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Top Hotels in Windsor - Book from 21 Windsor Hotels available at best prices starting from @ SGD 107. Avail best offers on Windsor Hotel booking, we provide wide range of Cheap to Luxury Hotels in Windsor. Get up to 20% Off* on hotel booking in Windsor with MakeMyTrip using coupon code : “SUPERSAVER” valid on 100,000+ Hotels. View More
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19 Properties in Windsor

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Popular
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Price (Lowest First)

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Stay At Jimmy's

Woodstock
Homestay
| Sleeps 2 guests
Free Cancellation
Breakfast Included
Hurry! only 1 room left at this price
Excellent5.0

(25 Ratings)

SGD 259

+ SGD 26 taxes & fees

Per Night

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The Inn at Weathersfield

Windsor | 2.3 km drive to Springfield Airport, VT (VSF-Hartness State)
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.9

Based on 50 Ratings

Hospitality4.9

Room4.9

Cleanliness5

(50 Ratings)

SGD 295

+ SGD 55 taxes & fees

Per Night

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The Vesper

Woodstock
Homestay
| Sleeps 2 guests
Skiing
Free Cancellation
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.8

(14 Ratings)

SGD 268

+ SGD 27 taxes & fees

Per Night

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Stone Hearth Inn and Eatery

Windsor
Homestay
| Sleeps 2 guests
Breakfast Included
Hurry! only 1 room left at this price
Excellent4.5

(79 Ratings)

SGD 272

+ SGD 24 taxes & fees

Per Night

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Woodstock Inn & Resort

Woodstock
SpaSpa
Skiing
GymGym
Hurry! only 1 room left at this price
Excellent4.6

Based on 501 Ratings

Hospitality4.6

Room4.6

Cleanliness4.8

(501 Ratings)

SGD 649

+ SGD 65 taxes & fees

Per Night

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Align Inn Vermont

Quechee
GymGym
Free Cancellation
Breakfast Included
Excellent4.5

Based on 901 Ratings

Cleanliness4.6

Room4.4

Hospitality4.7

(901 Ratings)

SGD 159

+ SGD 16 taxes & fees

Per Night

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The Shire Woodstock

Woodstock
Hurry! only last few rooms left at this price
Excellent4.3

Based on 720 Ratings

Location5

Cleanliness4.5

Room4.3

Hospitality4.4

(720 Ratings)

SGD 226

+ SGD 23 taxes & fees

Per Night

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Best Western Springfield Hotel

سبرينغفيلد
فندق
Skiing
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Hurry! only last few rooms left at this price
Excellent4.3

Based on 740 Ratings

Location4.4

Cleanliness4.5

Room4.3

Hospitality4.5

Value For Money3.6

(740 Ratings)

SGD 210

+ SGD 21 taxes & fees

Per Night

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Holiday Inn Express Hotel & Suites White River Junction

 | 5.6 km drive to Lebanon Airport, NH (LEB-Lebanon Municipal)
GymGym
Free Cancellation
Breakfast Included
Excellent4.3

Based on 966 Ratings

Location4

Cleanliness4.5

Room4.3

Value For Money4

Hospitality4.4

(966 Ratings)

SGD 174

+ SGD 17 taxes & fees

Per Night

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Hampton Inn by Hilton White River Junction

 | 5.7 km drive to Lebanon Airport, NH (LEB-Lebanon Municipal)
Skiing
Swimming PoolSwimming Pool
GymGym
Breakfast Included
Very Good4.2

Based on 967 Ratings

Location4

Cleanliness4.4

Room4.2

Hospitality4.2

Value For Money5

(967 Ratings)

SGD 199

+ SGD 18 taxes & fees

Per Night

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Pointe at Castle Hill Resort

Cavendish
SpaSpa
Skiing
Swimming PoolSwimming Pool
Hurry! only last few rooms left at this price
Excellent4.3

Based on 802 Ratings

Location4.3

Cleanliness4.5

Room4.2

Hospitality4.4

Value For Money3.8

(802 Ratings)

