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Show All
All Accommodations
12 Available
Winstead Inn Rooms
9 Available
Winstead Beach Resort Rooms
3 Available
Show All
All Accommodations
12 Available
Winstead Inn Rooms
9 Available
Winstead Beach Resort Rooms
3 Available
Monday Sep 16, 2024 - Tuesday Sep 17, 2024 - 1 All Guests. Showing 26 results.
Multiple Night Specials
10% -25% off all nights
Pre-programmed discounted rates are available now through October. Minimum of 3 nights.
NO NEED TO ADD THIS TO CART.
NO NEED TO ADD THIS TO CART.
1 / 8
"Winstead Inn" - Bow Sprit Suite
SECOND FLOOR - (750 sqft) Suite with 2 bedrooms, King bed with full bath en-suite with seated multi-headed shower and balcony overlooking pool in master and queen bed in seco...
Standard Rate
$425.00 / night
$425.00 Total
1 / 4
"Winstead Inn" - Pool Suite
SECOND FLOOR/PRIVATE ENTRANCE - (600 sq ft plus 16'-7' Deck)One bedroom suite with king bed, bathroom with tub/shower combo, amenity baskets, hairdryer. Living room with qu...
Standard Rate
$370.00 / night
$370.00 Total
1 / 4
"Winstead Inn" - Admiral's Suite
SECOND FLOOR - (348 sqft) Queen bed, flat screen cable TV,Gas fireplace, sitting area, large bath with two sink vanity, two person whirlpool tub, amenity basket, hairdryer an...
Standard Rate
$340.00 / night
$340.00 Total
1 / 3
"Winstead Inn" - Mariner's Hideaway
SECOND FLOOR - (223 sqft) King bed with full bath/shower combo, amenity basket and hairdryer and refrigerator. Flat screen cable TV, Beautiful overview of pool and gardens. M...
Standard Rate
$210.00 / night
$210.00 Total
1 / 2
"Winstead Inn" - Chart Room
FIRST FLOOR/PRIVATE ENTRANCE TO POOL AREA - (295 sq ft) Queen bed, Flat screen cable TV, bathroom with shower and separate Essex claw foot tub, amenity basket, hairdryer and...
Standard Rate
$235.00 / night
$235.00 Total
"Winstead Inn" - Captain Joshua Eldredge
FIRST FLOOR/PRIVATE ENTRANCE TO POOL AREA - (265 sq ft) Queen bed, Flat screen cable TV. Full bath with Neo-angle tiled shower, amenity basket, hairdryer and refrigerator. Pr...
Standard Rate
$210.00 / night
$210.00 Total
1 / 2
"Winstead Inn" 2ST - Topside Stateroom/Fireplace
Second Floor South - (500 sq ft) Queen(2) beds, wet-bar(refrigerator, and bar-sink) fireplace and balcony, full bath with two sinks and multi-headed shower/bubble tub combo,...
Standard Rate
$275.00 / night
$275.00 Total
1 / 6
"Winstead Inn" - Chandlery Port
FIRST FLOOR/PRIVATE ENTRANCE - (353 sq ft) The Chandlery(Built in 1900 as a variety shop) is two units; a separate building from Main House.
Queen bed, queen sleeper, full ...
Queen bed, queen sleeper, full ...
Standard Rate
$260.00 / night
$260.00 Total
1 / 6
"Winstead Inn" - Chandlery Starboard
FIRST FLOOR/PRIVATE ENTRANCE - (420 sq ft) The Chandlery(Built in 1900 as a variety shop) is two units; a separate building from Main Inn. Two room suite(Pocket door separat...
Standard Rate
$290.00 / night
$290.00 Total
1 / 3
"Beach Resort" - Room #1
FIRST FLOOR - (259 sqft) Queen Canopy Bed, fireplace, Cable TV/VCR, full bath, multi-headed walk-in seated shower with wall jets, amenity basket, hairdryer and refrigerator, ...
Standard Rate
$260.00 / night
$260.00 Total
1 / 6
"Beach Resort" - Room #6
FIRST FLOOR - (280 sq ft)
One king bed. 55"Flat screen TV/Cable, full bath/shower combo, amenity basket, hairdryer and refrigerator, ocean view. Maximum 2 (plus 1 infant...
