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Oct 4 - Oct 5
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Oct 5 - Oct 6
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for San Secondo hotels

1. Hotel Garden Experience

Hotel Garden Experience
Città di Castello
Canada
Beverley
$73 nightly
$81 total
Oct 11 - Oct 12
Total with taxes and fees
Hotel Garden Experience

2. Borgo di Celle

Borgo di Celle
Città di Castello
Netherlands
Joey Ricardo
$91 nightly
$100 total
Nov 1 - Nov 2
Total with taxes and fees
Borgo di Celle

3. Hotel Park Ge. Al.

Hotel Park Ge. Al.
Città di Castello
Germany
Benjamin
$95 nightly
$105 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel Park Ge. Al.

4. Borgo Pulciano Agriturismo

Borgo Pulciano Agriturismo
Montone
United States
Steven
$61 nightly
$71 total
Oct 6 - Oct 7
Total with taxes and fees
Borgo Pulciano Agriturismo

5. Fortebraccio Hotel & Spa

Fortebraccio Hotel & Spa
Montone
United States
Toshikazu
$134 nightly
$151 total
Nov 2 - Nov 3
Total with taxes and fees
Fortebraccio Hotel & Spa

6. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
$77 nightly
$94 total
Oct 27 - Oct 28
Total with taxes and fees
Locanda del Molino

7. Hotel Tiferno

Hotel Tiferno
Città di Castello
United States
Jennifer
$184 nightly
$203 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Tiferno

8. La Locanda del Capitano

La Locanda del Capitano
Montone
United Kingdom
Sean
$138 nightly
$155 total
Oct 6 - Oct 7
Total with taxes and fees
La Locanda del Capitano

9. B&B Il Sarale

B&B Il Sarale
Città di Castello
Denmark
Maria
$126 nightly
$139 total
Nov 1 - Nov 2
Total with taxes and fees
B&B Il Sarale

10. Agriturismo Sant'Illuminato

Agriturismo Sant'Illuminato
Città di Castello
Italy
Anna Maria
$102 nightly
$112 total
Oct 6 - Oct 7
Total with taxes and fees
Agriturismo Sant'Illuminato

11. Badia Il Vingone

Badia Il Vingone
Città di Castello
Italy
Anonymous traveler
$96 nightly
$105 total
Oct 5 - Oct 6
Total with taxes and fees
Badia Il Vingone

12. Country Hotel Poggiomanente

Country Hotel Poggiomanente
Umbertide
Canada
Dylan
$97 nightly
$106 total
Nov 2 - Nov 3
Total with taxes and fees
Country Hotel Poggiomanente

13. Agriturismo Goccia di Luna

Agriturismo Goccia di Luna
Umbertide
United Kingdom
Marcis
$115 nightly
$126 total
Oct 7 - Oct 8
Total with taxes and fees
Agriturismo Goccia di Luna

14. Country House La Locanda del Borgo

Country House La Locanda del Borgo
Pietralunga
Denmark
Pia
$77 nightly
$84 total
Oct 5 - Oct 6
Total with taxes and fees
Country House La Locanda del Borgo

15. Hotel La Meridiana

Hotel La Meridiana
Anghiari
Australia
Tim
$110 nightly
$121 total
Oct 5 - Oct 6
Total with taxes and fees
Hotel La Meridiana

16. Residenza d'epoca Luca Pacioli

Residenza d'epoca Luca Pacioli
Sansepolcro
United States
Nicole
$136 nightly
$149 total
Nov 1 - Nov 2
Total with taxes and fees
Residenza d'epoca Luca Pacioli

17. Relais Oroscopo

Relais Oroscopo
Sansepolcro
United States
Susan
$88 nightly
$97 total
Nov 1 - Nov 2
Total with taxes and fees
Relais Oroscopo

18. Castello Cortevecchio

Castello Cortevecchio
Gubbio
Italy
Sofia
$87 nightly
$100 total
Oct 5 - Oct 6
Total with taxes and fees
Castello Cortevecchio

19. Bio Agriturismo La Cerqua

Bio Agriturismo La Cerqua
Pietralunga
Italy
Anonymous traveler
$80 nightly
$88 total
Oct 18 - Oct 19
Total with taxes and fees
Bio Agriturismo La Cerqua

20. Il Cardo Resort

Il Cardo Resort
Anghiari
United States
Brendan
$118 nightly
$129 total
Oct 6 - Oct 7
Total with taxes and fees
Il Cardo Resort
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Top San Secondo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"5 star treatment, indoor pool is a charge to use and parking is rough. Overall excellent experience. Staff is great."
dianne 3-night trip
Posted 4 hours ago
Monastero di Cortona Hotel & Spa
Hotel Italia

