Hotels in Windham

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Where to stay in Windham?

ⓘ Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Windham on Hotels.com. These Windham hotels consistently deliver on comfort, location, and value. Last updated on .

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (799 reviews)
Nestled 5 minutes from Windham Mountain Resort, this charming hotel offers an indoor pool, complimentary breakfast, and free bike rentals. Explore nearby hiking trails or golfing options, then unwind on the peaceful terrace surrounded by mountain views.
$174 nightly
The price is $188
May 18 - May 19
Total with taxes and fees
Hotel Vienna

Albergo Allegria Hotel

Albergo Allegria Hotel
3.5 star property
Windham
9.6 out of 10, Exceptional, (278 reviews)
Explore Windham Mountain from this Victorian B&B offering free WiFi and parking. Discover nearby hiking trails and mountain biking, then unwind in the garden or terrace. Bike cleaning facilities and exceptional staff create a memorable Catskills escape.
$163 nightly
The price is $176
May 17 - May 18
Total with taxes and fees
Albergo Allegria Hotel

Eastwind Windham

Eastwind Windham
3.5 star property
Windham
9.2 out of 10, Wonderful, (102 reviews)
Escape to the mountains near Windham Mountain Resort at this charming hotel. Enjoy convenient perks like free WiFi and parking while you explore nearby attractions. After a day outdoors, unwind with a refreshing drink at the inviting bar.
$209 nightly
The price is $225
May 17 - May 18
Total with taxes and fees
Eastwind Windham

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (939 reviews)
Just a short drive from Hunter Mountain and Kaaterskill Falls, this lodge offers free breakfast, WiFi, and parking. Guests rave about the clean rooms and helpful staff. Enjoy dinner at Hunter Tavern after a day of outdoor adventures.
$138 nightly
The price is $149
May 26 - May 27
Total with taxes and fees
Hunter Lodge, a Bluebird by Lark

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club
3.0 star property
Windham
8.8 out of 10, Excellent, (353 reviews)
Feel the winter magic at this Windham hotel offering complimentary ski shuttle service just 5 minutes from Windham Mountain Resort. Enjoy sledding on-site, access to ski passes, and relax in the seasonal outdoor pool after a day on the slopes. Free WiFi and parking add value.
$159 nightly
The price is $172
May 17 - May 18
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (97 reviews)
Mountain adventurers will love this hotel's prime location, just a 5-minute drive from Windham Mountain Resort. After exploring nearby attractions, cool off in the outdoor pool or grab a drink at the bar. With free WiFi, parking, and a café onsite, convenience meets comfort.
$306 nightly
The price is $331
May 25 - May 26
Total with taxes and fees
Wylder Hotel Windham

Hotel Mountain Brook

Hotel Mountain Brook
4.0 star property
Tannersville
9.8 out of 10, Exceptional, (560 reviews)
Tucked in Tannersville near Hunter Mountain, this cozy hotel offers adventure seekers access to hiking, biking, and kayaking. Enjoy free continental breakfast daily and convenient parking, with mountain trails and ski centers just moments away.
$179 nightly
The price is $193
May 26 - May 27
Total with taxes and fees
Hotel Mountain Brook

Antique Rose Inn Windham

Antique Rose Inn Windham
3.0 star property
Windham
9.0 out of 10, Wonderful, (129 reviews)
Escape to this charming Victorian B&B, just minutes from Windham Mountain Resort. Wake up to a complimentary full breakfast before heading out with ski passes. After a day on the slopes, unwind in the garden or terrace, with free WiFi and parking.
$135 nightly
The price is $146
May 18 - May 19
Total with taxes and fees
Antique Rose Inn Windham

Cave Mountain Motel

Cave Mountain Motel
2.5 star property
Windham
9.4 out of 10, Exceptional, (140 reviews)
Immerse in adventure at this welcoming mountain motel, just 5 minutes from Windham Mountain Resort. Hiking and biking trails await nearby, while complimentary breakfast, Wi-Fi, and parking enhance your Catskills getaway.
$139 nightly
The price is $150
May 18 - May 19
Total with taxes and fees
Cave Mountain Motel

