Woodstock Holiday Rentals, Connecticut: Private House Rentals

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

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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.

An indoor swimming pool with clear water, marked depth lines, and white lounge chairs along the side.

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

Rp2.158.565

Rp2.482.350 total

includes taxes & fees

27 Oct - 28 Oct

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

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

A modern kitchen with stainless steel appliances, a built-in water dispenser, and a granite countertop.

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

2. Quiet Corner Inn

Brooklyn

Austin

Rp1.969.330

Rp2.264.730 total

includes taxes & fees

26 Oct - 27 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 reception area with a stone-patterned counter, potted plants, and a blue wall.

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

29 Sept - 30 Sept

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

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

A marble staircase with a wooden handrail and a decorative balustrade.

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

4. Wellsworth Hotel

Southbridge

Dana

Rp1.725.670

Rp1.927.574 total

includes taxes & fees

30 Sept - 1 Oct

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

A bathroom with a bathtub, a shower curtain, a towel rack with folded towels, and a granite countertop.

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

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

5. Scottish Inn Sturbridge

Sturbridge

jeffrey

Rp1.432.240

Rp1.599.812 total

includes taxes & fees

27 Sept - 28 Sept

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 bar area with wooden chairs and tables, a counter with a TV, and shelves with bottles.

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

6. Publick House Historic Inn and Country Motor Lodge

Sturbridge

Lindsey

Rp1.595.157

Rp1.781.791 total

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with grey walls, a wooden floor, a built-in stove, and a window with a view.

A hotel room with a desk, chair, television, minibar, and a door.

A hotel room with a large bed, a headboard, and a wall-mounted clock.

A parking lot with a building on the left, surrounded by trees and grass.

7. Chaplin Inn & Suites

Chaplin

Claire

Rp1.595.157

Rp1.834.431 total

includes taxes & fees

27 Sept - 28 Sept

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 dining area with a marble table, vintage glassware, and a classic radio.

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

8. The Watson Boutique Bed & Breakfast

Thompson

Laura

Rp3.229.701

Rp3.584.897 total

includes taxes & fees

1 Oct - 2 Oct

A buffet with labeled food stations including omelets and cheese.

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

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

A multi-story hotel with a prominent entrance and a parking lot.

9. Holiday Inn Express & Suites Sturbridge by IHG

Sturbridge

bryan

Rp1.897.718

Rp2.119.750 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with a bed, desk, chair, and a large window.

A house with a patio area featuring sun loungers and a table, surrounded by landscaped gardens and a clear sky.

A Best Western hotel with a two-story structure, a covered parking area, and a landscaped front yard.

A swimming pool area with a tiled deck, a diving board, and a view of a residential neighborhood through large windows.

10. Inn on Storrs

Willimantic

Melissa

Rp2.282.453

Rp2.624.759 total

includes taxes & fees

27 Sept - 28 Sept

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

An indoor swimming pool with clear water, a 3 FT depth marking, and lounge chairs along the side.

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

11. Comfort Inn & Suites Sturbridge - Brimfield

Sturbridge

Talitha

Rp1.963.064

Rp2.192.743 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A snack display area with various packaged snacks and a sign that says "Welcome to Auburn."

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

12. Hampton Inn Auburn

Auburn

Joe

Rp2.040.584

Rp2.279.332 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a bed, pillows, a nightstand with a lamp, and a power outlet.

A modern lounge area with seating arrangements, a coffee station, and a flat-screen TV.

A La Quinta Inn with a parking lot and a building facade.

13. La Quinta Inn by Wyndham Auburn Worcester

Auburn

Theresa

Rp1.768.100

Rp1.974.968 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A hotel room with two beds, a bedside table with a phone, and a suitcase on the floor.

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

14. Sturbridge Plaza Hotel

Sturbridge

Michell

Rp1.272.903

Rp1.421.833 total

includes taxes & fees

27 Sept - 28 Sept

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

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a large window.

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

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

15. Fairfield Inn & Suites by Marriott Worcester Auburn

Auburn

Marcus

Rp1.772.397

Rp1.979.767 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A riverside hotel with a reflection in the water, featuring a multi-story building with balconies and a red door.

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

16. Super 8 by Wyndham Sturbridge

Sturbridge

Pamela

Rp1.713.317

Rp1.913.775 total

includes taxes & fees

4 Oct - 5 Oct

A neatly made bed with a patterned bedspread, two bedside lamps, and a framed picture on the wall.

A compact kitchenette with a microwave, coffee maker, and mini-fridge.

A reception desk with a clock, a calendar, and a bulletin board with pamphlets.

A hotel room with a television, a patterned armchair, a wooden cabinet, and a table.

