fun time.
The Historic Mansion Hotel offers rooms with a seating area complete with ironing equipment and air conditioning. They are furnished with a stone fireplace, and also come with tea and coffee making equipment. Guests are welcome to use hair dryers and towels in the private bathrooms with a separate toilet and a shower.
Rock Pad Airbnb
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Providing 4 rooms, Rock Pad Airbnb New Haven hotel is approximately a 10-minute ride from Yale Peabody Museum of Natural History.
The rooms feature such facilities as coffee/tea making machines, along with a flat-screen TV with satellite channels for guests' entertainment. Offering a bidet, a separate toilet, and a shower, the bathrooms are fitted with a hair dryer and bath sheets.
Rock Pad Airbnb
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Rock Pad Airbnb
Providing 4 rooms, Rock Pad Airbnb New Haven hotel is approximately a 10-minute ride from Yale Peabody Museum of Natural History.
The rooms feature such facilities as coffee/tea making machines, along with a flat-screen TV with satellite channels for guests' entertainment. Offering a bidet, a separate toilet, and a shower, the bathrooms are fitted with a hair dryer and bath sheets.
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Great deal
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Beach access
Hamptons Private Guest Cottage
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Live entertainment
- Terrace
Featuring views of the garden, the elegant Hamptons Private Guest Cottage Remsenburg hotel is located about 10 minutes' drive from Terrell River County Park. Indulge in the 4-star guest house's garden, offering guests a terrace.
The rooms at the Hamptons Remsenburg have a patio and a seating area, along with air conditioning for your convenience. Bathrooms, equipped with a walk-in shower and a separate toilet, also feature hair dryers and shower caps.
Hamptons Private Guest Cottage
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Live entertainment
- Terrace
Hamptons Private Guest Cottage
Featuring views of the garden, the elegant Hamptons Private Guest Cottage Remsenburg hotel is located about 10 minutes' drive from Terrell River County Park. Indulge in the 4-star guest house's garden, offering guests a terrace.
The rooms at the Hamptons Remsenburg have a patio and a seating area, along with air conditioning for your convenience. Bathrooms, equipped with a walk-in shower and a separate toilet, also feature hair dryers and shower caps.
Guest Houses in Chester With Parking
Comfort Room
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Featuring a private art gallery, Comfort Room New London hotel offers a location 25 minutes' walk from Fort Trumbull State Park and Museum.
The rooms provide air conditioning, along with coffee and tea makers for guests' comfort.
Comfort Room
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Comfort Room
Featuring a private art gallery, Comfort Room New London hotel offers a location 25 minutes' walk from Fort Trumbull State Park and Museum.
The rooms provide air conditioning, along with coffee and tea makers for guests' comfort.
Southgreen Apt 2S
- Restaurant
- Air conditioning
Located around 2 km from the city Colt Park, which offers the thrill of discovering something beautiful, the comfortable Southgreen Apt 2S Hartford hotel offers a restaurant. There is also parking.
Southgreen Apt 2S
- Restaurant
- Air conditioning
Southgreen Apt 2S
Located around 2 km from the city Colt Park, which offers the thrill of discovering something beautiful, the comfortable Southgreen Apt 2S Hartford hotel offers a restaurant. There is also parking.
Fearlessrose Vacation Rental 89
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Laundry
Located 3.3 km from the 48000-square-foot museum "Basketball Hall of Fame", the comfortable Fearlessrose Vacation Rental 89 Springfield hotel offers access to tourist attractions throughout Springfield. A private parking lot is available on site.
The rooms comprise a seating area and a living room complete with air conditioning, as well as high-speed internet and a flat-screen TV with satellite channels. In addition, there is a fridge, an oven, and kitchenware for self-catering purposes.
Fearlessrose Vacation Rental 89
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Laundry
Fearlessrose Vacation Rental 89
Located 3.3 km from the 48000-square-foot museum "Basketball Hall of Fame", the comfortable Fearlessrose Vacation Rental 89 Springfield hotel offers access to tourist attractions throughout Springfield. A private parking lot is available on site.
The rooms comprise a seating area and a living room complete with air conditioning, as well as high-speed internet and a flat-screen TV with satellite channels. In addition, there is a fridge, an oven, and kitchenware for self-catering purposes.
Guest Houses in Chester City Centre
Borough Beach Apartment
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
The 4-star Borough Beach Apartment Stonington hotel provides proximity to Enders Island, which is situated just 550 metres away.
The rooms at the accommodation have a balcony and a dressing room, along with air conditioning for your convenience. In addition, there is a fridge, an oven, and kitchenware for self-catering purposes. Guests can make use of a hairdryer and bath sheets in the bathrooms equipped with a walk-in shower and a separate toilet. The rooms also look out over the sea.
