Top 3 Hotels in Windham, 2026

Windham features beautiful spots like Windham Mountain for skiing, and the scenic Ashland Lake for fishing. Enjoy the serene surroundings at the Windham Path or explore the local boutiques and eateries in the village. You can stay at charming inns or modern hotels with great amenities, all carefully selected for quality and comfort. From cozy family-run establishments to more upscale lodgings, you'll find ideal accommodations here. Consider booking during the fall for spectacular foliage and check for local transport options like shuttles for easy access.

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8.6

Great

Beds On Clouds Bed & Breakfast Windham

Map300 yd from City Centre1100 yd from Ski Windham

FromUS$ 222 /nightSelect

8.2

Great

Winwood Condominiums By Windham Mountain Club

Map1100 yd from City Centre1.0 mi from Windham Mountain

FromUS$ 139 /nightSelect

8.2

Great

Jimmy Oconnor'S Windham Mtn Inn

FromUS$ 165 /nightSelect

Pricing scale for accommodations in Windham

Explore endless lodging possibilities, featuring everything from wallet-friendly rooms to premium resorts, offering rates for every ideal trip.

⬆️ The highest price

US$ 222

⬇️ The lowest price

US$ 139

💸 Average price for

3-star hotels

US$ 171

Best hotels in Windham

Based on guest reviews over the last 12 months

Charming Rustic Retreat:

Jimmy Oconnor'S Windham Mtn Inn

Modern Mountain Comfort:

Winwood Condominiums By Windham Mountain Club

Cozy Homely Escape:

Beds On Clouds

Windham hotel FAQs

Let these answers guide you in planning your journey

Which hotel is closest to Windham Mountain ski area?

Jimmy O'Connor's Windham Mountain Inn is located just 1 kilometer from Windham Mountain, making it a convenient option for ski enthusiasts.

Which Windham hotels offer family-friendly amenities?

Beds On Clouds is an excellent option for families, providing spacious rooms and proximity to local parks and family attractions.

Are there hotels in Windham with unique views?

Winwood Condominiums by Windham Mountain Club offer stunning views of the mountains, making it a popular choice for guests seeking scenic surroundings.

What are the average guest ratings for hotels in Windham?

Top-rated hotels like Jimmy O'Connor's Windham Mountain Inn receive high guest satisfaction scores averaging around 9.0 out of 10 based on reviews, with guests praising its location and comfort.

Which hotel in Windham is recommended for couples?

Jimmy O'Connor's Windham Mountain Inn is ideal for couples, offering a cozy atmosphere and romantic mountain views, perfect for a getaway.

Essential Hotel Information for Windham

This guide provides key facts about hotel accommodations in Windham, evaluating 3 unique properties to aid travelers in making informed lodging decisions.

Typical nightly rates range from $120 to $200 USD.

There are 3 hotels available in Windham.

Peak season generally runs from December to March.

Local taxes/fees amount to approximately 8% on stays.

Key attractions like Windham Mountain Resort are about 5 km away.