One king bed. 55"Flat screen TV/Cable, full bath/shower combo, amenity basket, hairdryer and refrigerator, ocean view. Maximum 2 (plus 1 infant...
Standard Rate
$275.00 / night
$275.00 Total
1 / 5
"Beach Resort" - Room #11
SECOND FLOOR - (403 sq ft) Two Queen beds, separate sitting(door between bedroom and sitting room) room with queen sofa bed, Flat screen cable TV(2,1 is 50"), full bath with...
Standard Rate
$290.00 / night
$290.00 Total
"Winstead Inn" 1s - Foreward Stateroom/Fireplace
First Floor South (400 sqft) Handicap accessible, Queen(2) beds, fireplace, shared outdoor patio, Wet-bar(Refrigerator and bar-sink), bathroom vanity with two sinks and a wal...
1 / 5
"Winstead Inn" MSS - Windward Stateroom/Fireplace
Main Floor South -(500 sq ft) Queen(2) beds, wet bar(refrigerator and bar-sink), fireplace and balcony, full bath with two sinks and a walk-in multi-headed seated shower. Am...
Winstead Inn MNT - Leeward Stateroom/Fireplace
Main Floor North - (400 sqft) Queen(2) beds, fireplace and balcony, wet bar (refrigerator and bar-sink), full bath with multi-headed shower/bubble tub combo, amenity basket a...
"Winstead Inn" 2NS Commander's /Fireplace
Second Floor North - (425sqft) Queen(2) beds, wet-bar(refrigerator, and bar-sink) fireplace and balcony, full bath with seated multi-headed shower, amenity basket and hairdr...
1 / 7
"Winstead Inn" - Crow's Nest/Fireplace
Private Third floor(Two flights of stairs)- (675 sqft)
King bed, fireplace,wet-bar(refrigerator and bar-sink), flat screen TV(2) queen sleeper, 2 sitting areas, full bath w...
King bed, fireplace,wet-bar(refrigerator and bar-sink), flat screen TV(2) queen sleeper, 2 sitting areas, full bath w...
1 / 3
"Beach Resort" - Room #2
FIRST FLOOR -(231 sqft) Queen and extra long twin bed. Flat screen TV/Cable, Direct ocean view, full bath with shower/tub combination, comfort height toilet, amenity basket, ...
1 / 5
"Beach Resort" - Room #3
FIRST FLOOR - (208sq ft) Queen bed non ocean view, full bath with shower/bath combo, amenity basket, hairdryer and refrigerator. Flat Screen Cable TV, Maximum 2 (plus 1 infa...
1 / 4
"Beach Resort" - Room #4
FIRST FLOOR - (217sq ft)One king bed, full bath with whirlpool tub/shower combo, amenity basket, hairdryer and refrigerator water view. Flat Screen Cable TV. Maximum 2 (plus...
1 / 3
"Beach Resort" - Room #5
SECOND FLOOR - (176 sqft) Queen bed, Seated tiled shower, amenity basket, hairdryer and refrigerator , Flat Screen TV/Cable, Balcony. Magnificent ocean front view. Maximum 2...
1 / 4
"Beach Resort" - Room #7
SECOND FLOOR - (289 sq ft) Queen and extra long twin bed, Flat screen TV/Cable, spacious room with direct ocean view, full bath with shower/bath combo, amenity basket, haird...
1 / 4
"Beach Resort" - Room #8
SECOND FLOOR - (301 sq ft) King bed, full bath with whirlpool tub/shower combo, amenity basket, hairdryer and refrigerator flat screen TV/Cable, balcony and magnificent ocean...
1 / 3
"Beach Resort" - Room #9
SECOND FLOOR - (223sq ft)
Non-ocean view with king bed, flat Screen Cable TV, full bath with bath/shower combo, amenity basket, hairdryer and refrigerator. Maximum 2
(...
Non-ocean view with king bed, flat Screen Cable TV, full bath with bath/shower combo, amenity basket, hairdryer and refrigerator. Maximum 2
(...
1 / 5
"Beach Resort" - Room #10
SECOND FLOOR - (198 sq ft) King bed, full bath/whirlpool tub/shower combo, amenity basket, hairdryer and refrigerator. Flat screen TV/Cable, direct ocean view. Maximum 2. So...
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