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Check prices for these dates

Next weekend
30 May - 1 Jun
In two weeks
6 Jun - 8 Jun
In one month
20 Jun - 22 Jun
In two months
18 Jul - 20 Jul

Compare 19 B&B in Essex with updated reviews, rates, and availability.

Inn at Harbor Hill Marina
Property grounds

Inn at Harbor Hill Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Very clean, great location and staff"
The price is AED 731
AED 841 total
includes taxes & fees
22 May - 23 May
Inn at Harbor Hill Marina
The Captain Stannard
LED TV

The Captain Stannard

3.0 star property
9.6 out of 10, Exceptional, (224)
"Wonderful welcome and impeccable property. We will plan to go again!"
The price is AED 723
AED 803 total
includes taxes & fees
22 May - 23 May
The Captain Stannard
Westbrook Inn B&B
Terrace/patio

Westbrook Inn B&B

3.0 star property
10.0 out of 10, Exceptional, (150)
"It is beautiful and comfortable. The breakfast was great. And the bed was extremely comfortable."
The price is AED 832
AED 924 total
includes taxes & fees
22 May - 23 May
Westbrook Inn B&B
The Bevin House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers

The Bevin House Bed & Breakfast

3.5 star property
9.6 out of 10, Exceptional, (73)
"I really wanted to see the goats as silly as that sounds and had a great time doing it."
The price is AED 1,005
AED 1,116 total
includes taxes & fees
2 Jun - 3 Jun
The Bevin House Bed & Breakfast
The Homestead
Room, 1 King Bed, Patio, Ground Floor (7) | Egyptian cotton sheets, premium bedding, down comforters

The Homestead

3.0 star property
10.0 out of 10, Exceptional, (79)
"Wonderful rooms, exceptional staff, and convenient location"
The price is AED 1,240
AED 1,376 total
includes taxes & fees
4 Jun - 5 Jun
The Homestead
West Neck Guesthouse
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very Good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is AED 764
AED 872 total
includes taxes & fees
22 May - 23 May
West Neck Guesthouse
Vine & Sand
Interior entrance

Vine & Sand

3.0 star property
10.0 out of 10, Exceptional, (7)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport. "
Vine & Sand
Stirling House Bed & Breakfast
Dock

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
Stirling House Bed & Breakfast
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is AED 1,110
AED 1,673 total
includes taxes & fees
22 May - 23 May
James Pharmacy Bed & Breakfast
Arbor View House B&B
Exterior

Arbor View House B&B

3.5 star property
9.2 out of 10, Wonderful, (13)
"Two mid age couples just had a good and relaxing time with great hospitality. "
Arbor View House B&B
Thimble Islands Bed & Breakfast
Property grounds

Thimble Islands Bed & Breakfast

3.5 star property
10.0 out of 10, Exceptional, (4)
Thimble Islands Bed & Breakfast
Harbor Knoll Bed & Breakfast
Living area

Harbor Knoll Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (9)
"Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"
Harbor Knoll Bed & Breakfast
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Exterior

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

10.0 out of 10, Exceptional, (1)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Shorecrest Bed and Breakfast
Garden

Shorecrest Bed and Breakfast

3.5 star property
9.8 out of 10, Exceptional, (18)
"Excellent amenities, great service, and wonderful location! "
Shorecrest Bed and Breakfast
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Fordham House
Exterior

Fordham House

3.0 star property
10.0 out of 10, Exceptional, (16)
Fordham House
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.
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Other property types in Essex

Cliffside Resort Condominiums
Beach nearby

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (215)
"Great place. "
The price is AED 781
AED 1,052 total
includes taxes & fees
3 Jun - 4 Jun
Cliffside Resort Condominiums
Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (15)
"Quite and intimate..great great time Definitely coming again!!!"
The price is AED 511
AED 735 total
includes taxes & fees
22 May - 23 May
Postcard Cabins Machimoodus
Private Guest House w/ Deck + Spectacular Views!
Property grounds

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (26)
"Great place. Great host"
Private Guest House w/ Deck + Spectacular Views!
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.

Frequently asked questions

Searching for B&Bs in Essex?
If you want to find a place to stay with fewer rooms than a hotel and a more personalized environment, a B&B might be the perfect option for your vacation to Essex. If you want to lose yourself exploring fascinating exhibits, you might consider stopping by Essex Steam Train and Connecticut River Museum while you’re in town.
How do you know if a B&B is a good option for your stay?
With attentive service, opportunities to socialize with other guests, and of course a full breakfast to start the day, B&Bs offer a truly one-of-a-kind environment.
What are the best B&Bs in Essex?
Below are some well-liked B&Bs in the area: Inn at Harbor Hill Marina: 16 rooms. 11.2 mi (18 km) from the heart of Essex. Enjoy the free full breakfast and marina onsite. The Captain Stannard: 11 rooms. 5.4 mi (8.7 km) from the downtown core. Westbrook Inn B&B: 9 rooms. Situated 5.5 mi (8.8 km) from the heart of Essex. Enjoy the free full breakfast and designer toiletries. The Bevin House Bed & Breakfast: 5 rooms. 16.5 mi (26.5 km) from the heart of downtown. Enjoy the free full breakfast and designer toiletries. James Pharmacy Bed & Breakfast: 3 rooms. Located 4.6 mi (7.5 km) from the core of Essex. Enjoy the local cuisine breakfast and designer toiletries.
What's the best time of year to book my B&B in Essex?
When you’re dreaming of a getaway to Essex, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Essex is 54 inches.
What is there to do in Essex?
When you want to explore some cultural attractions on your trip, Essex Steam Train and Connecticut River Museum are worthy sites to check out. You might put Essex Island Marina and Connecticut River on your list if you want to see more of the area.
How can I get to and around Essex?
Planning your excursions in and around Essex is easier with these transportation options. Fly into New London, CT (GON-Groton - New London), which is located 18.4 mi (29.6 km) from the heart of the city. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.4 mi (32.8 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.