Mountain Treasure B&B

Mountain Treasure B&B
3.0 star property
Maplecrest
9.4 out of 10, Exceptional, (293 reviews)
Mountain charm meets outdoor adventure at this cozy B&B. Located in Maplecrest, just a short drive from Windham Mountain Resort and Hunter Mountain. Enjoy free breakfast and WiFi, then explore hiking trails, kayaking, and mountain biking nearby.
$169 nightly
The price is $183
May 17 - May 18
Total with taxes and fees
Mountain Treasure B&B

The Outpost by Windham Mountain Club

The Outpost by Windham Mountain Club
2.5 star property
Windham
8.4 out of 10, Very Good, (5 reviews)
Discover this charming Windham ski hotel just 5 minutes from Windham Mountain Resort. Take advantage of the complimentary ski shuttle, WiFi, and parking while enjoying easy access to Windham Country Club. The outdoor pool offers refreshing relaxation after adventurous mountain excursions.
$450 nightly
The price is $486
May 18 - May 19
Total with taxes and fees
The Outpost by Windham Mountain Club

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (359 reviews)
Feel the thrill of mountain adventure at this Hunter hotel with ski-in, ski-out access. After hitting the slopes, unwind in the outdoor pool, sauna, or steam room. Van Winkles restaurant serves American favorites, while free WiFi keeps you connected in this scenic mountain escape.
$245 nightly
The price is $265
May 22 - May 23
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts

The Haüs Windham

The Haüs Windham
2.0 star property
Windham
7.8 out of 10, Good, (28 reviews)
Feel the mountain magic at this Windham hotel, just 5 minutes from Windham Mountain Resort. After a day of skiing and snowboarding, return to comfort with free WiFi and parking. The Windham Country Club and Hudson Valley's natural beauty await your exploration nearby.
$213 nightly
The price is $230
May 17 - May 18
Total with taxes and fees
The Haüs Windham

Fairlawn Inn

Fairlawn Inn
3.0 star property
Hunter
8.8 out of 10, Excellent, (437 reviews)
Situated minutes from Hunter Mountain, this charming B&B offers free breakfast and parking. Adventure seekers will love the nearby skiing and mountain biking options, while Windham Mountain Resort provides additional outdoor fun just a short drive away.
$259 nightly
The price is $280
Jun 13 - Jun 14
Total with taxes and fees
Fairlawn Inn

Hampton Inn Kingston

Hampton Inn Kingston
2.5 star property
Kingston
9.0 out of 10, Wonderful, (1,003 reviews)
$130 nightly
The price is $146
May 31 - Jun 1
Total with taxes and fees
Hampton Inn Kingston

Silas House

Silas House
3.0 star property
Lexington
10.0 out of 10, Exceptional, (16 reviews)
Silas House

AutoCamp Catskills

AutoCamp Catskills
5.0 star property
Saugerties
9.0 out of 10, Wonderful, (497 reviews)
Immerse yourself in nature at this Saugerties luxury holiday park with Tempur-Pedic beds and plush bathrobes. Unwind at the bar, dine at the onsite restaurant, and explore nearby Opus 40. Guests rave about the helpful staff and pristine grounds.
$194 nightly
The price is $217
May 21 - May 22
Total with taxes and fees
AutoCamp Catskills

Deer Mountain Inn

Deer Mountain Inn
2.0 star property
Haines Falls
9.4 out of 10, Exceptional, (6 reviews)
Escape to this charming Haines Falls retreat with Hunter Mountain just a short drive away. Free breakfast fuels your adventures while the on-site restaurant and bar provide perfect evening relaxation. Enjoy complimentary WiFi and parking amid serene garden and terrace views.
$323 nightly
The price is $346
May 19 - May 20
Total with taxes and fees
Deer Mountain Inn

Matterhorns Lodge

Matterhorns Lodge
2.0 star property
Hunter
10.0 out of 10, Exceptional, (2 reviews)
Matterhorns Lodge

Xenia Resort

Xenia Resort
2.5 star property
Jewett
9.2 out of 10, Wonderful, (67 reviews)
Experience serenity at this Jewett hotel with rejuvenating spa treatments and deep-tissue massages. Just 15 minutes from Hunter Mountain and Windham Mountain Resort, this retreat offers a restaurant and convenient free parking for your mountain adventures.
Xenia Resort
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.