17. Economy Lodge

Fiskdale

Juan

Rp1.530.706

Rp1.709.798 total

includes taxes & fees

27 Sept - 28 Sept

A two-story building with a large garage and a covered parking area.

A bathroom with a white toilet, a sink with a mirror above it, and a shower curtain.

Two double beds with patterned bedspreads, a nightstand with a lamp, and a framed picture on the wall.

A hotel room with a patterned carpet, a bed with white linens, and a lamp on a bedside table.

18. Ashford Motel

Ashford

Kathleen

Rp1.253.210

Rp1.498.839 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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 wooden interior with a dining table and chairs, a refrigerator, and shelves with glassware.

A staircase with a wooden railing leading to a second floor. There is a large framed painting on the wall, a door with a wooden frame, and a carpeted floor.

A bedroom with a bed, dresser, television, ceiling fan, and two windows with blinds.

A room with a red patterned carpet, wooden furniture, and a bookshelf filled with books.

20. Trainmasters Inn

Palmer

Ian

Rp2.685.450

Rp2.999.648 total

includes taxes & fees

27 Sept - 28 Sept

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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Bishop Preserve

You can take time to visit Bishop Preserve during your travels to Woodstock. Take in the festivals while you're in the area.

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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

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."

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

8/10 Good

"Friendly staff and affordable price."

Holiday Inn Express Hotel & Suites Auburn by IHG

10/10 Excellent

"Nice place to stay"

Comfort Inn & Suites Sturbridge - Brimfield

8/10 Good

"We stayed in the motel rooms with our dog. The floor could've used a washing, but the bedding and bathroom were nice. The free breakfast was okay, but nothing to write home about. Swimming pool looked kinda sketchey, so we skipped that (pool looked really old). Very good location and places to walk the dog. One thing we really weren't happy about was there is no place to unpack our suitcases! 4 coat hangers, and no bureau or drawers so we lived out of our suitcases. TV had basic cable and channels were difficult to figure out. We could've done much worse, and we did enjoy our visit. Staff was very nice! Thank you."

Sturbridge Host Hotel & Conference Center

10/10 Excellent

"Cozy and comfortable place to stay in a quick bind"

More cheap stays in Woodstock

Sturbridge Plaza Hotel

400 Haynes St Sturbridge MA

Rp1.272.903

Rp1.421.833 total

27 Sept - 28 Sept

includes taxes & fees

Scottish Inn Sturbridge

142 Main Street Sturbridge MA

Rp1.432.240

Rp1.599.812 total

27 Sept - 28 Sept

includes taxes & fees

Comfort Inn Auburn - Worcester

426 Southbridge St Auburn MA

Rp1.506.537

Rp1.682.801 total

18 Oct - 19 Oct

includes taxes & fees

Publick House Historic Inn and Country Motor Lodge

277 Main Street (RT 131) Sturbridge MA

Rp1.595.157

Rp1.781.791 total

4 Oct - 5 Oct

includes taxes & fees

9.2/10 Wonderful! (1,763 reviews)

Elite Inn

66 E Main St Moosup CT

Rp1.611.091

Rp1.852.781 total

27 Sept - 28 Sept

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! (1,002 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: Offers 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.

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Book Hotels in Woodstock on Expedia.com

Find hotels in Woodstock, CT from Rp1.421.833

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. Quiet Corner Inn

3. Motel 6 Putnam, CT

4. Wellsworth Hotel

5. Scottish Inn Sturbridge

6. Publick House Historic Inn and Country Motor Lodge

7. Chaplin Inn & Suites

8. The Watson Boutique Bed & Breakfast

9. Holiday Inn Express & Suites Sturbridge by IHG

10. Inn on Storrs

11. Comfort Inn & Suites Sturbridge - Brimfield

12. Hampton Inn Auburn

13. La Quinta Inn by Wyndham Auburn Worcester

14. Sturbridge Plaza Hotel

15. Fairfield Inn & Suites by Marriott Worcester Auburn

16. Super 8 by Wyndham Sturbridge

17. Economy Lodge

18. Ashford Motel

19. Holiday Inn Express Hotel & Suites Auburn by IHG

20. Trainmasters Inn

Stay near popular Woodstock attractions

Roseland Cottage

Woodstock Golf Course

Taylor Brooke Winery

Black Pond

Roseland Park Golf Course

Joyce Townsend Collins Memorial Woodland

Goodell Morse Memorial Forest

Bishop Preserve

Learn more about Woodstock

Top Woodstock Hotel Reviews

AC Hotel by Marriott Worcester

Holiday Inn Express & Suites Sturbridge by IHG

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

Holiday Inn Express Hotel & Suites Auburn by IHG

Comfort Inn & Suites Sturbridge - Brimfield

Sturbridge Host Hotel & Conference Center

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

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