SGD 220

+ SGD 31 taxes & fees

Per Night

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The Hartness House

Springfield | 11 minutes walk to Springfield Airport, VT (VSF-Hartness State)
Free Cancellation
Very Good4.0

Based on 300 Ratings

Cleanliness4.2

Room3.8

Hospitality4.3

(300 Ratings)

SGD 245

+ SGD 22 taxes & fees

Per Night

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Hotel Coolidge

White River Junction | 5.3 km drive to Lebanon Airport, NH (LEB-Lebanon Municipal)
About a minute walk to White River Junction Station,
Kids Play AreaKids Play Area
Elevator/LiftElevator/Lift
Free Cancellation
Hurry! only last few rooms left at this price
Very Good4.1

Based on 957 Ratings

Cleanliness4.2

Room3.7

Hospitality4.4

(957 Ratings)

SGD 143

+ SGD 14 taxes & fees

Per Night

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Jackson Gore Village

Ludlow
SpaSpa
Skiing
Swimming PoolSwimming Pool
Excellent4.3

Based on 713 Ratings

Location4.4

Cleanliness4.5

Room4.4

Hospitality4.3

(713 Ratings)

SGD 389

+ SGD 39 taxes & fees

Per Night

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Comfort Inn White River Junction

White River Junction | 6 km drive to Lebanon Airport, NH (LEB-Lebanon Municipal)
GymGym
Free Cancellation till 4 hrs before check in
Breakfast Included
Hurry! only last few rooms left at this price
Very Good3.7

Based on 876 Ratings

Location4.2

Cleanliness3.8

Room3.5

Value For Money3.4

Hospitality3.9

(876 Ratings)

SGD 196

SGD 174

+ SGD 17 taxes & fees

Per Night

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White River Inn and Suites

 | 5.5 km drive to Lebanon Airport, NH (LEB-Lebanon Municipal)
Swimming PoolSwimming Pool
Free Cancellation till 24 hrs before check in
Breakfast Included
Hurry! only last few rooms left at this price
Very Good3.5

Based on 972 Ratings

Cleanliness3.5

Room3.3

Hospitality3.9

(972 Ratings)

SGD 155

+ SGD 15 taxes & fees

Per Night

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Room in a Villa

Fat Sheep Farm & Cabins

Woodstock
Room in a Villa
| Sleeps 4 guests
Room in a Villa

Room in a Villa

Room in a Property

Private access to a Bedroom & Bathroom, shared access to Living room, Kitchen & other common spaces with fellow guests

Please refer to Property Layout section on the Details page for access information for All spaces

Hurry! only 1 room left at this price
Excellent4.8

(9 Ratings)

SGD 204

+ SGD 82 taxes & fees

Per Night

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Super 8 by Wyndham White River Junction

 | 5.6 km drive to Lebanon Airport, NH (LEB-Lebanon Municipal)
Kids' Meals
Breakfast Included
Hurry! only 1 room left at this price
Good3.2

Based on 977 Ratings

Cleanliness3

Room2.7

Hospitality3.8

(977 Ratings)

SGD 123

+ SGD 12 taxes & fees

Per Night

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The Weston

Windsor
SpaSpa
GymGym
Free Cancellation
Hurry! only 1 room left at this price
Excellent5.0

Based on 7 Ratings

Hospitality5

Room5

Cleanliness5

(7 Ratings)

SGD 527

+ SGD 47 taxes & fees

Per Night

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Lincoln Inn & Gallery

Woodstock
Hurry! only last few rooms left at this price

SGD 241

+ SGD 24 taxes & fees

Per Night

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FAQs - Things to Know before Booking Hotel in Windsor

Q: ✅ Suggest some popular hotels & properties in Windsor to enjoy holidays with family. What are the payment options available?

A: If you are planning a trip to Windsor with your family, there are a large number of hotels and resorts, available at decent prices. The hotels listed with MakeMyTrip offer a wide range of services to make your trip hassle-free, and you can make your booking before you reach the venue.
You can pick from these handpicked accommodations in Windsor on the basis of our user reviews
  1. The Weston
  2. Woodstock Inn & Resort
. Also, you can try delicious local cuisine, at food joints located nearby these hotels.
The different kind of payment options available if you book a hotel in Windsor with MakeMyTrip are: Pay@Hotel, No Cost EMI, Credit Card & Debit Card.

