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Sep 18 - Sep 19
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Our top choices for Windsor Castle hotels

1. Sky's Villa Resort

Sky's Villa Resort
Buff Bay
United States
Rosemarie
$144 nightly
$166 total
Oct 17 - Oct 18
Total with taxes and fees
Sky's Villa Resort

2. Windbreak Villa

Windbreak Villa
Buff Bay
$84 nightly
$97 total
Sep 18 - Sep 19
Total with taxes and fees
Windbreak Villa

3. Blessings at Strawberry Fields

Blessings at Strawberry Fields
Robins Bay
United States
Sylvia
$88 nightly
$102 total
Oct 6 - Oct 7
Total with taxes and fees
Blessings at Strawberry Fields

4. Paradise Inn

Paradise Inn
Port Antonio
United States
Devon
$80 nightly
$93 total
Sep 18 - Sep 19
Total with taxes and fees
Paradise Inn

5. Tapioca Village Retreat

Tapioca Village Retreat
Castleton
United States
Günter
$80 nightly
$93 total
Sep 18 - Sep 19
Total with taxes and fees
Tapioca Village Retreat

6. RafJam Bed & Breakfast

RafJam Bed & Breakfast
Newcastle
United States
Jean Constant
$89 nightly
$104 total
Sep 18 - Sep 19
Total with taxes and fees
RafJam Bed & Breakfast

7. PHS Portland Comfort Stay

PHS Portland Comfort Stay
Saint Margarets Bay
$67 nightly
$78 total
Oct 18 - Oct 19
Total with taxes and fees
PHS Portland Comfort Stay

8. Starlight Chalet

Starlight Chalet
Silver Hill Gap
United States
Dennie
$114 nightly
$129 total
Sep 18 - Sep 19
Total with taxes and fees
Starlight Chalet

9. Forres Park Resort & Spa

Forres Park Resort & Spa
Mavis Bank
United Kingdom
Dawn
$90 nightly
$91 total
Sep 18 - Sep 19
Total with taxes and fees
Forres Park Resort & Spa

10. Reggae Legends Estate

Reggae Legends Estate
Jack's Hill
United Kingdom
Nicola
$127 nightly
$147 total
Sep 18 - Sep 19
Total with taxes and fees
Reggae Legends Estate

11. Royale Jazz Hotel

Royale Jazz Hotel
Eastwood Park
$140 nightly
$162 total
Sep 18 - Sep 19
Total with taxes and fees
Royale Jazz Hotel

12. Cambridge Heights Guest House

Cambridge Heights Guest House
Port Maria
$55 nightly
$64 total
Sep 22 - Sep 23
Total with taxes and fees
Cambridge Heights Guest House

13. Jay's Guest House

Jay's Guest House
Penlyne Castle
United States
Derek
$66 nightly
$75 total
Sep 21 - Sep 22
Total with taxes and fees
Jay's Guest House

14. Kingsworth Bed and Breakfast

Kingsworth Bed and Breakfast
Jack's Hill
United States
Deletha
$54 nightly
$60 total
Oct 17 - Oct 18
Total with taxes and fees
Kingsworth Bed and Breakfast

15. Jay's Guest House II

Jay's Guest House II
Penlyne Castle
Canada
Caroline
$123 nightly
$142 total
Sep 25 - Sep 26
Total with taxes and fees
Jay's Guest House II

16. Millsborough B&B

Millsborough B&B
Jack's Hill
United States
Tiwian
$109 nightly
$126 total
Oct 2 - Oct 3
Total with taxes and fees
Millsborough B&B

17. Comfy Guest Rooms

Comfy Guest Rooms
Port Antonio
Canada
George
$64 nightly
$73 total
Sep 19 - Sep 20
Total with taxes and fees
Comfy Guest Rooms

18. Casa Maria Hotel

Casa Maria Hotel
Port Maria
United States
Phillipa
$164 nightly
$181 total
Sep 18 - Sep 19
Total with taxes and fees
Casa Maria Hotel

19. Strawberry Hill

Strawberry Hill
Irish Town
United States
Gunther
$407 nightly
$445 total
Sep 18 - Sep 19
Total with taxes and fees
Strawberry Hill

20. Wave Crest Resort Race Course

Wave Crest Resort Race Course
Oracabessa
$58 nightly
$68 total
Oct 18 - Oct 19
Total with taxes and fees
Wave Crest Resort Race Course
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Top Windsor Castle Hotel Reviews

Courtyard by Marriott Kingston, Jamaica

Courtyard by Marriott Kingston, Jamaica

10/10 Excellent
"The entire property was beautiful. Parking was easy. The location is perfect. The staff was wonderful. Overall it was a great experience and we will definitely return."
Deneisha 1-night trip
Posted 2 hours ago
Courtyard by Marriott Kingston, Jamaica
Strawberry Hill

Strawberry Hill

10/10 Excellent
"Absolutely Spectacular & Service Amazing ___ Staffs Performance Over The Top💯🏆"
Errol 2-night trip
Posted 14 hours ago
Strawberry Hill
Hotel Four Seasons