Check out hotels with a pool in Windham

You may also like pet-friendly hotels in Windham

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.

When is the best time to visit Windham?

Our prices for hotels in Windham are cheapest in January
Price trends for hotels in Windham
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Windham
May
High 65°F / low 46°F. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 65 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
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June, no crowd data, average high temperature 73 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
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July, no crowd data, average high temperature 79 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
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August, no crowd data, average high temperature 77 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
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September, no crowd data, average high temperature 70 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
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October, no crowd data, average high temperature 57 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Partly sunny.
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November, no crowd data, average high temperature 44 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
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December, no crowd data, average high temperature 35 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
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January, no crowd data, average high temperature 29 degrees Fahrenheit, average low temperature 15 degrees Fahrenheit. Snow likely.
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February, no crowd data, average high temperature 32 degrees Fahrenheit, average low temperature 16 degrees Fahrenheit. Snow likely.
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March, no crowd data, average high temperature 40 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
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April, no crowd data, average high temperature 53 degrees Fahrenheit, average low temperature 34 degrees Fahrenheit. Cloudy most days.
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Monthly weather averages (˚F)

Top landmarks in Windham

Learn more about Windham

Tucked into the Catskills, this mountain hamlet transforms with the seasons. Carve fresh powder at Windham Mountain Resort in winter, where the slopes welcome skiers of all abilities. Summer brings hikers to scenic trails throughout Catskill State Park, with panoramic vistas worth every uphill step. The Windham Country Club offers 18 challenging holes for golfers seeking mountain backdrops with their birdies. After outdoor adventures, explore the quaint downtown where coffeehouses serve perfect post-adventure refreshments. Wine enthusiasts can sample local vintages at Windham Vineyards and Winery. For additional outdoor pursuits, nearby Hunter Mountain provides more terrain to explore, while Huntersfield State Forest offers quieter woodland escapes away from the resort crowds.

Amazing foliage upstate New York. Morning sunlight spills over the golden foliage. Windham NY is one of the most popular destination for scenic drives, bike trails, foliage and nature lovers.; Shutter

Check out reviews of Windham hotels guests love

Frequently asked questions

How much does a hotel room cost in Windham?
You can choose a great hotel in Windham from $130 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Windham that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com.
How can I find deals and earn rewards at Windham hotels?
Discover great deals on Windham hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Windham hotels.
Can I book Windham hotels with free cancellation?
In order to book a refundable Windham hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Windham?
Our travelers' top pet-friendly hotels in Windham include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Windham.
What are some of the best hotels in Windham for couples?
Enjoy your couple's retreat with a stay at a top-rated Windham romantic hotel. Our travelers love Winwood Condominiums by Windham Mountain Club, a romantic hotel. Another romantic hotel with top reviews is The Henson. Discover more hotels in Windham on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best kid-friendly hotels in Windham?
One of the best Windham hotels for kids is Wylder Hotel Windham. Wylder Hotel Windham is a kid-friendly hotel with a guest score of 8.8 out of 10 offering family-friendly amenities like an outdoor pool and free parking, plus free cribs in guestrooms. Discover more kid-friendly hotels in Windham by using the Hotels.com "Family friendly" filter in your search.
What are the top Windham hotels with a pool?
Discover some of the best Windham hotels with a pool for a little extra luxury on your trip. Hotel Vienna is a great hotel with an indoor pool and a guest rating of 9.4 out of 10. Plus, you can make the most of its free continental breakfast and private picnics. Winwood Condominiums by Windham Mountain Club is a popular hotel that features a seasonal outdoor pool along with wedding services and free parking. To find more stays in Windham with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Windham hotels with free parking?
If you're driving, a great Windham hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Windham?
For hotels in central Windham, check out Hotel Vienna and Albergo Allegria Hotel. Travelers love Hotel Vienna for its location, as well as the indoor pool, free continental breakfast and private picnics this hotel offers. Albergo Allegria Hotel is another popular central bed & breakfast with free parking, a terrace and concierge services.
What accommodations do travelers like in Windham?
Can I book refundable accommodations in Windham?
If you're looking for the flexibility to change your plans to Windham, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Windham if I'm looking for a cheap accommodation?
The Haüs Windham is an accommodation you might want to consider that'll save you money.