Borough Beach Apartment
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
- Patio
Borough Beach Apartment
The 4-star Borough Beach Apartment Stonington hotel provides proximity to Enders Island, which is situated just 550 metres away.
The rooms at the accommodation have a balcony and a dressing room, along with air conditioning for your convenience. In addition, there is a fridge, an oven, and kitchenware for self-catering purposes. Guests can make use of a hairdryer and bath sheets in the bathrooms equipped with a walk-in shower and a separate toilet. The rooms also look out over the sea.
Historic Springfield Home
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Terrace
Offering a location a 6-minute walk from Ames Hill/Crescent Hill District, Historic Springfield Home hotel offers 5 rooms.
The air-conditioned rooms at the hotel feature air conditioning along with tea and coffee-making facilities.
Historic Springfield Home
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Terrace
Historic Springfield Home
Offering a location a 6-minute walk from Ames Hill/Crescent Hill District, Historic Springfield Home hotel offers 5 rooms.
The air-conditioned rooms at the hotel feature air conditioning along with tea and coffee-making facilities.
Plaid Room 3Min From Yale Univ
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Car park
Charges may apply
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Situated approximately 5 minutes' walk from the comfortable Plaid Room 3Min From Yale Univ New Haven hotel, guests can reach Macedonia Church of God in Christ in no time. The 3-star guest house offers public parking nearby.
Plaid Room 3Min From Yale Univ
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Car park
Charges may apply
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Plaid Room 3Min From Yale Univ
Situated approximately 5 minutes' walk from the comfortable Plaid Room 3Min From Yale Univ New Haven hotel, guests can reach Macedonia Church of God in Christ in no time. The 3-star guest house offers public parking nearby.
West Neck Guesthouse
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
Situated approximately 20 minutes' walk from Crescent Beach, the comfortable West Neck Guesthouse Shelter Island Heights also offers a seasonal outdoor swimming pool. Thanks to its convenient location, the 2-star hotel stands a short way from Shelter Island Country Club, which is a great place to have a fun time.
The 6 rooms at this Shelter Island Heights hotel are equipped with comforts such as air conditioning, as well as a flat-screen TV with satellite channels. Also, you will find a fridge and glassware provided. The private bathrooms are fitted with shower/tub combinations and a shower/tub combination, along with hairdryers and bath sheets.
West Neck Guesthouse
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
West Neck Guesthouse
Situated approximately 20 minutes' walk from Crescent Beach, the comfortable West Neck Guesthouse Shelter Island Heights also offers a seasonal outdoor swimming pool. Thanks to its convenient location, the 2-star hotel stands a short way from Shelter Island Country Club, which is a great place to have a fun time.
The 6 rooms at this Shelter Island Heights hotel are equipped with comforts such as air conditioning, as well as a flat-screen TV with satellite channels. Also, you will find a fridge and glassware provided. The private bathrooms are fitted with shower/tub combinations and a shower/tub combination, along with hairdryers and bath sheets.
West End Haven
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Car park
Charges may apply
- Air conditioning
- Tea and coffee facilities
- Heating
Just 1.1 km from Hartford Children's Theatre, the comfortable West End Haven Hotel Hartford includes 8 rooms. Wi-Fi is available in public areas.
For more comfort, hairdryers and bath sheets, along with a separate toilet and a shower, are provided.
West End Haven
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Car park
Charges may apply
- Air conditioning
- Tea and coffee facilities
- Heating
West End Haven
Just 1.1 km from Hartford Children's Theatre, the comfortable West End Haven Hotel Hartford includes 8 rooms. Wi-Fi is available in public areas.
For more comfort, hairdryers and bath sheets, along with a separate toilet and a shower, are provided.
Lakefront Guesthouse W Sunrise View
- BBQ facilities
- Free parking
- Air conditioning
- Garden area
- Patio
The comfortable Lakefront Guesthouse W Sunrise View Stonington enjoys a convenient location and provides easy access to the historic Stonington's Old Lighthouse Museum about a 25-minute walk away.
The rooms at the property have a patio, along with air conditioning for your convenience. The private bathrooms offer a separate toilet and a shower.
Lakefront Guesthouse W Sunrise View
- BBQ facilities
- Free parking
- Air conditioning
- Garden area
- Patio
Lakefront Guesthouse W Sunrise View
The comfortable Lakefront Guesthouse W Sunrise View Stonington enjoys a convenient location and provides easy access to the historic Stonington's Old Lighthouse Museum about a 25-minute walk away.
The rooms at the property have a patio, along with air conditioning for your convenience. The private bathrooms offer a separate toilet and a shower.
Black-White Rm By Yale U
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Located within 25 minutes' walk of Trinity Church on the Green, the comfortable Black-White Rm By Yale U New Haven hotel features Wi-Fi in public areas and a car park nearby.
The rooms feature coffee and tea making facilities, as well as Wi-Fi for your convenience.
