Best Guest Houses in 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 centre
The elegant River View Private Light House Waterford hotel offers proximity to Fort Trumbull State Park and Museum, situated approximately 7 km away.
The comfortable rooms offer a flat-screen TV with satellite channels along with air conditioning. Offering a hair dryer and bath sheets, the bathrooms also feature a walk-in shower, a separate toilet, and a sink. The Light House Waterford offers rooms with views of the sea.
River View Private Light House
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Golf centre
River View Private Light House
The elegant River View Private Light House Waterford hotel offers proximity to Fort Trumbull State Park and Museum, situated approximately 7 km away.
The comfortable rooms offer a flat-screen TV with satellite channels along with air conditioning. Offering a hair dryer and bath sheets, the bathrooms also feature a walk-in shower, a separate toilet, and a sink. The Light House Waterford offers rooms with views of the sea.
Jd Cozynest Llc
- Flat-screen TV
Jd Cozynest Llc Hotel Shirley offers guests access to Southaven County Park, which is nearly a 10-minute ride away.
Jd Cozynest Llc
- Flat-screen TV
Jd Cozynest Llc
Jd Cozynest Llc Hotel Shirley offers guests access to Southaven County Park, which is nearly a 10-minute ride away.
Yellow Room Near Yale
- Shared kitchen
- Free parking
- Security
- Air conditioning
- Leisure/ TV room
- Entertainment
Guests of the comfortable Yellow Room Near Yale New Haven hotel can visit the war memorial "Soldiers and Sailors Monument", situated nearly 25 minutes' walk away.
Bathrooms include a bidet, a separate toilet, and a shower, and such comforts as hairdryers and a dryer.
Yellow Room Near Yale
- Shared kitchen
- Free parking
- Security
- Air conditioning
- Leisure/ TV room
- Entertainment
Yellow Room Near Yale
Guests of the comfortable Yellow Room Near Yale New Haven hotel can visit the war memorial "Soldiers and Sailors Monument", situated nearly 25 minutes' walk away.
Bathrooms include a bidet, a separate toilet, and a shower, and such comforts as hairdryers and a dryer.
Cheap Guest Houses in Chester
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Best-rated
The Historic Mansion
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
Guests of the unique 3-star The Historic Mansion Hotel New Haven can easily reach Little Italy, located only 5 minutes' walk away. This New Haven hotel provides Wi-Fi, which is available in the rooms.
The rooms feature coffee and tea makers, as well as Wi-Fi for your convenience. The rooms also feature private bathrooms. Guests can take advantage of a separate toilet and a shower, along with a hair dryer and bath sheets supplied in the bathrooms.
The Historic Mansion
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
The Historic Mansion
Guests of the unique 3-star The Historic Mansion Hotel New Haven can easily reach Little Italy, located only 5 minutes' walk away. This New Haven hotel provides Wi-Fi, which is available in the rooms.
The rooms feature coffee and tea makers, as well as Wi-Fi for your convenience. The rooms also feature private bathrooms. Guests can take advantage of a separate toilet and a shower, along with a hair dryer and bath sheets supplied in the bathrooms.
Rock Pad Airbnb
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Rock Pad Airbnb New Haven hotel offers proximity to St. Mary's Roman Catholic Church, which is located a 5-minute drive away.
Bathrooms are appointed with a bidet, a separate toilet, and a shower along with hair dryers and towels.
Rock Pad Airbnb
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Rock Pad Airbnb
Rock Pad Airbnb New Haven hotel offers proximity to St. Mary's Roman Catholic Church, which is located a 5-minute drive away.
Bathrooms are appointed with a bidet, a separate toilet, and a shower along with hair dryers and towels.
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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
The elegant Hamptons Private Guest Cottage Remsenburg hotel offers access to Cupsogue Beach, which is located approximately 10 minutes' drive away.
Bathrooms are equipped with a walk-in shower and a separate toilet, as well as comforts such as a hair dryer and a shower cap. Guests can enjoy views of the garden.
