Title: The Southwold (Guesthouse) - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=23694655&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # The Southwold Morning starts with a delicious breakfast before guests explore nearby attractions or simply relax in the garden at this welcoming Skegness guesthouse ## Photo gallery for The Southwold ![Individually decorated, individually furnished, desk, iron/ironing board - The Southwold (Skegness)](https://images.trvl-media.com/lodging/24000000/23700000/23694700/23694655/7581e221.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior - The Southwold (Skegness)](https://images.trvl-media.com/lodging/24000000/23700000/23694700/23694655/1f0c95ed.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Individually decorated, individually furnished, desk, iron/ironing board - The Southwold (Skegness)](https://images.trvl-media.com/lodging/24000000/23700000/23694700/23694655/92bc6b6c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Restaurant - The Southwold (Skegness)](https://images.trvl-media.com/lodging/24000000/23700000/23694700/23694655/f1513535.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Individually decorated, individually furnished, desk, iron/ironing board - The Southwold (Skegness)](https://images.trvl-media.com/lodging/24000000/23700000/23694700/23694655/02225eb5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Travelers at The Southwold can relax in the garden or by the pool. The guesthouse serves a full breakfast and offers WiFi in public areas, perfect before visiting Skegness Pier and Embassy Theatre. The on-site restaurant and bar have received positive reviews from guests. ## Reviews 9.6 Exceptional ## Popular amenities - Pool - Breakfast included - Parking included - Free WiFi - Restaurant - Bar ## Check prices for these days [Tonight ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-06&endDate=2026-03-08&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.ca/Hotel-Search?startDate=2026-03-13&endDate=2026-03-15&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-13&endDate=2026-03-15&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSkegness-Hotels-The-Southwold.h23694655.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FSkegness-Hotels-The-Southwold.h23694655.Hotel-Information) ## About the area Located in Skegness, The Southwold is near the beach. The area's natural beauty can be seen at Skegness Beach and Gibraltar Point National Nature, while Skegness Aquarium and Fantasy Island are popular area attractions. Check out an event or a game at Skegness Raceway, and consider making time for Butlins, a top attraction not to be missed. [Visit our Skegness travel guide](https://www.expedia.ca/Skegness.dx6048672) [View more Guest houses in Skegness](https://www.expedia.ca/Skegness-Guest-Houses.d6048672-aaGuestHouses.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C53.15107%2C0.34247&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=_1QB37UySqsgwfi_L8OHzBOetE0=) 16 Sea View Rd, Skegness, England, PE25 1BW ### What's nearby - ![BD40ER](https://images.trvl-media.com/place/6087829/80988475-b17d-4426-9ca3-95c53fde9cc2.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Skegness Beach 6 min walk \- 0.5 km - ![Skegness pier](https://images.trvl-media.com/place/6048672/732be013-7c42-4c32-9d3a-6df5b930c1c3.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Skegness Pier 9 min walk \- 0.8 km - Embassy Theatre 11 min walk \- 0.9 km - Skegness Clock Tower 14 min walk \- 1.2 km - Skegness Aquarium 14 min walk \- 1.2 km ### Getting around - Skegness Station 14 min walk ### Restaurants - The Ship 4 min walk - McDonald's 12 min walk - Crafty Local Ale House 12 min walk - Three Monkeys Bar 10 min walk - dees pitstop cafe 12 min walk ## About this property ### The Southwold Guesthouse near Skegness Beach Located close to Skegness Pier and Embassy Theatre, The Southwold provides free full breakfast, a garden, and a bar. In addition to a restaurant, guests can connect to free WiFi in public areas. You'll also enjoy the following perks during your stay: - Swimming pool - Free self parking - Smoke-free premises Room features All guestrooms are individually furnished, and offer amenities such as WiFi. Extra conveniences in all rooms include: - Bathrooms with showers and free toiletries - 24-inch flat-screen TVs with digital channels - Electric kettles, heating, and daily housekeeping ## Similar properties ![Front of property](https://images.trvl-media.com/lodging/3000000/2420000/2417600/2417585/d68aa997.