The Best Hotels Closest to Skylight Pond Trailhead in Ripton for 2026

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Our top choices for Skylight Pond Trailhead hotels

A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.

1. Middlebury Inn

16.2 km from Skylight Pond Trailhead

Bret

AED 492 total

includes taxes & fees

16 Dec - 17 Dec

A large, multi-story house with a sign for 'Swift House Inn' indicating it is a lodging establishment.

2. Swift House Inn

16.2 km from Skylight Pond Trailhead

Susan

AED 833 total

includes taxes & fees

17 Nov - 18 Nov

A forested area with a river, rocks, and three wooden Adirondack chairs.

3. The Warren Lodge

18.8 km from Skylight Pond Trailhead

Barry

AED 496 total

includes taxes & fees

16 Nov - 17 Nov

A large, multi-story hotel with a covered entrance and multiple windows.

4. Courtyard Middlebury

15 km from Skylight Pond Trailhead

Richard

AED 542 total

includes taxes & fees

6 Dec - 7 Dec

A library with leather sofas, bookshelves, and wall-mounted lamps.

5. Bristol Suites

18 km from Skylight Pond Trailhead

Hayden

AED 734 total

includes taxes & fees

18 Nov - 19 Nov

A grocery store aisle with candy dispensers and bulk bins.

6. Middlebury Sweets Motel

13.9 km from Skylight Pond Trailhead

Jane

AED 440 total

includes taxes & fees

16 Nov - 17 Nov

A cozy cabin interior with a dining area, fireplace, and large windows offering a view of the forest.

7. West Hill House B&B

16.1 km from Skylight Pond Trailhead

Jennifer

AED 1,576 total

includes taxes & fees

16 Dec - 17 Dec

View all properties

Compare popular hotels close to Skylight Pond Trailhead

Property	Property class	Guest rating
Middlebury Inn	3.0 star property	9.0 Wonderful 1,001 reviews	View
Swift House Inn	3.0 star property	9.6 Exceptional 377 reviews	View
The Warren Lodge	2.5 star property	9.2 Wonderful 750 reviews	View
Courtyard Middlebury	3.0 star property	8.8 Excellent 622 reviews	View
Bristol Suites	2.5 star property	9.6 Exceptional 207 reviews	View

Other attractions near Skylight Pond Trailhead

Robert Frost Farm National Historic Site

You can learn about the history of Ripton with a visit to Robert Frost Farm National Historic Site. You can enjoy the restaurants while in the area.

See properties

Top Skylight Pond Trailhead Hotel Reviews

Swift House Inn

Middlebury

10/10 Excellent

Mark

A two-story house with a porch, surrounded by trees.

Inn at Neshobe River

Brandon

10/10 Excellent

Anonymous traveler

A wooden deck with a bench and a table, leading to a building with a dark exterior.

Madbush Falls

Waitsfield

10/10 Excellent

Richard

The Warren Lodge

Warren

10/10 Excellent

Anonymous traveler

Courtyard Middlebury

Middlebury

10/10 Excellent

Shawn

Middlebury Sweets Motel

Middlebury

10/10 Excellent

I booked at this motel at the last minute and was very apprehensive because I usually don’t stay in motel. It, since my last minute stay was for one night and the reviews were good, I said ‘hey’ why not. I’m only going to stay overnight! Needless, to say the good reviews this place received were right on point. I was truly surprised by the courtesy and efficiency of this small family owned motel. Room was cleaned and had absolutely everything needed. The candy store couple doors down & candy...

Edith

A red building with a pool and a snow-covered roof.

Clay Brook Hotel

Warren

10/10 Excellent

Amazing hotel stay! I stayed during off season so it was fairly empty. My room was incredibly clean and QUIET! I slept like a baby. The hotel room had such a classic “wealthy” vibe to it. Very luxurious in a modern way. Staff was friendly. Parking was great. Only semi bad experience was the restaurant on property (inside of the hotel) - food wasn’t the best and very expensive. (Although my bartender was very nice)

Cory

A cozy interior with a stone fireplace, wooden beams, and a seating area with sofas and chairs.

The Lodge at Lincoln Peak

Warren

10/10 Excellent

John

A large, two-story house with a driveway leading to a garage, surrounded by a well-maintained lawn and autumn-colored trees.

The Lilac Inn

Brandon

10/10 Excellent

Karen

A two-story building with a porch, outdoor seating, and flags.

Green Trails Inn

Brookfield

10/10 Excellent

Jesus

A white building with green shutters and a sign that reads "Storeham Inn."

Shoreham Inn

Shoreham

10/10 Excellent

Nice inn located in a 200 year old house. Rooms with comfortable beds, no tv, but they do have WiFi. Food is very good and the couple that owns and runs the inn is very friendly and accommodating. Some quirks like squeaky floors and no locks on the doors just add to the charm. Nice fireplace and outdoor deck. Coffee is excellent too. Very nice place to stay you have something going on in the area, or if you want a relaxing low key vacation in picturesque Vermont or nearby upstate NY.

Ron

A wooden staircase leading to a deck with metal railings and hanging lights, overlooking a green landscape.

Mad River Lodge

Waitsfield

10/10 Excellent

Derek

Frequently Asked Questions

What's the area like around Skylight Pond Trailhead?

Skylight Pond Trailhead is located in Ripton. Travelers like this welcoming area for its restaurants. You'll find 20 hotels and other accommodations within a few miles for a convenient home base.

What's the best place to stay near Skylight Pond Trailhead?

Robert Frost Mountain Cabins is one of the top choices for your stay based on our traveler data, and this cabin offers free parking and private balconies. It's located 3.2 mi (5.1 km) from Skylight Pond Trailhead. Another good choice is Glamping hut with WiFi in Ripton, biking, hiking, skiing, located 1.9 mi (3.1 km) away.

How many hotels will I be able to find close to Skylight Pond Trailhead?

Expedia has 20 hotels and other accommodations a few miles from Skylight Pond Trailhead.

If I need to cancel the hotel reservation for my stay near Skylight Pond Trailhead, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view the top deals on offer near Skylight Pond Trailhead.

Where can I learn more about changing or cancelling my trip in the area near Skylight Pond Trailhead?

To find more details about changing or cancelling your stay near Skylight Pond Trailhead, click here.

Find hotels near Skylight Pond Trailhead, Ripton from AED 399

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Skylight Pond Trailhead hotels

1. Middlebury Inn

2. Swift House Inn

3. The Warren Lodge

4. Courtyard Middlebury

5. Bristol Suites

6. Middlebury Sweets Motel

7. West Hill House B&B

Compare popular hotels close to Skylight Pond Trailhead

Other attractions near Skylight Pond Trailhead

Robert Frost Farm National Historic Site

Top Skylight Pond Trailhead Hotel Reviews

Swift House Inn

10/10 Excellent

Frequently Asked Questions

What's the area like around Skylight Pond Trailhead?

What's the best place to stay near Skylight Pond Trailhead?

How many hotels will I be able to find close to Skylight Pond Trailhead?

If I need to cancel the hotel reservation for my stay near Skylight Pond Trailhead, will I receive a refund?

Where can I learn more about changing or cancelling my trip in the area near Skylight Pond Trailhead?