Hamptons Private Guest Cottage
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Live entertainment
- Terrace
Hamptons Private Guest Cottage
The elegant Hamptons Private Guest Cottage Remsenburg hotel offers access to Cupsogue Beach, which is located approximately 10 minutes' drive away.
Bathrooms are equipped with a walk-in shower and a separate toilet, as well as comforts such as a hair dryer and a shower cap. Guests can enjoy views of the garden.
Guest Houses in Chester With Parking
Comfort Room
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Situated 25 minutes on foot from United States Coast Guard Museum, Comfort Room New London hotel offers a private art gallery.
Comfort Room
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Comfort Room
Situated 25 minutes on foot from United States Coast Guard Museum, Comfort Room New London hotel offers a private art gallery.
Southgreen Apt 2S
- Restaurant
- Air conditioning
Located around a 10-minute drive from Museum Of Connecticut History, the comfortable Southgreen Apt 2S Hartford hotel offers access to tourist attractions throughout Hartford. The family guest house features 2 rooms and comforts such as a restaurant.
Southgreen Apt 2S
- Restaurant
- Air conditioning
Southgreen Apt 2S
Located around a 10-minute drive from Museum Of Connecticut History, the comfortable Southgreen Apt 2S Hartford hotel offers access to tourist attractions throughout Hartford. The family guest house features 2 rooms and comforts such as a restaurant.
Fearlessrose Vacation Rental 89
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Laundry
Guests will have access to private car parking on site for added convenience.
The rooms provide air conditioning, along with tea/coffee making equipment for guests' comfort. The rooms are equipped with separate bathrooms.
Fearlessrose Vacation Rental 89
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Laundry
Fearlessrose Vacation Rental 89
Guests will have access to private car parking on site for added convenience.
The rooms provide air conditioning, along with tea/coffee making equipment for guests' comfort. The rooms are equipped with separate bathrooms.
Guest Houses 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, located about a 5-minute stroll from the defunct Stonington's Old Lighthouse Museum, is also at a proximity to DuBois Beach.
The rooms provide air conditioning, along with coffee and tea making facilities for guests' comfort. Offering amenities such as a hair dryer and bath sheets, the bathrooms also feature a walk-in shower and a separate toilet.
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, located about a 5-minute stroll from the defunct Stonington's Old Lighthouse Museum, is also at a proximity to DuBois Beach.
The rooms provide air conditioning, along with coffee and tea making facilities for guests' comfort. Offering amenities such as a hair dryer and bath sheets, the bathrooms also feature a walk-in shower and a separate toilet.
Historic Springfield Home
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Terrace
Located an 18-minute walk from Springfield Museums, Historic Springfield Home hotel includes 5 rooms with views of the garden.
The air-conditioned rooms have a seating area, along with a writing table for guests' comfort. A fridge, an oven, and kitchenware are also provided in the rooms.
Historic Springfield Home
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Terrace
Historic Springfield Home
Located an 18-minute walk from Springfield Museums, Historic Springfield Home hotel includes 5 rooms with views of the garden.
The air-conditioned rooms have a seating area, along with a writing table for guests' comfort. A fridge, an oven, and kitchenware are also provided in the rooms.
Plaid Room 3Min From Yale Univ
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Car park
Charges may apply
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
The comfortable 3-star Plaid Room 3Min From Yale Univ New Haven hotel offers proximity to Center Church Crypt, situated approximately a 25-minute walk away. Guests will have access to public parking nearby for added convenience.
Plaid Room 3Min From Yale Univ
-
Car park
Charges may apply
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Plaid Room 3Min From Yale Univ
The comfortable 3-star Plaid Room 3Min From Yale Univ New Haven hotel offers proximity to Center Church Crypt, situated approximately a 25-minute walk away. Guests will have access to public parking nearby for added convenience.
West Neck Guesthouse
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
The comfortable West Neck Guesthouse Shelter Island Heights has 6 rooms and is located around 10 minutes' drive from Nova Constellatio Gallery. The 2-star hotel occupies a historic building with parquet floors contributing to the overall decor.
The air-conditioned rooms are fitted with air conditioning; such modern facilities as a flat-screen TV with satellite channels, and include private bathrooms with a shower/bath combination and a shower/tub combination. The rooms have parquetry floors as well as a fridge, an oven, and glassware.
