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Most frequently booked Windham hotels

Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna

Windham VT

1.17 km from city centre

Get rates

Book a stay at this ski vacation home in West Townshend. Enjoy free WiFi, private pools, and a sauna. Popular attractions Magic Mountain Ski Resort and Lowell Lake State Park are located nearby.

Pool

Hot tub

Pointe at Castle Hill Resort

2940 State Route 103 Cavendish VT

24.17 km from city centre

CA $194

CA $222 total

Jan 21 - Jan 22, 2026

includes taxes & fees

Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

Pool

Hot tub

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT

Free cancellation

Reserve now, pay when you stay

28.31 km from city centre

CA $261

CA $365 total

Jan 6 - Jan 7, 2026

includes taxes & fees

Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Pool

Hot tub

Hampton Inn and Suites Manchester

4519 Main St Manchester Center VT

Free cancellation

Reserve now, pay when you stay

27.45 km from city centre

CA $178

CA $196 total

Jan 11 - Jan 12, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Manchester Designer Outlets and American Museum of Fly Fishing are located nearby.

Pool

Hot tub

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT

Free cancellation

28.16 km from city centre

CA $212

CA $286 total

Jan 28 - Jan 29, 2026

includes taxes & fees

Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Pool

Pet-friendly

The Palmer House Resort, an Ascend Collection Hotel

5383 Main St Manchester Center VT

Free cancellation

26.32 km from city centre

CA $139

CA $175 total

Jan 20 - Jan 21, 2026

includes taxes & fees

Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gander Gallery and Lye Brook Falls are located nearby.

Pool

Hot tub

Mount Snow Grand Summit Resort

89 Grand Summit Way West Dover VT

26.92 km from city centre

CA $422

CA $505 total

Jan 13 - Jan 14, 2026

includes taxes & fees

Book a stay at this spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.

Pool

Hot tub

The Covered Bridge Inn

1043 Putney Road Brattleboro VT

Free cancellation

Reserve now, pay when you stay

35.05 km from city centre

CA $136

CA $149 total

Jan 1 - Jan 2, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.

Parking included

Free WiFi

The Black Bear Lodge at Stratton Mountain Resort

5 Village Lodge Road Stratton VT

16.14 km from city centre

CA $233

CA $283 total

Jan 7 - Jan 8, 2026

includes taxes & fees

Book a stay at this ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.

Hot tub

Breakfast included

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See all available properties in Windham

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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.

Top hotels in Windham for Extended Stay

Ski-In Resort Room | 2 Queen Beds

West Dover VT

CA $497

CA $622 total

Jan 26 - Jan 27, 2026

includes taxes & fees

10/10 Exceptional! (1 review)

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.

Windham hotels essential information

Accommodation	2,623 hotels
Lowest Price	CA $149
Highest Price	CA $784
Popular hotels	Luxury Two-Home Vermont Retreat Near Ski Resorts – Pool, Hot Tub & Sauna, Pointe at Castle Hill Resort, The Equinox Golf Resort & Spa, Hampton Inn and Suites Manchester, Kimpton Taconic Hotel by IHG, The Palmer House Resort, an Ascend Collection Hotel, Mount Snow Grand Summit Resort, The Covered Bridge Inn, The Black Bear Lodge at Stratton Mountain Resort

Frequently asked questions

What are the top kid-friendly hotels in Windham?

Get comfortable at Single-Level Duplex with Fast WiFi & a Full Kitchen - Close to Magic Mountain and make vacationing with young ones seem like child's play. This leading option in Windham offers amenities designed to make family adventures easier, such as animal viewing activities.

Where can I find cheap hotels in Windham?

At Travelocity you'll find really nice hotels in Windham at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windham rather than in Windham. We may find you even better rates, too.

How do I find the best Windham hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Windham then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Windham?

The cheapest hotel in Windham is CA $149 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Windham?

There are 2,623 hotels in Windham on Travelocity.

What are the best hotels in Windham?

Windham has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windham for you!

When is the best time to visit Windham?

If you want the joy of a fun-filled trip in peak season, visit Windham during January, August and December. If you'd prefer the peace of off-season, book a stay during quieter months, such as March, April and October.

When is the cheapest time to stay in Windham?

Based on historic data is usually the cheapest month to visit Windham. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Windham?

There are multiple hotels in Windham that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windham. We have plenty of kid-friendly hotels in Windham to choose from on Travelocity!

Why book a hotel in Windham through Travelocity?

Because we have the top hotels in Windham! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Windham on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.