A street with historic buildings, including a diner and a Blue Star Trading Company.

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Check availability on Ludlow Romantic Hotels

Our top choices for Ludlow romantic hotels

A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

1. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (973 reviews)
"Excellent place to stay!! The breakfas it good, bed comfortables and the view is nice."
United States
Adriana
The price is CA $272
CA $330 total
includes taxes & fees
Nov 19 - Nov 20
Jackson Gore Village, A Vail Resorts Property
A formal dining room with ornate wood paneling, multiple tables set for dining, and a mirror reflecting the room's decor.

2. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,001 reviews)
"Amazing rooms, sweet staff, great amenities - gorgeous location!"
United States
Cristian
The price is CA $229
CA $261 total
includes taxes & fees
Dec 15 - Dec 16
Pointe at Castle Hill Resort
A modern kitchen with stainless steel appliances, a wooden dining table set with plates, and a hanging light fixture.

3. Cozy Village Condo-Okemo Shuttle

Cozy Village Condo-Okemo Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"simple, sweet, CLEAN and easy"
United States
walter s.
The price is CA $120
CA $350 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Village Condo-Okemo Shuttle
A fireplace with a mantel displaying a framed picture, a clock, and a vase with flowers.

4. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is CA $109
CA $371 total
includes taxes & fees
Nov 19 - Nov 20
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A golf course with a clubhouse, surrounded by lush greenery and hills.

5. Village Fireplace Shuttle Boot Warmers

Village Fireplace Shuttle Boot Warmers
Ludlow
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is CA $261
CA $597 total
includes taxes & fees
Nov 30 - Dec 1
Village Fireplace Shuttle Boot Warmers
A golf course with a winding path, trees, and a hilly landscape.

6. First-floor downtown studio near dining and gear shops, under a mile to Okemo

First-floor downtown studio near dining and gear shops, under a mile to Okemo
Ludlow
8.8 out of 10, Excellent, (14 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is CA $160
CA $450 total
includes taxes & fees
Nov 19 - Nov 20
First-floor downtown studio near dining and gear shops, under a mile to Okemo
A garden with a row of pink flowers and a well-maintained lawn.

7. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
United States
Tina l.
The price is CA $325
CA $734 total
includes taxes & fees
Nov 22 - Nov 23
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A building with a signboard, flags, and a flower bed.

8. Building C ground-floor ski-in/ski-out condo with Clock Tower views

Building C ground-floor ski-in/ski-out condo with Clock Tower views
Clock Tower Base Area
9.4 out of 10, Exceptional, (27 reviews)
"No interaction with host but all amenities were excellent "
United States
Dan M.
The price is CA $252
CA $604 total
includes taxes & fees
Nov 18 - Nov 19
Building C ground-floor ski-in/ski-out condo with Clock Tower views
A well-maintained garden with a variety of plants and flowers, a wooden pergola, and a gravel path.

9. Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (466 reviews)
"Stayed there 7yrs.ago and had another great experience this time, Cloe our waitress was excellent and made our dining alot of fun."
United States
Tim
The price is CA $184
CA $201 total
includes taxes & fees
Dec 1 - Dec 2
Fullerton Inn
A stone fire pit with chairs around it, set in a grassy area with trees and a large building in the background.

10. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (900 reviews)
"Great staff and very good food at the resturant. Will come back in the future!"
United States
Richard
The price is CA $184
CA $224 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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.
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Top Ludlow Hotel Reviews

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

8/10 Good
"Large unit - well laid out for three generation visit. Comfortable beds. Kitchen well appointed."
Lori A. 2-night trip
Posted 1 month ago
Winterplace at Okemo, A Vail Resorts Property

Frequently asked questions

Searching for romantic hotels in Ludlow?
Are you in need of a romantic escape? Couples enjoy Ludlow for its mountain views and skiing. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Dorsey Park, Buttermilk Falls, or Tubing Park. Whether you want to soak in a hot tub or have a romantic dinner by candlelight, you'll be sure to find your ideal accommodation in Ludlow to make for the perfect couples' getaway.
What's the best hotel for a couple going to Ludlow?
Sleeps 32 - 11BR - 1/2 Mile to Okemo - Hot Tub - Walk to Downtown Ludlow is a favorite lodge for couples, and features in-room fireplaces and free WiFi.
When is the best time of year for a romantic getaway to Ludlow?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Ludlow: The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Ludlow are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Ludlow?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Ludlow has to offer. Couples looking to get out in nature will enjoy Ludlow for its mountain views. You might consider a visit to Okemo Mountain Resort, Fox Run Golf Course, or Lake Rescue.
What's the best way to get to Ludlow and around town during my romantic getaway?
This information about transportation options in Ludlow might help your romantic trip get off to a smooth start: Make your way to Ludlow with a flight to Springfield, VT (VSF-Hartness State), which is the closest major airport located 9.7 mi (15.5 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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