Best Hotels in Windsor County

Explore Windsor County hotels and choose from 163 properties near landmarks, luxury hotels, and top boutiques for the best shopping and dining.

The Pointe at Castle Hill Resort & Spa
8.6 (102 reviews)

The Pointe at Castle Hill Resort & Spa ★★★

📍 2940 Route 103, Cavendish

"Everything was wonderful at The Pointe. However, the coffee that they put out in the morning is really just colored water, it is not edible, even if you are an addict. I've noticed more and more hotels are advertising coffee but then not making it correctly. I don't know if they are consciously trying to save money or if their front line employees prefer to use the previous day's grounds because it is somehow easier."

Kedron Valley Inn
9.0 (48 reviews)

Kedron Valley Inn ★★★

📍 4778 South Road, Woodstock

Holiday Inn Club Vacations MOUNT ASCUTNEY RESORT by IHG
9.0 (101 reviews)

Holiday Inn Club Vacations MOUNT ASCUTNEY RESORT by IHG ★★★★

📍 485 Hotel Rd, Brownsville

Jackson Gore Village on Okemo Mountain
8.6 (99 reviews)

Jackson Gore Village on Okemo Mountain ★★★

📍 111 Jackson Gore Rd, Ludlow

"When we arrived, the front desk staff were very kind and welcoming. We were told we could eat at the restaurant right off the lobby so we planned to eat dinner there. When we arrived at the restaurant 20 mins later, they told us we could not eat there unless we had made prior reservations due to a wedding they had next door. The lady told us “we have to prioritize the wedding of 200 people”. I asked where we should eat and the lady shrugged. One of the waiters, who was very kind apologized and recommended the bar . They had some dishes from their restaurant menu. We were pretty irritated because we were both exhausted and the lady was very rude to us. We watched 20+ people get turned away from eating dinner due to this wedding. I completely understand that they need to focus on a wedding and the food for the wedding, however we should’ve been told about this when we arrived that the restaurant wasn’t available unless we had already made a reservation. The resort is very nice and there was a lot of fun things you can do there, but some of the staff were quite unkind."

Hotel Coolidge
8.0 (99 reviews)

Hotel Coolidge ★★★

📍 39 S Main St, White River Junction

"It’s a relatively old building. Yet, the room is clean and neat. Staff was friendly. The hotel is right next to the Amtrak station"

Castle Hill Resort and Spa
8.7 (45 reviews)

Castle Hill Resort and Spa ★★★

📍 171 Castle Hill Dr, Cavendish

"RUINED our experience!!!! This review is for the SPA at Castel Point. I had called to book mid November for messages for me and my two friends to celebrate my 40th while we were visiting Okemo for my birthday. When I spoke to the spa in April to book our 3 appointments all 3 were booked at 1 pm so we could all go together for some pampering. Well- the day before they called to confirm and told me two of the messages would be at 1 and the mine at 2 pm. I said I was extremely disappointed as I booked this special day to enjoy with my friends and celebrate my birthday. All they could say was SORRY! I asked if they could perhaps call the other person they booked at one to see if they would be willing to move to 2 pm. They said NO- and that nothing else was available. Now we are stuck without a special afternoon I had planned all because the Spa has no idea how to run a business. They lost 3 messages without even trying to accommodate us in any way- after their mistake. Needless to say I will NEVER book there again. I had been a customer several times before . The messages were always good but there is relaxation room or area to hang out so it just doesn’t work to randomly change my appointment time . I’m so disappointed."

The Inn at Weathersfield
9.6 (72 reviews)

The Inn at Weathersfield ★★★★

📍 1342 Vt Route 106, Perkinsville

"Vermont is heaven on Earth. Dinner at the Inn at Weathersfield is an extraordinary and must visit treasure in this corner of heaven. We split six different starters, each of which was exquisite. The cocktails before dinner were, given that it was summer, fresh, cold, and beautifully prepared. Dessert was divine. The staff is professional, friendly, knowledgeable, and welcoming. Go. Do not put it off. We’re going back again."

On the River Inn
9.1 (103 reviews)

On the River Inn ★★★★

📍 1653 West Woodstock Road, Woodstock

"I have driven by this hotel many times.  Outside is uninspiring but the inside is beautiful.  Rooms very comfortable.  Lovely to have a deck to sit on.  We had a very nice stay. Recommend."

Super 8 by Wyndham White River Junction
5.9 (110 reviews)

Super 8 by Wyndham White River Junction ★★

📍 442 N Hartland Rd, White River Junction

"The location is good but the cleanliness needs to be improved . The room was smelly and the dust was everywhere. Breakfast is ok for what you paid"

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Find Your Perfect Stay in Windsor County by Travel Style

Woodstock Inn & Resort Hotels in Windsor County

Woodstock Inn & Resort

"An exceptional resort. The friendly and professional service is amazing. The room was extremely clean and I am a fussy customer in this regard! The golf and spa are wonderfully appointed. The Concerierge is very helpful too! This stay was worth every penny. I highly recommend."