Q: ✅ What are the best localities in Windsor to stay with family in a hotel?

A: There are 2 five-star, four-star, 11 three-star, 3 resorts & 0 budget hotels in Windsor. You can book hotels under different sets of budgets.
The best area in Windsor is Woodstock & the main attractions here are & Springfield Airport, VT (VSF-Hartness State)
Grab the Deals Here!!

Q: ✅Which are the most reviewed hotels of Windsor?

A: These are most reviewed hotels in Windsor. You can book your stay after going through the reviews. Here is a list of top reviewed hotels in Windsor.

Q: ✅ How to pick the best hotels & properties for Windsor accommodation?

A: You can pick properties on the basis of top reviews from our travellers, their location vis-a-vis famous landmarks, budget and availability of facilities

Top Rated/Reviewed Hotels Top 4 Star hotels Top Budget hotels for Stay
  1. The Vesper
  2. Stay At Jimmy's
  3. Jackson Gore Village
  4. Best Western Springfield Hotel
  5. Pointe at Castle Hill Resort


Q: ✅ What are the 5 best luxury hotels in Windsor offering excellent hospitality in 2025?

A: Here is a list of the top 5 best hotels offering excellent hospitality services in Windsor
  1. The Weston
  2. Woodstock Inn & Resort

Q: ✅ I have booked a stay at a resort recently in Windsor for the coming month. Is there any way to get a free room upgrade?

A: Getting a free room upgrade in Windsor totally depends on the season and the hotel (property). It’s quite usual for MakeMyTrip users to get room upgrades for free, during the off-season in Windsor. You can also get an upgrade if a large number of rooms are vacant in the hotel or resort. Also, at the time of check-in, one can enquire about a room upgrade at the hotel reception.
Visit Here for room upgrade!!

Q: What do we mean by ‘Book Now Pay Later’?

A: Reserve your hotel at AED 1 and pay the remaining amount during or after the stay. So #BreakTheBookingRoutine now and book your stay hassle-free.

Q: ✅ Why do the hotel fares change so frequently in Windsor?

A: The hotel room fares change frequently, depending on the inventory of a particular hotel. Season & flight fares also directly impact the hotel fares in Windsor. To check out current offers Click Here!!

Q: ✅ What are the budget properties featuring all required facilities to stay in Windsor?

A: The best hotels are available near , Woodstock, Springfield, White River Junction, Windsor, Quechee, Windsor & Cavendish
Here’s a list of the top five budget accommodations rated by our customers, near these areas :

Q: ✅ How many guests can one room accommodate, in the hotels located in Windsor?

A: Most hotels in Windsor permit additional guests to stay or share the room, at additional charges. Guest capacity also depends on the hotel’s policy, as every hotel has a different policy. Many hotels in Windsor feature family rooms, which are large in size or have adjacent rooms sharing a common door. If you have any further doubts, you can contact the hotel’s helpline number or Check Here!!

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About Hotels Booking in Windsor


Check out best Windsor hotel deals and offers on more than 21 hotels in Windsor only on MakeMyTrip!

Wondering where to book your stay in Windsor? We understand your desire for comfort and hence have listed out the best Windsor hotels for you, based on expert advice and the services they offer. Above once are the most popular hotels in Windsor. Select from best 21 hotels in Windsor.

All Above properties for Windsor are updated on Tuesday, November 04, 2025- 04.15.

Book affordable hotels in Windsor at discounted prices with MakeMyTrip. Check out your Preferred stay from popular area in Windsor, Stay in Windsor's best hotels! Windsor Hotels Price Starts from Minimum SGD 107 for Budget hotel. If you’re looking for a cheap hotel in Windsor, you should consider visiting during the low season. Book at least 90 days before your stay begins to get the best price for your Windsor accommodation. Check Price Now!


