Woodstock Holiday Rentals, Connecticut: Private House Rentals

A variety of potted flowers and pumpkins on a wooden table in an outdoor setting.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Woodstock

Pet friendly

Pool

Apartment

Hot tub

Cottage

Family friendly

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Woodstock hotels

A Comfort Inn & Suites hotel with a well-maintained garden and a clear view of the building's entrance.

A hotel lobby with a seating area, a kitchenette, and a reception desk.

A reception area with a dark wood reception desk, a rug, and a wall sign that reads "Comfort Inn & Suites".

A living room with a green armchair, a blue sofa, and a dining area with wooden tables and chairs.

1. Comfort Inn & Suites Dayville - Killingly Industrial Park

Dayville

Charles

Rp2.116.550

Rp2.434.033 total

includes taxes & fees

27 Oct - 28 Oct

An outdoor patio area with seating, tables, and decorative lights.

A spacious hotel lobby with a bar area, multiple seating arrangements, and a television screen.

A modern building with a covered entrance, large windows, and potted plants.

An indoor swimming pool with a wooden ceiling and tiled floor, surrounded by green chairs and tables.

2. Wellsworth Hotel

Southbridge

Dana

Rp1.732.900

Rp1.935.649 total

includes taxes & fees

30 Sept - 1 Oct

A modern living room with a black leather sofa, a coffee table with a red vase, and a dining area with wooden tables and chairs.

Two single beds with wooden headboards, a nightstand, and a patterned bedspread.

A building with a covered patio area, a bench, and a small garden.

A building with a sign indicating a number six.

3. Motel 6 Putnam, CT

Putnam

Diane

Rp1.611.270

Rp1.852.961 total

includes taxes & fees

3 Oct - 4 Oct

A hallway with a fireplace, a wreath on the door, and a wooden floor.

A wooden desk with a lamp, books, decorative items, and a chair in a room with wooden shutters and a window.

A bedroom with a large bed, a chandelier, a cabinet, and a window with curtains.

A cozy room with a wooden sofa, a small table with books and a lamp, and a window with curtains.

4. The Watson Boutique Bed & Breakfast

Thompson

Laura

Rp3.243.231

Rp3.599.915 total

includes taxes & fees

1 Oct - 2 Oct

A buffet with labeled food stations including omelets and cheese.

A hotel room with two beds, a desk, a chair, a flat-screen TV, and a large window.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

A rustic wooden cabin surrounded by a wooden fence, with a small shed and a barn in the background.

5. Holiday Inn Express & Suites Sturbridge by IHG

Sturbridge

bryan

Rp1.833.756

Rp2.048.306 total

includes taxes & fees

29 Oct - 30 Oct

A wedding ceremony setup with a red arch and wooden benches arranged in rows.

A spacious living room with a fireplace, a staircase, and a dining area.

A large conference room with a long table, chandeliers, and wooden beams.

A white colonial-style house with a symmetrical facade, a central entrance, and a well-maintained garden with colorful flowers.

6. Publick House Historic Inn and Country Motor Lodge

Sturbridge

Lindsey

Rp1.595.157

Rp1.781.791 total

includes taxes & fees

7 Oct - 8 Oct

A large building with multiple windows and a well-maintained garden with various plants and flowers.

A kitchen with wooden cabinets, a coffee machine, and a refrigerator. There is a window with a view of a parking lot.

A motel with multiple units, a parking lot, and landscaped gardens.

A hotel room with a large bed, two bedside lamps, a nightstand with a phone, and two framed floral paintings on the wall.

7. Scottish Inn Sturbridge

Sturbridge

jeffrey

Rp1.432.240

Rp1.599.812 total

includes taxes & fees

7 Oct - 8 Oct

A compact kitchen with a built-in refrigerator, a microwave, and a coffee machine.

A hotel room with a bed, two bedside tables with lamps, a chair, and a window with curtains.

A residential area with a well-maintained lawn, a large building with multiple windows, and a parked car.

A residential house with a paved driveway, two outdoor chairs, and a potted plant.

8. Quiet Corner Inn

Brooklyn

Austin

Rp1.977.580

Rp2.274.217 total

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with a tiled floor, a clock on the wall, and green chairs around the pool.

A bakery counter with a chalkboard menu, a sign for waffles, and a 'Happy Breakfast Starts Here' sign.

A reception area with a 'Welcome to the Patriot State' sign, a reception desk, a minibar, and a seating area with yellow chairs.