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### North Shore Hotel & Golf Club Skegness - Parking included - Free WiFi - Restaurant - Game room 8.2 Very good 573 reviews CA $55 CA $67 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16&selected=2417585&PinnedHotelID=2417585&HadPinnedHotel=true®ionId=-1&adults=2) ![Deluxe Double Room, Ensuite](https://images.trvl-media.com/lodging/7000000/6560000/6559500/6559433/648feef8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Eastleigh Skegness - Free WiFi 9.2 Wonderful 322 reviews CA $73 CA $88 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06&selected=6559433&PinnedHotelID=6559433&HadPinnedHotel=true®ionId=-1&adults=2) ![Front of property](https://images.trvl-media.com/lodging/24000000/23920000/23913800/23913760/d1c507aa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### North Parade Seafront Accommodation Skegness - 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Breakfast included - Parking included - Free WiFi - Bar 9.6 Exceptional 64 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&selected=4380578&PinnedHotelID=4380578&HadPinnedHotel=true®ionId=-1&adults=2) ![Double Room, Sea View | Water view](https://images.trvl-media.com/lodging/24000000/23970000/23963900/23963810/85d11658.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Grand Hotel Skegness - Pet friendly - Free WiFi 6.4 361 reviews CA $77 CA $77 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=23963810&PinnedHotelID=23963810&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/12000000/11910000/11900100/11900084/16d7edf5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Karema Skegness - Free WiFi - Housekeeping 9.2 Wonderful 222 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&selected=11900084&PinnedHotelID=11900084&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&selected=23694655&PinnedHotelID=23694655&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=23694655,2417585,6559433,23913760,15510676) ## Property amenities ### Internet - Available in all rooms: WiFi - Available in some public areas: Free WiFi ### Parking and transportation - Free self parking on site - Limited onsite self parking - Wheelchair-accessible parking available ### Food and drink - Free full breakfast available daily 8:00 AM to 9:00 AM - A bar/lounge - A restaurant ### Things to do - Pool ### Family friendly - Living room ### Guest services - Housekeeping (daily) ### Outdoors - Garden ### Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - No elevator - Wheelchair-accessible parking ### More - 1 building - 2 floors - Smoking not allowed ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - Free toiletries - Hair dryer - Partially-open bathroom - Shower - Towels provided ### Entertainment - 24-inch flat-screen TV with digital channels ### Food and drink - Coffee/tea maker - Electric kettle ### More - Desk - Heating - Individual decor - Individual furnishings - Iron/ironing board on request - Living room ## Policies ### Check-in Check-in start time: noon; Check-in end time: 7 PM Minimum check-in age: 18 ### Check-out Check-out before 10 AM ### Special check-in instructions There is no front desk at this property Guests must contact the property for check-in information To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation If you are planning to arrive after 7 PM please contact the property in advance using the information on the booking confirmation Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome Rollaway/extra beds are not available Cribs (infant beds) are not available ### Property payment types ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Guests must contact this property in advance to reserve cribs/infant beds This property accepts credit cards ### We should mention This property does not have elevators This property's policy is to refuse certain bookings for the purpose of group events or parties, including pre-wedding stag/bachelor and hen/bachelorette parties ### Property is also known as Southwold Guesthouse Skegness Southwold Guesthouse Southwold Skegness The Southwold Skegness The Southwold Guesthouse The Southwold Guesthouse Skegness ## Frequently asked questions ### Does The Southwold have a pool? ### Is The Southwold pet-friendly? ### How much is parking? ### What time is check-in at The Southwold? ### What time is check-out at The Southwold? ### Where is The Southwold located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## The Southwold Reviews 9.6 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 9.8 Cleanliness ### 9.0 Location ### 9.8 Staff & service ### 9.4 Property conditions & facilities 10 - Excellent 13 8 - Good 4 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ## Reviews ### 10/10 Excellent #### Graham May 10, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### mid week break When I arrived I was greeted with a warm smile and a friendly hand shake. I was given all the details of breakfast times where my room was located,other facilities that where available,the room was very well decorated, toilet & shower room was clean and tidy, sufficient clothing space. the breakfast was very nice.The Hosts Roger & Alison were friendly towards there guests very Knowledgeable of the surrounding area and always polite. a very nice stay thank you ##### Graham ### 10/10 Excellent #### Oliver Oct 4, 2019 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Great value for money B&B I had a really good stay at the Southwold. The owners were helpful and friendly and the B&B was clean and tidy. The breakfasts in the morning were also large and tasty. I had the