Five Star Hotels in Windsor

Woodstock Inn & Resort, Windsor

Woodstock Inn & Resort

 0 1 2 3 4 0 1 2 3 4

SGD 394

Per Night

Woodstock

The Weston, Windsor

The Weston

 0 1 2 3 4 0 1 2 3 4

SGD 458

Per Night

Windsor

Hotels in Nearby Cities

Hotels By Category in Windsor

Get the best deals on different type of Hotel categories in Windsor with MakeMyTrip.com. Choose from 21 hotels in Windsor. Just SGD 107 onwards ✔ Use coupon code & Get Upto 70% OFF instantly. Make your stay special and comfortable with MakeMyTrip Hotels. Spacious rooms and impeccable service within your budget.

Windsor Hotels by Location

Properties in Windsor

Hotels By Star Category in Windsor

Most Booked Hotels in Windsor

Holiday Inn Express Hotel & Suites White River Junction, Windsor

Holiday Inn Express Hotel & Suites White River Junction

 0 -1 0 1 2 3 4

SGD 148

Per Night

The Shire Woodstock, Windsor

The Shire Woodstock

 0 1 2 0 1 2 3 4

SGD 177

Per Night

Woodstock

White River Inn and Suites, Windsor

White River Inn and Suites

 0 1 2 0 1 2 3 4

SGD 141

Per Night

Best Western Springfield Hotel, Windsor

Best Western Springfield Hotel

 0 1 2 0 1 2 3 4

SGD 208

Per Night

Springfield

Long Trail Suite at The Bridgewater Inn, Windsor

Long Trail Suite at The Bridgewater Inn

 0 -1 0 1 2 3 4

SGD 115

Per Night

Woodstock

Jackson Gore Village, Windsor

Jackson Gore Village

 0 1 2 0 1 2 3 4

SGD 210

Per Night

Ludlow

NEW Ski VT Suite at The Bridgewater Inn, Windsor

NEW Ski VT Suite at The Bridgewater Inn

 0 -1 0 1 2 3 4

SGD 107

Per Night

Woodstock

Hotel Coolidge, Windsor

Hotel Coolidge

 0 1 2 0 1 2 3 4

SGD 130

Per Night

White River Junction

Fat Sheep Farm & Cabins, Windsor

Fat Sheep Farm & Cabins

 0 1 2 0 1 2 3 4

SGD 173

Per Night

Woodstock

Woodstock Inn & Resort, Windsor

Woodstock Inn & Resort

 0 1 2 3 4 0 1 2 3 4

SGD 394

Per Night

Woodstock

Global Presence

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Premium Hotels in Nearby Cities

Seesaw's Lodge, Windsor

Seesaw's Lodge

 0 1 2 3 0 1 2 3 4

SGD 278

Per Night

Peru

The Essex Resort & Spa, Windsor

The Essex Resort & Spa

 0 1 2 3 0 1 2 3 4

SGD 177

Per Night

Essex Town

Embassy Suites Saratoga Springs, Windsor

Embassy Suites Saratoga Springs

 0 1 2 3 0 1 2 3 4

SGD 183

Per Night

Saratoga Springs City Center

Killington Mountain Lodge, Windsor

Killington Mountain Lodge

 0 1 2 3 0 1 2 3 4

SGD 171

Per Night

Killington

Hanover Inn Dartmouth, Windsor

Hanover Inn Dartmouth

 0 1 2 3 0 1 2 3 4

SGD 269

Per Night

The Centennial, Windsor

The Centennial

 0 1 2 3 0 1 2 3 4

SGD 152

Per Night

Concord

The Lyme Inn, Windsor

The Lyme Inn

 0 1 2 3 0 1 2 3 4

SGD 307

Per Night

DoubleTree by Hilton Burlington Vermont, Windsor

DoubleTree by Hilton Burlington Vermont

 0 1 2 3 0 1 2 3 4

SGD 149

Per Night

South Burlington

The Adelphi Hotel, Windsor

The Adelphi Hotel

 0 1 2 3 0 1 2 3 4

SGD 304

Per Night

Saratoga Springs City Center

DoubleTree by Hilton Nashua, Windsor

DoubleTree by Hilton Nashua

 0 1 2 3 0 1 2 3 4

SGD 209

Per Night

Nashua