Hotel Four Seasons

10/10 Excellent
"Room was very clean. Staff was awesome. Upgrade to Jamaican breakfast it was the best."
leon 1-night trip
Posted 17 hours ago
Hotel Four Seasons
Altamont Court Hotel

Altamont Court Hotel

8/10 Good
"I like the location and availability of the property. The staff could be a bit more inviting and courteous. For Breakfast, let the guest know what is being served on current morning from the menu. Guests will not order what is not served on that day."
Thelma 2-night trip
Posted 1 day ago
Altamont Court Hotel
The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel

10/10 Excellent
"I have never stayed at a hotel that reminded me of a great cruise. The Pegasus delivered something remarkably delicious..the most delicious food seemingly round the clock. Great beautiful property. It should be a world wide chain. Something so good should not be relegated just to Jamaica."
Robert 5-night trip
Posted 1 day ago
The Jamaica Pegasus Hotel
Jamaica Palace Hotel

Jamaica Palace Hotel

10/10 Excellent
"Our stay was very nice. The food was delicious. Our servers Dominic and Travaughn were amazing. The entire staff was wonderful. The rooms could use a little upgrade. The property is huge and has a lot of space. It would be nice if some lounge chairs could be added on the property grounds. Overall it was a great experience and we will definitely return."
Deneisha 2-night trip
Posted 2 days ago
Jamaica Palace Hotel
The Courtleigh Hotel and Suites

The Courtleigh Hotel and Suites

8/10 Good
"My one night stay was great. The hotel is centrally located and it was easy to access neighboring restaurants and coffee shops. The staff was friendly and accommodating and the facilities was spotless. I highly recommend."
Jayden 1-night trip
Posted 2 days ago
The Courtleigh Hotel and Suites
Geejam

Geejam

10/10 Excellent
"Great team. Jordan - thanks again. Norman - one in a million. You were all so friendly. Be ready for the steps to water. The room's beautiful but the bed is too soft IMO."
Angela 3-night trip
Posted 3 days ago
Geejam
Match Resort Hotel

Match Resort Hotel

8/10 Good
"The rooms are clean. Staff very helpful. Breakfast is good."
Barry 1-night trip
Posted 4 days ago
Match Resort Hotel

More cheap stays in Windsor Castle

Labrish Guest House

Labrish Guest House

10 Hillview Ave Kingston St. Andrew Parish
$43 nightly
$51 total
Oct 17 - Oct 18
Total with taxes and fees
6.4/10 (53 reviews)
Labrish Guest House
Jasmine Inn

Jasmine Inn

26 Tankerville Avenue Kingston St. Andrew
$81 nightly
$90 total
Sep 20 - Sep 21
Total with taxes and fees
7.6/10 Good! (108 reviews)
Jasmine Inn
Paradise Inn

Paradise Inn

Snow Hill Port Antonio Portland
$80 nightly
$93 total
Sep 18 - Sep 19
Total with taxes and fees
5.2/10 (18 reviews)
Paradise Inn
Sunset Inn Hotel

Sunset Inn Hotel

1a Altamont Crescent Kingston St. Andrew
$104 nightly
$121 total
Sep 18 - Sep 19
Total with taxes and fees
7/10 Good! (132 reviews)
Sunset Inn Hotel
Cozy Apartments

Cozy Apartments

1 Winston Avenue Kingston Kingston
$161 nightly
$186 total
Sep 18 - Sep 19
Total with taxes and fees
2/10 (1 review)
Cozy Apartments
Camelia Rooms

Camelia Rooms

18 Liguanea Terrace Kingston
Get rates
5.6/10 (11 reviews)
Camelia Rooms

Hotels in Windsor Castle with star-rating

Frequently asked questions

What is the best area to stay in Windsor Castle?
The best area to stay near Windsor Castle, Portland, Jamaica, for most visitors is Port Antonio, given its proximity and range of accommodations and activities.Port Antonio is the main town in the parish of Portland, located a short drive from Windsor Castle. It offers a variety of hotels, guesthouses, and villas, along with local restaurants and markets. The town is situated on a double harbor, providing scenic views and easy access to nearby beaches and natural attractions.For couples, staying in properties along the coastline near Port Antonio, such as those overlooking the Blue Lagoon or Frenchman's Cove, offers a romantic and secluded experience. These areas provide direct access to beautiful beaches and opportunities for snorkeling or relaxing by the water.Travelers looking for a blend of convenience and access to natural beauty will find Port Antonio suitable.
When is the best time to go to Windsor Castle?
The Windsor Castle in Portland, Jamaica, is best visited during the dry season, which typically runs from December to April.During these months, you'll experience consistently pleasant weather with less rainfall, making it ideal for exploring the castle grounds and the surrounding natural beauty. The temperatures are comfortable, usually in the mid-70s to low 80s Fahrenheit (24-29°C), superb for outdoor activities. This period also avoids the peak hurricane season, ensuring a stress-free trip.For those looking to avoid larger crowds while still enjoying good weather, the shoulder months of May and November can also be excellent options. You might encounter occasional showers, but they are usually brief, and the lush landscape is at its most vibrant.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor Castle.
How much is the nightly rate at a Windsor Castle hotel?
Prices for hotels in Windsor Castle often vary, but you can find a great deal from $51 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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