single room right up on the top floor, which was up a normal flight of stairs, then a second steeper set which I didn't mind but others may have trouble with. I also had a separate large bathroom, which was on the other side of the landing. However this was no trouble for me. There was a bit of a walk to the pier and the town centre, but its not too far. If you need anything there is a shop around the corner. The price for the stay was excellent, as I payed much less than what I had before to stay in Skegness. Overall I had a great stay, even if the weather was not so good! ##### Oliver Stayed 7 nights in Sep 2019 ### 10/10 Excellent #### Verified traveller Oct 1, 2019 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Clean and tidy hotel, friendly and the food was good. Would stay again with out hesitation ., ##### Verified traveller Stayed 2 nights in Sep 2019 ### 10/10 Excellent #### kevin, Ellesmere Aug 17, 2019 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Had a great time in skegness,lots to do and within easy walking distance of all attractions .hotel breakfast was spot on.nice freindly hosts in hotel with good knowledge of area and things to do ##### kevin Stayed 4 nights in Aug 2019 ### 10/10 Excellent #### peter Jul 24, 2019 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Satisfied customer Clean and tidy hotel, friendly owners, five parking bays outside, within very reasonable walking distance of the town centre and a good breakfast in the morning too for a very reasonable price. ##### peter Stayed 1 night in Jul 2019 ### 10/10 Excellent #### Verified traveller Jun 27, 2019 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Brilliant B&B. Fantastic breakfast. Loomi g forward to staying there again. ##### Verified traveller Stayed 1 night in Jun 2019 ### 10/10 Excellent #### Verified traveller May 18, 2019 Liked: Cleanliness, staff & service, amenities, property conditions & facilities The hosts were excellent and room was quite small but adequate for a single person and breakfast was excellent with good quality ingredients ##### Verified traveller Stayed 4 nights in May 2019 ### 10/10 Excellent #### Susan Feb 25, 2019 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Great stay My second visit her and was just as amazing, bed was lovely and comfortable. Also hosts were very good and breakfast was really lovely . ##### Susan Stayed 1 night in Feb 2019 ### 8/10 Good #### Bridget Dec 10, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Really lovely place to stay and the owners Roger and Alison were so friendly and welcoming. Only negative was that the rooms got chilly after the heating went off in the evening and before it came on in the morning. I'm used to wrapping up under a fleece blanket at home but outside of the bed it was cold particularly in the bathroom area. ##### Bridget Stayed 1 night in Dec 2018 ### 8/10 Good #### Phil Oct 21, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Good stay Good contact before visit to ensure I was happy with arrangements. Great and welcoming reception on arrival. Comfortable stay and good breakfast. Thanks ##### Phil Stayed 1 night in Oct 2018 ### 10/10 Excellent #### Craig Oct 15, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Worth Staying Very pleasant guest house, friendly staff, good facilities (shower was good), off street parking, and close to local amenities. ##### Craig Stayed 3 nights in Oct 2018 ### 10/10 Excellent #### Lynn Jun 12, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Very friendly,great little hotel When you find a little gem you sometimes want to keep it to yourself, but this little hotel deserves to be full all the time.Well situated, parking right outside and a stroll to the beach.Very welcoming reception, very comfy room,big bed and fabulous breakfast. Recommendations for places to eat were spot on and the owners could not do more to make your stay fabulous. ##### Lynn Stayed 2 nights in Jun 2018 ### 10/10 Excellent #### anne Jun 8, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort stayed one night as went to see a show breakfast was very appetizeing owners of the hotel welcomed us and were very informative of the area telling us about the history of Skegness we would certainly stay there again it took us 20 minutes to walk to the centre of the town but there was a good bus service every fifteen minutes anne sheppard nottingham ##### anne Stayed 1 night in Jun 2018 ### 10/10 Excellent #### Trevor Sep 23, 2019 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### Trevor Stayed 2 nights in Sep 2019 ### 10/10 Excellent #### KEVIN Sep 16, 2019 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort ##### KEVIN Stayed 2 nights in Sep 2019 ### 8/10 Good #### Verified traveller Dec 2, 2018 Liked: Staff & service ##### Verified traveller Stayed 1 night in Dec 2018 ### 8/10 Good #### Ecker Jun 8, 2018 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Lovely hotel we'll worth a visit.hosts very friend ##### Ecker Stayed 3 nights in Jun 2018 ## 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