Find out more about Windham

Whispers of the Mountains: Unveiling Windham's Natural Splendor

Nestled in the scenic Catskill Mountains, Windham, New York, is a charming escape for nature lovers and adventure seekers alike. Renowned for its stunning landscapes, this picturesque town offers year-round outdoor activities—from skiing and snowboarding in winter to hiking and mountain biking in summer. Explore the vibrant arts scene at the Windham Fine Arts Gallery, savor local flavors at cozy eateries, and unwind at the Eastwind Windham, where modern luxury meets rustic charm. Whether you seek cultured experiences, outdoor thrills, or a romantic getaway, Windham promises a unique and unforgettable retreat.

Discover great hotels near Windham

Windham, New York offers a range of cozy accommodations, from charming inns to modern resorts, ideal for enjoying Windham Mountain. Many hotels feature comfortable rooms and scenic views, making them perfect for relaxation after outdoor adventures. Guest reviews highlight the warm hospitality and inviting atmospheres of these local stays. Here are some of our travelers' favorite hotels near Windham:

  1. Mountain Treasure B&BOpens in a new window: This inviting 3.0-star Bed and Breakfast offers an adventurous escape, featuring a guest rating of 9.4 out of 10. Perfect for leisure travelers seeking a thrilling experience, Mountain Treasure B&B provides access to a variety of outdoor activities, including skiing, snowshoeing, and horseback riding. The accommodation boasts beautifully decorated rooms, a selection of DVDs for entertainment, and a tranquil atmosphere. Guests appreciate the delicious breakfast options and the comfortable, clean ambiance, making it an ideal choice for those looking to unwind after a day of adventure.
  2. Xenia ResortOpens in a new window: Xenia Resort is a budget-friendly hotel with a guest rating of 9.2 out of 10, making it a fantastic choice for travelers seeking a laid-back beach vacation experience. With direct access to the beach and a location just minutes from local attractions, this hotel offers a clean and welcoming environment. Guests enjoy the friendly atmosphere and the comfortable accommodations, which ensure a pleasant stay. The property’s charm and convenience make it a popular pick for those looking to relax and explore the beautiful surroundings.
  3. Fairlawn InnOpens in a new window: Fairlawn Inn is a 3.0-star Bed and Breakfast that boasts a guest rating of 9.2 out of 10, catering specifically to adventure-seeking, LGBTQIA-friendly travelers. With a variety of outdoor activities such as rock climbing, mountain biking, and fishing nearby, this hotel offers a unique and engaging experience. Guests revel in the homey and well-maintained environment, highlighting the wonderful amenities and inviting atmosphere. This property stands out for its commitment to providing an exceptional stay, making it a top choice for those who prioritize adventure and inclusivity.

Where to stay near Windham

When visiting Windham, New York, great areas to stay in include Hunter, Tannersville, and Jewett. Hunter is perfect for skiing and hiking enthusiasts, while Tannersville offers a charming atmosphere with a vibrant arts scene. Jewett boasts beautiful natural landscapes and a more tranquil vibe. For first-time visitors, Tannersville is best suited due to its cultural experiences and accessibility to attractions.

  1. HunterOpens in a new window: Hunter is a fantastic choice for those looking to embrace the great outdoors. Known primarily for its excellent skiing opportunities, this area transforms into a winter wonderland where you can hit the slopes and enjoy the snowy landscapes. In warmer months, Hunter offers stunning hiking trails that cater to all skill levels, providing breathtaking views of the Catskills. The charming village atmosphere gives you access to cozy lodges and local shops, making it easy to unwind after a day of adventure. Plus, the close-knit community vibe adds to the welcoming experience.
  2. TannersvilleOpens in a new window: Tannersville is a quaint village that beautifully blends natural beauty with a vibrant arts scene. It’s a prime spot for skiing in the winter, with easy access to ski resorts, but it shines even more during the summer with its picturesque hiking trails and scenic views. The town's eclectic group of shops and galleries offers a delightful shopping experience, showcasing local crafts and artwork. You can also explore nearby cultural attractions that host events and performances throughout the year, making Tannersville a lively place to stay.
  3. JewettOpens in a new window: Jewett is a tranquil escape that’s perfect for travelers seeking a peaceful retreat. Nestled in the stunning Catskill Mountains, it’s ideal for nature lovers who enjoy hiking and exploring the great outdoors. The smaller community means less hustle and bustle, allowing you to truly relax and connect with nature. Jewett’s beautiful landscapes provide a serene backdrop for outdoor activities, including fishing and biking, making it a lovely spot to recharge away from the more tourist-heavy areas.