A modern hotel lobby with a grey sofa, red armchairs, a flat-screen TV, and a large window offering a view of the outdoors.

9. Hampton Inn Sturbridge

Sturbridge

Karen

Rp2.061.357

Rp2.302.536 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living area with a brick floor, a wooden dining set, and a sofa.

A Daybreak hotel dining area with a buffet, seating, and a kitchen in the background.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A reception area with a counter, a chair, and a door leading to a hallway.

10. Sturbridge Plaza Hotel

Sturbridge

Michell

Rp1.111.776

Rp1.241.853 total

includes taxes & fees

30 Sept - 1 Oct

A hotel with a central entrance, flagpoles, outdoor seating, and a landscaped area.

A hotel with a covered patio, a stone fountain, and a brick pathway.

11. Comfort Inn & Suites Sturbridge - Brimfield

Sturbridge

Talitha

Rp1.894.881

Rp2.116.582 total

includes taxes & fees

29 Oct - 30 Oct

A modern lobby with grey sofas, a reception desk, and large windows offering views of greenery.

A modern hotel entrance with a covered walkway, large windows, and a landscaped area.

A hotel room with two beds, a desk, a chair, and a large window with a geometric curtain.

A modern dining area with white tables and blue chairs, large windows, and decorative chandeliers.

12. La Quinta Inn & Suites by Wyndham Sturbridge

Fiskdale

Briana

Rp1.604.537

Rp1.792.268 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with two beds, a desk, a chair, and a door.

A room with a window overlooking a body of water, a white air conditioning unit, and a striped curtain.

A modern living space with a kitchen, a sofa, a TV, and a children's arcade game.

A kitchen with wooden cabinets, a breakfast sign, a window, and a TV.

13. Super 8 by Wyndham Sturbridge

Sturbridge

Pamela

Rp1.680.943

Rp1.877.614 total

includes taxes & fees

4 Oct - 5 Oct

An indoor pool area with a wooden deck, lounge chairs, and a small island with a pool.

A riverside building with outdoor seating and a dock.

A rustic dining area with wooden tables and chairs, exposed beams, and warm lighting.

An aerial view of a lakeside property with a building, outdoor seating area, and a parking lot.

14. Sturbridge Host Hotel & Conference Center

Sturbridge

Lauren

Rp2.058.478

Rp2.299.320 total

includes taxes & fees

6 Oct - 7 Oct

A hotel room with two beds, a mural of a street scene, and a small table with a lamp.

A room with a large sign reading "Hamilton Inn" and a small American flag. There is a coffee machine and a framed picture on the counter.

A roadside view of a Hampton Inn with a signboard, surrounded by greenery and a parking lot.

15. Hamilton Inn

Sturbridge

rebecca

Rp1.348.170

Rp1.505.837 total

includes taxes & fees

30 Sept - 1 Oct

A multi-story hotel with a prominent entrance and a large sign.

A bar with a long counter, multiple bar stools, and a variety of bottles and glasses.

A dining area with a long table, red chairs, and a chandelier.

A dining area with a long table, red chairs, chandeliers, framed pictures, and a poster on the wall.

16. Graduate by Hilton Storrs

Storrs

Danny

Rp3.375.909

Rp4.192.416 total

includes taxes & fees

11 Oct - 12 Oct

A Fairfield Inn & Suites by Marriott hotel with a covered entrance and landscaped surroundings.

A hotel room with two beds, a desk, a chair, a TV, and a large window with curtains.

A modern dining area with a stone fireplace, wooden chairs, and a large painting on the wall.

A reception area with wooden paneling and a modern reception desk.

17. Fairfield Inn & Suites by Marriott Worcester Auburn

Auburn

Paul

Rp1.779.822

Rp1.988.062 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a bed, a desk, a chair, a sofa, and two wall-mounted lamps.

A breakfast bar with various food items, a coffee machine, a creamer dispenser, and a toaster.

A reception area with a counter, framed pictures on the wall, a clock, and a potted plant.

A residential street with a wooden fence, a house, and a sign indicating a center.

18. Econo Lodge Sturbridge Route 20

Sturbridge

Janelle

Rp1.411.633

Rp1.576.850 total

includes taxes & fees

21 Oct - 22 Oct

A hotel lobby with multiple seating areas, including sofas and tables, and a bar area with a television.

A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.

A gym with treadmills, elliptical machines, and weight benches.

