Top Lodges in Windsor County in 2026

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Windsor County lodges

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with stools.

1. Sleeps 32 - 11BR - 1/2 Mile to Okemo - Hot Tub - Walk to Downtown Ludlow

Ludlow

First Baptist Church M.

A cozy cabin interior with a stone fireplace, wooden beams, and a large window overlooking greenery.

2. 5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season

Ludlow

Elinor O.

A cozy living room with a stone fireplace, wooden floors, and large windows offering a view of the forest.

3. Okemo Mountain Ski Lodge - Sleeps 9, Hot Tub, Game Room, Pet Friendly!

Ludlow

Fallon M.

A tent set up in a grassy area with a small table and a chair nearby.

4. Magical Canvas Bell Tent on Private Acreage – Near Woodstock

Sharon

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Windsor County Hotel Reviews

Sleep Woodstock Motel

10/10 Excellent

"This motel is such a great little place. So clean and cozy while being up to date. Love it is so guest friendly and close to downtown Woodstock. You can tell they really care about their property and guest comfort. I will stay here again when I am back in the area."

The Hartness House

8/10 Good

"I love staying at historic houses and this one was absolutely beautiful. I had breakfast in the window seat. The grounds were beautiful to look at. The bed was comfy. I loved opening my window and allowing the fresh forest air into the room. The hotel staff were so nice. The breakfast was baked muffins, croissants, banana breads, fruit, teas and coffee. The only deal breaker for me was the tub. After a week of hiking in the forest all I wanted was to soak in a tub and there was no drain or switch to stop the water from draining. I had to use a wash cloth as a stopper and that only worked so much. I also wished I had been housed in the historic home directly but instead it’s in rows of housing attached to the home. Still I did love this experience and would definitely come again and bring my own stopper."

Comfort Inn White River Junction

8/10 Good

"Clean rooms, breakfast was just okay we came down later than usual but still 2 hours before breakfast was to end and selections were very limited, very picked over and not restocked. Room sound proofing could have been better. Room next doors TV was easily heard thru wall at 2am."

On The River Inn

10/10 Excellent

"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor County lodges

1. Sleeps 32 - 11BR - 1/2 Mile to Okemo - Hot Tub - Walk to Downtown Ludlow

2. 5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season

3. Okemo Mountain Ski Lodge - Sleeps 9, Hot Tub, Game Room, Pet Friendly!

4. Magical Canvas Bell Tent on Private Acreage – Near Woodstock

Top Windsor County Hotel Reviews

Sleep Woodstock Motel

Woodstock Inn & Resort

Pointe at Castle Hill Resort

Align Inn Vermont

The Hartness House

Comfort Inn White River Junction

Best Western Springfield Hotel

On The River Inn

Castle Hill Resort And Spa