Things to do in Windham

Windham enchants travelers with its stunning mountain landscapes and lush forests, offering year-round outdoor fun. Experience exhilarating skiing in winter, scenic hiking trails in warmer months, or enjoy a round of golf against a backdrop of breathtaking views. With cozy accommodations nearby, adventure awaits in this natural paradise!

  • Mountain Top ArboretumOpens in a new window – Wander through this beautiful arboretum where you'll find a diverse collection of native plants and trees. Enjoy a peaceful stroll amidst the scenic landscapes and take in the fresh mountain air while learning about the local flora.
  • Kaaterskill FallsOpens in a new window – Don’t miss the chance to witness the stunning Kaaterskill Falls, one of the tallest waterfalls in New York. Hike the trails that lead to breathtaking viewpoints, where you can appreciate the cascading water and snap some incredible photos.
  • Indian Head MountainOpens in a new window – Lace up your hiking boots and tackle the trails of Indian Head Mountain. The trek offers rewarding vistas that showcase the beauty of the Catskills, making it a favorite spot for outdoor enthusiasts and nature lovers.
  • Platte Clove Preserve - Catskill CenterOpens in a new window – Explore the serene trails of Platte Clove Preserve, where you can immerse yourself in nature. The lush surroundings and diverse wildlife create a tranquil environment perfect for a relaxing day in the great outdoors.
  • PondOpens in a new window – Spend some time at the scenic pond, where you can enjoy fishing, picnicking, or simply soaking in the picturesque views. This tranquil spot is ideal for families looking to unwind and connect with nature.

4 tips for savvy savings when booking a hotel in Windham

  1. Book for the cheapest times: The most budget-friendly time to visit Windham is during March, April, and November, when hotel prices tend to be lower. For the best experience, plan to stay for at least 2 to 3 days to fully explore the town’s historic landmarks and cultural attractions. You'll find great value for money with activities that include skiing, hiking in the mountains, enjoying locally crafted beers, and relaxing at nearby wineries. Plus, the natural beauty of the area offers excellent opportunities for golf, hunting, and soaking in the scenery, making it a perfect getaway for those on a budget.
  2. Look for last-minute deals on Hotels.com: For those planning a trip to Windham, exploring the DealsOpens in a new window and Last-Minute DealsOpens in a new window sections on Hotels.com may uncover discounted rates as your travel date approaches. By enabling email alerts or push notifications, you could stay updated on timely promotions and flash sales. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows travelers to compare hotel prices and amenities, helping you identify our best options. With these resources, you're more likely to discover opportunities for a memorable last-minute getaway.
  3. Be flexible with dates: Prices may fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you find a better deal for your stay in a Windham hotel. If you’re interested in unique accommodations, boutique hotels often provide a more personalized experience and can sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we may suggest alternative dates that could lead to more affordable options.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to come with higher prices. For more budget-friendly options, think about hotels in neighborhoods that are a bit farther away, allowing you to balance cost with accessibility to the sites you want to explore. You might also check out independent hotels located further out, as they can offer a more genuine and affordable experience.

Best time to go to Windham

Windham experiences its lowest average temperature in January, at 22.1°F (-5.5°C), while July is the hottest month, with an average temperature of 68.7°F (20.4°C). July tends to be the wettest month. The peak travel months to visit Windham are January, February, and December, which see a higher number of tourists. During this peak period, the weather is mostly cloudy, accompanied by light rainfall. In contrast, May, June, and October are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

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