West Neck Guesthouse
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Garden area
West Neck Guesthouse
The comfortable West Neck Guesthouse Shelter Island Heights has 6 rooms and is located around 10 minutes' drive from Nova Constellatio Gallery. The 2-star hotel occupies a historic building with parquet floors contributing to the overall decor.
The air-conditioned rooms are fitted with air conditioning; such modern facilities as a flat-screen TV with satellite channels, and include private bathrooms with a shower/bath combination and a shower/tub combination. The rooms have parquetry floors as well as a fridge, an oven, and glassware.
West End Haven
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Car park
Charges may apply
- Air conditioning
- Tea and coffee facilities
- Heating
The comfortable West End Haven Hotel Hartford provides proximity to the public Pope Park, which is located nearly a 25-minute walk away. Wi-Fi is provided in public areas for guests' advantage.
West End Haven
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Car park
Charges may apply
- Air conditioning
- Tea and coffee facilities
- Heating
West End Haven
The comfortable West End Haven Hotel Hartford provides proximity to the public Pope Park, which is located nearly a 25-minute walk away. Wi-Fi is provided in public areas for guests' advantage.
Lakefront Guesthouse W Sunrise View
- BBQ facilities
- Free parking
- Air conditioning
- Garden area
- Patio
Guests of the comfortable 3-star Lakefront Guesthouse W Sunrise View Stonington can visit Mason Island Marina, situated nearly 10 minutes' drive away.
Air conditioning, along with coffee/tea making facilities, provide in-room convenience at the property. The rooms also feature private bathrooms. Private bathrooms are fitted with a separate toilet and a shower. They offer views of the lake.
Lakefront Guesthouse W Sunrise View
- BBQ facilities
- Free parking
- Air conditioning
- Garden area
- Patio
Lakefront Guesthouse W Sunrise View
Guests of the comfortable 3-star Lakefront Guesthouse W Sunrise View Stonington can visit Mason Island Marina, situated nearly 10 minutes' drive away.
Air conditioning, along with coffee/tea making facilities, provide in-room convenience at the property. The rooms also feature private bathrooms. Private bathrooms are fitted with a separate toilet and a shower. They offer views of the lake.
Black-White Rm By Yale U
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
The comfortable Black-White Rm By Yale U New Haven hotel offers proximity to the 425 - acre East Rock Park, situated nearly a 25-minute walk away. The smoke-free guest house provides Wi-Fi, which is available in public areas.
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
The comfortable Black-White Rm By Yale U New Haven hotel offers proximity to the 425 - acre East Rock Park, situated nearly a 25-minute walk away. The smoke-free guest house provides Wi-Fi, which is available in public areas.
Fall Room 3Min From Yale, And Other Colleges
- Free parking
- Air conditioning
- Ironing facilities
- Heating
Located around a 10-minute ride from Yale Private Research University, the comfortable Fall Room 3Min From Yale, And Other Colleges New Haven hotel offers Wi-Fi in public areas and a car park.
Fall Room 3Min From Yale, And Other Colleges
- Free parking
- Air conditioning
- Ironing facilities
- Heating
Fall Room 3Min From Yale, And Other Colleges
Located around a 10-minute ride from Yale Private Research University, the comfortable Fall Room 3Min From Yale, And Other Colleges New Haven hotel offers Wi-Fi in public areas and a car park.
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Beach access
A Sweet Suite
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Full body massage
- Outdoor swimming pool
The elegant A Sweet Suite Westhampton Beach hotel offers quick access to Immaculate Conception Catholic Church, which is only a 6-minute walk away. Situated 2.6 km from Walking Figure, this Westhampton Beach guest house features a seasonal outdoor swimming pool with garden views.
The rooms at this Westhampton Beach hotel have a flat-screen TV with satellite channels, along with coffee and tea making facilities for your convenience. Guests have access to a walk-in shower and a separate toilet, as well as bathroom comforts such as a hair dryer and bath sheets.