A hotel room with a sofa, a desk, a small table, a kitchenette, and a hallway with a painting.

19. Holiday Inn Express Hotel & Suites Auburn by IHG

Auburn

John Patrick David

Rp1.879.815

Rp2.099.753 total

includes taxes & fees

4 Oct - 5 Oct

A hotel entrance with a covered walkway, a parking area, and a well-lit building facade.

A hotel room with two beds, a desk, a TV, and a window.

A gym with treadmills, a stationary bike, and a weight bench.

A modern dining area with multiple tables and chairs, a coffee machine, and a ceiling light fixture.

20. Hampton Inn Auburn

Auburn

Diane

Rp2.049.132

Rp2.288.881 total

includes taxes & fees

18 Oct - 19 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Woodstock attractions

Roseland Cottage

This Gothic Revival pink mansion showcases Victorian opulence with original stained glass and elaborate wall coverings. Explore America's oldest indoor bowling alley after strolling through the formal boxwood gardens.

See properties

Woodstock Golf Course

This historic 9-hole course from 1896 offers classic golfing among New England's natural beauty. Enjoy the serene tree-lined fairways and challenging greens while taking in views of nearby Roseland Lake.

See properties

Taylor Brooke Winery

This boutique vineyard crafts small-batch wines from estate-grown grapes in Connecticut's scenic "Quiet Corner." Savour wine flights under the covered pavilion while enjoying vineyard views and occasional live music.

See properties

Black Pond

Commune with nature and explore the great outdoors at Black Pond during your travels in Woodstock. Take in the festivals while you're in the area.

See properties

Goodell Morse Memorial Forest

You can take time to visit Goodell Morse Memorial Forest during your travels to Woodstock. Take in the festivals while you're in the area.

See properties

Joyce Townsend Collins Memorial Woodland

This 27-acre forest sanctuary offers a serene habitat for wildlife within a crucial migration corridor. Wander among hemlocks and mountain laurel while watching for deer and birds in this peaceful woodland retreat.

See properties

West Woodstock Library

West Woodstock Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Take in the festivals while you're in the area.

See properties

Roseland Park Golf Course

This historic 9-hole course from 1896 offers tree-lined fairways and challenging small greens. Enjoy the serene setting with a morning round, taking advantage of the driving range to warm up.

See properties

Learn more about Woodstock

Explore the historic Roseland Cottage with its vibrant gardens and Gothic Revival architecture that tells stories of New England's past. Spend afternoons sampling local vintages at Taylor Brooke Winery or enjoying a round at Woodstock Golf Course when the morning light illuminates the rolling fairways.

See all hotels in Woodstock

Top Woodstock Hotel Reviews

La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino

10/10 Excellent

"Clean room. Clean and warm pool. Staff very helpful"

Comfort Inn Auburn - Worcester

8/10 Good

"En general fue una buena experiencia y un personal atento y cooperador. No obstante recomendamos que deben informar con que regularidad limpian las habitaciones y que sirvan desayuno variados. Me alojé junto a mi hermana por 8 noches."

La Quinta Inn & Suites by Wyndham Sturbridge

10/10 Excellent

"Everything was neat and clean. The staff was very helpful. Wonderful breakfast"

Graduate by Hilton Storrs

10/10 Excellent

"Great loved it all"

Publick House Historic Inn and Country Motor Lodge

10/10 Excellent

"I loved this historic hotel, despite a dated bathroom and room decor. The staff was exceptionally helpful, even though they had 3 rehearsal dinners going on that one evening. Dinner in the restaurant was great, although lengthy. I would absolutely go back!"

Inn on Storrs

10/10 Excellent

"Everything was great"

AC Hotel by Marriott Worcester

10/10 Excellent

"The hotel was very attractive and the room spacious with a wonderfully comfortable bed"

Holiday Inn Express & Suites Sturbridge by IHG

10/10 Excellent

"I recommend this hotel. Very quiet and clean. Breakfast was really good, especially the coffee machine! The only complaint is the HVAC registers sound like a jet taking off, but there is an off switch! Staff was very good and there is plenty of parking."