Black-White Rm By Yale U
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Black-White Rm By Yale U
Located within 25 minutes' walk of Trinity Church on the Green, the comfortable Black-White Rm By Yale U New Haven hotel features Wi-Fi in public areas and a car park nearby.
The rooms feature coffee and tea making facilities, as well as Wi-Fi for your convenience.
Fall Room 3Min From Yale, And Other Colleges
- Free parking
- Air conditioning
- Ironing facilities
- Heating
Situated within a 3-km distance of The Yale Bowl Stadium, the comfortable Fall Room 3Min From Yale, And Other Colleges New Haven hotel features Wi-Fi in public areas, and a car park nearby. Thanks to its prime location, the smoke-free guest house stands around 5 minutes' drive from Schubert Performing Arts Center, which is a great place to have a fun time.
Fall Room 3Min From Yale, And Other Colleges
- Free parking
- Air conditioning
- Ironing facilities
- Heating
Fall Room 3Min From Yale, And Other Colleges
Situated within a 3-km distance of The Yale Bowl Stadium, the comfortable Fall Room 3Min From Yale, And Other Colleges New Haven hotel features Wi-Fi in public areas, and a car park nearby. Thanks to its prime location, the smoke-free guest house stands around 5 minutes' drive from Schubert Performing Arts Center, which is a great place to have a fun time.
Are you in a hurry?
Here is a quick list of Guest Houses in Chester, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| River View Private Light House |
9.1 / 10 (82 Reviews) |
From 172$ | |
| Jd Cozynest Llc |
9.0 / 10 (10 Reviews) |
From 110$ | |
| Yellow Room Near Yale |
10.0 / 10 (1 Reviews) |
From 83$ | |
| The Historic Mansion |
7.6 / 10 (107 Reviews) |
From 139$ | |
| Rock Pad Airbnb |
6.7 / 10 (62 Reviews) |
From 82$ |
Frequently Asked Questions
Which boutique guesthouses in Chester offer unique local charm?
The Historic Mansion is a standout boutique hotel showcasing artistic decor and local art integration. You can enjoy a warm interaction with the owner and many cultural attractions nearby.
To experience the local art scene, ask the owner for recommendations on nearby galleries and artisan shops during your stay.
What historic guesthouses are near Chester's city center?
The Historic Mansion is within walking distance from Chester's city center. This hotel allows visitors to easily explore historical sites and local shops.
Plan your visit before 10 AM to enjoy a quieter city center and avoid crowds at popular attractions.
Are there charming guesthouses in Chester for families?
For families, the Fearlessrose Vacation Rental offers spacious accommodations with a child-friendly atmosphere and a play area for kids. It is close to local attractions as well.
Visit the nearby basketball hall of fame during weekdays for fewer crowds and enjoy family-friendly activities.
Which guesthouses in Chester have pleasant outdoor settings?
Hamptons Private Guest Cottage features a charming outdoor dining area and a lakeside location for a unique retreat. It's a great spot for relaxing and outdoor activities.
Visit local parks and beaches early in the day to avoid the heat and enjoy a peaceful atmosphere.
What options are available for guesthouses in Chester near transportation hubs?
The Plaid Room, just a short walk from the train station, offers easy access to Chester's public transport. This makes it convenient for day trips around the city.
Take advantage of off-peak hours for public transport to save on fares and lessen waiting time.
Which guesthouses in Chester offer unique experiences for cultural enthusiasts?
The Historic Mansion is perfect for those who appreciate local art and history, featuring unique decor that reflects Chester's rich culture. It is close to education institutions as well.
Explore local museums and galleries by booking guided tours available through the hotel to gain deeper insights into Chester's history.
Are there any budget-friendly guesthouses in Chester that still provide comfort?
Plaid Room is an affordable option, providing free WiFi and a comfortable stay without sacrificing quality. It's ideal for travelers seeking budget-friendly options.
Book your stay during the week to enjoy lower rates compared to weekend pricing.
What local cultural events happen in Chester throughout the year?
Chester hosts the annual Chester Heritage Festival, typically in September. This festival celebrates the city's rich history and features performances, food stalls, and local artisans.
Ticket prices are generally lower if purchased in advance, so plan to secure your spot early.
What are some popular walking routes for exploring Chester?
Chester offers scenic walking routes, including the Chester City Walls, which provides stunning views and historical insights. You can also stroll along the Rivers Dee and Shropshire.
Consider early morning walks for a peaceful experience and to enjoy cooler temperatures in warmer months.
How can families get around Chester easily?
The public bus system around Chester is convenient, with frequent services connecting key attractions and guesthouses. Biking is also very popular among families, as rental options are easily accessible.
Rent bikes near Grosvenor Park to enjoy a fun family ride around the city and avoid heavy traffic.