Hotel Italia

10/10 Excellent
"This small quaint hotel absolutely MADE my trip to Italy!! I will never forget the kindness shown to my friend and me ~ we were instantly made to feel at home and felt like we were treated like their "special guests"! The hotel was so endearing. So charming. The view from my room was magnificent ~ I'm sure I took 200 photos just from my window! The included breakfast upstairs with practically a 300° view looking over the landscape and rooftops was delicious. It was a wonderfully calm way to start each day there; I could have wasted much of my time there, just soaking up the view, the colors, the atmosphere and the friendly staff ~ all the while sipping my tea :-). The hotel is not overlooking the noise of the bustling square, but just a few steps down a cobbled street and you are at their front door...not even a one minute walk, but a much quieter setting....should one appreciate that as I do. Just writing this, I'm thinking "I'm not sure I'll ever in my life be blessed to make it back to Italy, but if I am, I have no doubts where I'll be staying!" My stay was in the heat of August of 2026... The owners said to come back at Christmas ~ as it is "really, really something at Christmas time!" I'm not sure how it could be better, but one year I hope maybe I greet them again and find out!"
Elizabeth 1-night trip
Posted 2 days ago
Hotel Italia
Hotel Villa Paradiso

Hotel Villa Paradiso

8/10 Good
"Nice hotel, rooms are a decent size and the bed was comfortable. Breakfast was very good, lots of choice Excellent pool area and ample seating/ sun loungers. Layout of hotel can be a little confusing at first, finding your way down stairs to dinning area but additional signage was put up indicating directions. Hotel appears to do a lot of its business accommodating large coach parties, certainly during our stay so lots of people at breakfast at same time before they go off on trips."
Keith 4-night trip
Posted 4 days ago
Hotel Villa Paradiso
Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent
"Well done"
PIETRO 7-night trip
Posted 6 days ago
Villa Borgo San Pietro
Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent
"Such a stunning Tuscany setting"
ralph 2-night trip
Posted 8 days ago
Relais Villa Baldelli
Hotel San Luca

Hotel San Luca

8/10 Good
"très bien situé, lit un peu trop dur"
Helene 2-night trip
Posted 8 days ago
Hotel San Luca
Hotel San Michele

Hotel San Michele

8/10 Good
"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"
Leanne 4-night trip
Posted 13 days ago
Hotel San Michele
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 2 weeks ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Relais Ducale

Hotel Relais Ducale

8/10 Good
"The room and hotel we’re both very clean and the staff was very helpful and attentive. The breakfast had various options and refilled regularly. The hotel is definitely in need of some updating and modernization, but if you are looking for a great location and beautiful surroundings, this place is great!"
Anna 1-night trip
Posted 2 weeks ago
Hotel Relais Ducale

More cheap stays in San Secondo

Residence Peloni

Residence Peloni

Via Polidori 50 Arezzo AR
Get ratesResidence Peloni
Albergo Ristorante Umbria

Albergo Ristorante Umbria

Via Dei Galanti / Via Sant'antonio 6 Città di Castello PG
Get rates
7.4/10 Good! (13 reviews)
Albergo Ristorante Umbria
Belvedere

Belvedere

Via dei Mandorli 17 Passignano sul Trasimeno PG
Get rates
7.6/10 Good! (16 reviews)
Belvedere

Frequently asked questions

What is the best area to stay in San Secondo?
The best area to stay in San Secondo is within the historic walled city center, particularly around the Piazza Garibaldi and the Corso Cavour.This central area is the heart of San Secondo, characterized by its well-preserved medieval architecture, narrow cobblestone streets, and a pedestrian-friendly layout. You'll find many local shops, trattorias, and cafes here, making it convenient for exploring on foot. The Piazza Garibaldi is a top landmark, often hosting local events.For couples looking for a romantic and convenient base, staying within the historic center is ideal. The proximity to local eateries, artisan shops, and historical sites like the Rocca di San Secondo allows for relaxed strolls and easy access to the town's main attractions. Many accommodations here offer charming views of the ancient streets.Travelers seeking a peaceful and authentic experience will also appreciate the historic center. It offers a quieter pace compared to larger cities, allowing for a deeper connection with the local culture.
When is the best time to go to San Secondo?
The best time to visit San Secondo is typically during the spring (April to June) and fall (September to October) months. These periods offer pleasant weather, ideal for exploring the region's outdoor attractions and cultural sites.Spring brings mild temperatures and the countryside bursts into bloom, making it a beautiful time for scenic drives and walks through the rolling hills. You'll find fewer crowds compared to the peak summer season, allowing for a more relaxed experience at local vineyards and historic towns. This is an excellent time for couples looking for a romantic escape with comfortable conditions for exploring.Fall also provides agreeable weather, with comfortable temperatures and the added beauty of the autumn foliage. This season is great for those interested in culinary experiences, as it coincides with harvest festivals and truffle hunting season in Umbria.
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 San Secondo.
How much is the nightly rate at a San Secondo hotel?
Prices for hotels in San Secondo often vary, but you can find a great deal from $65 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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