A Sweet Suite
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Full body massage
- Outdoor swimming pool
A Sweet Suite
The elegant A Sweet Suite Westhampton Beach hotel offers quick access to Immaculate Conception Catholic Church, which is only a 6-minute walk away. Situated 2.6 km from Walking Figure, this Westhampton Beach guest house features a seasonal outdoor swimming pool with garden views.
The rooms at this Westhampton Beach hotel have a flat-screen TV with satellite channels, along with coffee and tea making facilities for your convenience. Guests have access to a walk-in shower and a separate toilet, as well as bathroom comforts such as a hair dryer and bath sheets.
Grey Comfort Room
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
The comfortable Grey Comfort Room New London hotel, positioned approximately 25 minutes' walk from Fort Griswold Battlefield State Park, offers a private art gallery for the best experience.
The rooms provide air conditioning, along with tea and coffee-making facilities for guests' comfort.
Grey Comfort Room
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Grey Comfort Room
The comfortable Grey Comfort Room New London hotel, positioned approximately 25 minutes' walk from Fort Griswold Battlefield State Park, offers a private art gallery for the best experience.
The rooms provide air conditioning, along with tea and coffee-making facilities for guests' comfort.
Cozy Retreat Near Westport
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Garden area
The comfortable Cozy Retreat Near Westport Hotel Fairfield provides proximity to Saint Francis of Assisi Church, which is situated nearly 10 minutes away by car.
All rooms open up to the garden.
Cozy Retreat Near Westport
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Garden area
Cozy Retreat Near Westport
The comfortable Cozy Retreat Near Westport Hotel Fairfield provides proximity to Saint Francis of Assisi Church, which is situated nearly 10 minutes away by car.
All rooms open up to the garden.
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 near Yale University offer unique accommodations?
The Historic Mansion provides artistic decor and a warm personal touch. You can enjoy unique local culinary experiences recommended by the owner.
Visit the Yale Peabody Museum early in the morning to avoid crowds, especially on weekends.
What budget-friendly guesthouses are close to downtown in New Haven?
Plaid Room 3Min From Yale Univ is an affordable option with free WiFi and a kitchenette. It's just minutes from attractions in downtown New Haven.
Try to book during weekdays for potentially lower rates at hotels like Plaid Room.
Are there any historic guesthouses near city center attractions?
The Historic Mansion is located near Yale University and the Connecticut Children's Museum. It's perfect for cultural enthusiasts.
Plan your visit to the Connecticut Children's Museum on a weekday for fewer crowds.
What family-friendly guesthouses are situated near Springfield's attractions?
Fearlessrose Vacation Rental 89 offers spacious rooms and outdoor play equipment for children. It's also near the Basketball Hall of Fame.
Book your stay around the Eastern States Exposition events for an exciting family experience.
Which guesthouses provide convenient parking in New Haven?
The Historic Mansion offers free parking, allowing easy access to both the historic districts and Yale University.
Arrive before 4 PM to secure convenient parking close to the entrance at The Historic Mansion.
Are there any boutique guesthouses with artistic features near Yale University?
The Historic Mansion is known for its unique artistic decor and an eclectic art collection throughout the property.
Join a local art walking tour available at the university to enhance your cultural experience.
Which guesthouses are best for visitors attending events at Yale University?
The Historic Mansion and Plaid Room 3Min From Yale Univ are perfect choices for visitors attending Yale events.
Check Yale's events calendar to align your stay with activities happening during your visit.
What are the must-see attractions near New Haven?
Key attractions include the Yale Peabody Museum and Wooster Park. These spots showcase local culture and history.
Visit Wooster Park in the early morning for a quiet stroll and enjoy the natural beauty before noon.
How can I make the most of my trip to Springfield?
Explore the Basketball Hall of Fame and nearby cultural sites for a fun trip. Allocate a full day for these attractions.
Plan to have lunch at the nearby restaurants around the Hall of Fame for good local cuisine at reasonable prices.
What's the best time to visit New Haven for cultural events?
Autumn features local festivals and events that highlight the area's art and history. It's a vibrant time to visit.
Check local schedules for art exhibits and events happening at Yale during your stay in September and October.