Holiday Inn Express Hotel & Suites Auburn by IHG

10/10 Excellent

"Nice place to stay"

More cheap stays in Woodstock

Sturbridge Plaza Hotel

400 Haynes St Sturbridge MA

Rp1.111.776

Rp1.241.853 total

30 Sept - 1 Oct

includes taxes & fees

Scottish Inn Sturbridge

142 Main Street Sturbridge MA

Rp1.432.240

Rp1.599.812 total

7 Oct - 8 Oct

includes taxes & fees

8.4/10 Very good! (1,006 reviews)

Comfort Inn Auburn - Worcester

426 Southbridge St Auburn MA

Rp1.512.849

Rp1.689.853 total

21 Oct - 22 Oct

includes taxes & fees

8/10 Very good! (1,281 reviews)

Publick House Historic Inn and Country Motor Lodge

277 Main Street (RT 131) Sturbridge MA

Rp1.595.157

Rp1.781.791 total

7 Oct - 8 Oct

includes taxes & fees

9.2/10 Wonderful! (1,773 reviews)

Elite Inn

66 E Main St Moosup CT

Rp1.611.091

Rp1.852.781 total

1 Oct - 2 Oct

includes taxes & fees

7.8/10 Good! (249 reviews)

Holiday Inn Express Hotel & Suites Auburn by IHG

10-12 Johnson St Auburn MA

Rp1.879.815

Rp2.099.753 total

4 Oct - 5 Oct

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

Frequently asked questions

What's the best place to stay in Woodstock?

Publick House Historic Inn and Country Motor Lodge, located 12.2 mi (19.7 km) from the heart of Woodstock, is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Wellsworth Hotel and Inn on Storrs. See all available top hotels, or vacation rentals in Woodstock.

If I need to cancel my hotel reservation in Woodstock, will I receive a refund?

Yes, most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Woodstock.

What are some accommodation options with pools in Woodstock?

Publick House Historic Inn and Country Motor Lodge: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Wellsworth Hotel and Inn on Storrs are two additional hotels with an on-site pool. View all hotels with pools in Woodstock.

What's it like to stay in Woodstock?

Visitors can enjoy all that Woodstock has to offer, including the festivals, wineries and golf courses. In Woodstock, there are 10 hotels and other accommodation options to choose from. Find out more about Woodstock.

What is there to see in Woodstock?

The picturesque setting of Black Pond and Woodstock Town Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Roseland Cottage and Woodstock Golf Course. Take a look at what more there is to see and do in Expedia's Woodstock guide.

What's the seasonal weather like in Woodstock?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Woodstock is 1402 mm.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Woodstock on Expedia.com

Find hotels in Woodstock, CT from Rp1.241.853

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Woodstock

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Woodstock hotels

1. Comfort Inn & Suites Dayville - Killingly Industrial Park

2. Wellsworth Hotel

3. Motel 6 Putnam, CT

4. The Watson Boutique Bed & Breakfast

5. Holiday Inn Express & Suites Sturbridge by IHG

6. Publick House Historic Inn and Country Motor Lodge

7. Scottish Inn Sturbridge

8. Quiet Corner Inn

9. Hampton Inn Sturbridge

10. Sturbridge Plaza Hotel

11. Comfort Inn & Suites Sturbridge - Brimfield

12. La Quinta Inn & Suites by Wyndham Sturbridge

13. Super 8 by Wyndham Sturbridge

14. Sturbridge Host Hotel & Conference Center

15. Hamilton Inn

16. Graduate by Hilton Storrs

17. Fairfield Inn & Suites by Marriott Worcester Auburn

18. Econo Lodge Sturbridge Route 20

19. Holiday Inn Express Hotel & Suites Auburn by IHG

20. Hampton Inn Auburn

Stay near popular Woodstock attractions

Roseland Cottage

Woodstock Golf Course

Taylor Brooke Winery

Black Pond

Goodell Morse Memorial Forest

Joyce Townsend Collins Memorial Woodland

West Woodstock Library

Roseland Park Golf Course

Learn more about Woodstock

Top Woodstock Hotel Reviews

La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino

Comfort Inn Auburn - Worcester

La Quinta Inn & Suites by Wyndham Sturbridge

Graduate by Hilton Storrs

Publick House Historic Inn and Country Motor Lodge

Inn on Storrs

AC Hotel by Marriott Worcester

Holiday Inn Express & Suites Sturbridge by IHG

Holiday Inn Express Hotel & Suites Auburn by IHG

More cheap stays in Woodstock

Sturbridge Plaza Hotel

Scottish Inn Sturbridge

Comfort Inn Auburn - Worcester

Publick House Historic Inn and Country Motor Lodge

Elite Inn

Holiday Inn Express Hotel & Suites Auburn by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app