Echo Lake Inn Hotels in Windsor County

Echo Lake Inn

"What a wonderful place for a wedding! Our experience was lovely from start to finish. The wedding coordinator and staff were terrific and made sure everything ran smoothly from the planning to the after-party. Great care taken of the bride and groom. Food was AMAZING! It was wonderful to have everyone stay in the same place and socialize over a shared breakfast. We all were very impressed and HIGHLY RECOMMEND Echo Lake Inn. The atmosphere was relaxed and friendly. A variety of rooms including suites and condos. Everything was clean. Service was exceptional. Quiet, safe, lovely. We had a day-after picnic at the lake 5 minutes from the inn. Rented a pavilion there -- and the inn provided some kayaks and paddle boards. So great to have more visiting time with folks who travelled for the wedding. L2 chargers for EV cars. Very helpful."

Golden Stage Inn Hotels in Windsor County

Golden Stage Inn

"Great stay at the Golden Stage Inn. We went in first week of October with a group of friends for a hiking trip. The room was clean and comfortable. Included breakfast was delicious and Julie(the owner) was always asking if we needed anything. Overall a grt stay"

Winterplace at Okemo, A Vail Resorts Property Hotels in Windsor County

Winterplace at Okemo, A Vail Resorts Property

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Guest Reviews on Windsor County Hotels

9.0
Excellent Community Rating
Real & verified guest reviews from around the world
G

CN Guest User

Traveling with friends
The Pointe at Castle Hill Resort & Spa ★★★
"Suitable for skiing, very close to Okemo. Facilities: Basic, just enough for a bed. Environment: Not many restaurants nearby, so bring your own. The hotel is very expensive; a simple meal will cost over $50."
★★★★★
2025-11-29
G

US Guest User

Couple
Jackson Gore Village on Okemo Mountain ★★★
"When we arrived, the front desk staff were very kind and welcoming. We were told we could eat at the restaurant right off the lobby so we planned to eat dinner there. When we arrived at the restaurant 20 mins later, they told us we could not eat there unless we had made prior reservations due to a wedding they had next door. The lady told us “we have to prioritize the wedding of 200 people”. I asked where we should eat and the lady shrugged. One of the waiters, who was very kind apologized and recommended the bar . They had some dishes from their restaurant menu. We were pretty irritated because we were both exhausted and the lady was very rude to us. We watched 20+ people get turned away from eating dinner due to this wedding. I completely understand that they need to focus on a wedding and the food for the wedding, however we should’ve been told about this when we arrived that the restaurant wasn’t available unless we had already made a reservation. The resort is very nice and there was a lot of fun things you can do there, but some of the staff were quite unkind."
★★★★★
2023-10-09
G

US Guest User

Business traveler
Hotel Coolidge ★★★
"It’s a relatively old building. Yet, the room is clean and neat. Staff was friendly. The hotel is right next to the Amtrak station"
★★★★★
2025-04-02
G

Guest User

Other
Castle Hill Resort and Spa ★★★
"My husband and I just had the wedding of our dreams at Castle Hill! It is a stunningly gorgeous venue, both inside and outside. We took photos in the library and outside in the gardens. The tent for the reception was spectacular and spacious. Lisa and her team did a fabulous job of catering to our every need. Communication was a breeze. And while we were staying at the Castle for the weekend, they truly made it feel like our home by setting up photos and mementos of our lives together throughout the Castle. All of my relatives and friends were able to stay onsite. And the team made sure to accommodate everyone’s dietary and mobility needs. I am already looking forward to the next time we can visit the Castle! I cannot recommend it highly enough!!"
★★★★★
2026-10-01
G

Guest User

Couple
The Inn at Weathersfield ★★★★
"My fiancé and I stayed here while touring it as a potential wedding venue, and we were blown away. The owners were so kind and quick to help (even fixing our Roku TV!), and the included breakfast was delicious. Dinner was outstanding—my craft cocktail, pasta, and dessert were all beautifully presented and full of flavor. The property is gorgeous, especially the forest chapel surrounded by towering trees. It’s peaceful, intimate, and unlike anything we’ve seen. Between the warm hospitality, incredible food, and stunning setting, The Inn at Weathersfield is high on our list for our wedding—and it’s perfect for a romantic Vermont getaway."
★★★★★
2025-08-15
G

CA Guest User

Couple
On the River Inn ★★★★
"love this place … decor pool pool room lounge childrens play room.  all delighters"
★★★★★
2025-12-14
y

CN yinhuilou

Solo traveler
Super 8 by Wyndham White River Junction ★★
"The hotel is a typical motel, and the price is too high."
★★★★★
2025-10-29
G

Guest User

Traveling with friends
Best Western Springfield Hotel ★★★
"It's good. Each bed in the twin room is 1.5 meters, very large and clean. The bathroom is a little small but ok. The breakfast is very simple, but you can make your own waffles."
★★★★★
2024-10-08
G

CN Guest User

Couple
White River Inn & Suites ★★
"The hotel room is spacious, the environment is elegant and very quiet, and it is within a moderate distance from the school and shops. Parking is a little tight, probably because the school was hosting an event and the hotel was full."
★★★★★
2024-10-06

Windsor County Travel Information

⚡

Power Plug & Voltage

120V/Type A/B

💵

Exchange Rate

1 CAD ≈ 0.71 USD

💳

Local Payment

Cards/ApplePay/Cash

📱

Connectivity

Verizon/AT&T/T-Mobile

🌡️

Current Weather

Cloudy

More Information About Windsor County Hotels

Key Info

Details

Number of reviews

3,268

Total properties

163

Weekday Avg. Price

CAD 478

Weekend Avg. Price

CAD 547

Trending hotel

Align Inn Vermont

FAQs About Hotels in Windsor County

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