A red convertible car parked in front of a brick house with black shutters and a white picket fence.

Woodstock Condominium Resorts to Rent

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7
No exact matches found, but these alternatives could be just right

Recommended hotels in Woodstock

An aerial view of a residential area with houses, a river, and surrounding hills.

1. The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (1,002 reviews)
"Great place to stay! We had a great time in Woodstock"
United States
Francisco
$158 nightly
The price is $173
Nov 9 - Nov 10
Total with taxes and fees
The Shire Woodstock
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

2. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,001 reviews)
"We loved this hotel!"
United States
SARAH
$181 nightly
The price is $200
Nov 8 - Nov 9
Total with taxes and fees
On The River Inn
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

3. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (331 reviews)
"Amazing stay and great restaurant!"
United States
Ava
$176 nightly
The price is $194
Nov 5 - Nov 6
Total with taxes and fees
The Jackson
A living room with a grey sectional sofa, a potted plant, and a radiator.

4. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (80 reviews)
"Room great breakfast fantastic Location a 10"
United States
Keith
$165 nightly
The price is $182
Nov 9 - Nov 10
Total with taxes and fees
The Vesper
A room with a checkered floor, a bench, and a fireplace.

5. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (618 reviews)
"Wonderful inn! Everything was wonderful: rooms, food, etc!!"
United States
Ann
$409 nightly
The price is $450
Nov 16 - Nov 17
Total with taxes and fees
Woodstock Inn & Resort
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

6. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (638 reviews)
"This place was really clean, and had everything we needed. Bonus of being able to park your car in front of the room, settling in was very easy. We visited Bourdon Maple Farm, which was close by."
United States
Kelly
$137 nightly
The price is $151
Nov 15 - Nov 16
Total with taxes and fees
Sleep Woodstock Motel
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

7. Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
Woodstock
8.8 out of 10, Excellent, (108 reviews)
"The Inn is very charming and the staff was super friendly. We sat by the fire at night and enjoyed walking to the covered bridge and along the creek. Very happy with our stay!!"
United States
Ingrid
$210 nightly
The price is $231
Oct 22 - Oct 23
Total with taxes and fees
Lincoln Inn & Gallery
A modern fitness center with exercise equipment, mirrors, and a reception area.

8. Stay At Jimmy's

Stay At Jimmy's
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (54 reviews)
"My husband kept saying that the room was a model for providing everything a traveler might need. Lovely stay."
United States
Jeanne
$299 nightly
The price is $329
Oct 29 - Oct 30
Total with taxes and fees
Stay At Jimmy's
A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

9. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (7 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
$222 nightly
The price is $245
Nov 2 - Nov 3
Total with taxes and fees
Deer Brook Inn
A row of cabins with a snow-covered ground and trees in the background.

10. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
10.0 out of 10, Exceptional, (1 review)
"Our stay at this property was a pleasant surprise. Room was spotless and provided everything we needed. Bed was super comfortable and the location was perfect. There is a bit of road noise during the day but none at all at night. Would highly recommend this property."
United States
Mark & Joan S.
$159 nightly
The price is $175
Nov 9 - Nov 10
Total with taxes and fees
Sleep Woodstock - Dog Friendly King Suite
A house with a red roof, a porch with white railings, and a blue door.

11. Woodbridge Inn

Woodbridge Inn
3.0 star property
Woodstock
9.6 out of 10, Exceptional, (70 reviews)
"We loved our stay here. Everyone was so nice. The beds were incredibly comfortable. We arrived in the late afternoon in time for happy hour. We sat outside near the fire pit and watched the sunset behind the mountains. It’s a little outside of Woodstock but very convenient."
United States
Michelle
$550 nightly
The price is $605
Oct 20 - Oct 21
Total with taxes and fees
Woodbridge Inn
A row of cabins with a snow-covered ground and trees in the background.

12. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
8.0 out of 10, Very good, (1 review)
"Old but nice and clean."
United States
James
$159 nightly
The price is $175
Nov 9 - Nov 10
Total with taxes and fees
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.

13. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
$159 nightly
The price is $175
Nov 9 - Nov 10
Total with taxes and fees
Sleep Woodstock - 2 Double Beds - Dog Friendly
A row of cabins with a snow-covered ground and trees in the background.

14. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
10.0 out of 10, Exceptional, (1 review)
"Considering the place was hit by a TORNADO the week prior to our visit, the accommodations were great, and the owner/host was in remarkably good spirits despite hassles with insurance."
United States
David M.
$153 nightly
The price is $169
Oct 27 - Oct 28
Total with taxes and fees
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.

15. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
8.0 out of 10, Very good, (1 review)
$159 nightly
The price is $175
Nov 16 - Nov 17
Total with taxes and fees
Sleep Woodstock - Dog Friendly King Suite
A modern living room with a sofa, chairs, a coffee table, a fireplace, and a kitchen area in the background.

16. Sleep Woodstock Mobility Impaired Accessible Suite

Sleep Woodstock Mobility Impaired Accessible Suite
Woodstock
$121 nightly
The price is $134
Nov 16 - Nov 17
Total with taxes and fees
Sleep Woodstock Mobility Impaired Accessible Suite
A row of cabins with a snow-covered ground and trees in the background.

17. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
$143 nightly
The price is $158
Oct 27 - Oct 28
Total with taxes and fees
Sleep Woodstock - 2 Double Beds - Dog Friendly
A row of cabins with a snow-covered ground and trees in the background.

18. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
$159 nightly
The price is $175
Nov 9 - Nov 10
Total with taxes and fees
Sleep Woodstock - Dog Friendly King Suite
A row of cabins with a snow-covered ground and trees in the background.

19. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
$143 nightly
The price is $158
Oct 27 - Oct 28
Total with taxes and fees
Sleep Woodstock - 2 Double Beds - Dog Friendly
A row of cabins with a snow-covered ground and trees in the background.

20. Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite
Woodstock
$159 nightly
The price is $175
Nov 9 - Nov 10
Total with taxes and fees
Sleep Woodstock - Dog Friendly King Suite
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.
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 Woodstock Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"What a beautiful property and extremely nice staff. We would stay here every year. We highly recommend staying here."
Colt 1-night trip
Posted 2 hours ago
The Shire Woodstock

Find out more about Woodstock

Woodstock Condo Resorts information

Number of reviews
2,472
Accommodation
0 Condo Resorts
Lowest Price
$134
Highest Price
$605

Explore a world of travel with Expedia