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The Milestone Inn

2.5 star property
Hotel in Woodbury

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Photo gallery for The Milestone Inn

Standard Room, 1 King Bed | Desk, laptop workspace, iron/ironing board, free WiFi
Desk, laptop workspace, iron/ironing board, free WiFi
Standard Room, 2 Double Beds | Desk, laptop workspace, iron/ironing board, free WiFi
Interior entrance
Desk, laptop workspace, iron/ironing board, free WiFi
At The Milestone Inn, discover a haven of comfort and connection. Stay linked up with in-room WiFi and enjoy the ease of express check-out.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Non-smoking
  • Free parking
  • Free WiFi
  • Air conditioning

Main amenities (1)

  • Air conditioning

Feel at home (5)

  • Microwave
  • Cable/satellite TV service
  • Coffee/tea maker
  • Free self parking
  • Hair dryer

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Standard Room, 1 King Bed

Standard Room, 1 King Bed | Desk, laptop workspace, iron/ironing board, free WiFi

Standard Room, 1 King Bed

9.4 out of 10
Exceptional
(6 reviews)

Highlights

Air conditioning
Heating
Refrigerator
TV
Separate bedroom
Hair dryer
Designer toiletries
Private bathroom
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard Room, 2 Double Beds

Standard Room, 2 Double Beds | Desk, laptop workspace, iron/ironing board, free WiFi

Standard Room, 2 Double Beds

9.8 out of 10
Exceptional
(11 reviews)

Highlights

Air conditioning
Heating
Refrigerator
TV
Hair dryer
Designer toiletries
Private bathroom
Shower/tub combination
  • 28 sq m
  • Sleeps 4
  • 2 Double Beds

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The price is CNY657
CNY756 total
includes taxes & fees
Nov 23 - Nov 24
Wyndham Southbury
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About the neighborhood

Map
146 S Pomperaug Ave, Woodbury, CT, 06798

What's nearby

  • Hollow Park - 17 min walk - 1.5 km
  • Pilgrim Mall Shopping Center - 2 min drive - 2.5 km
  • Lake Quassapaug - 3 min drive - 3.2 km
  • Glebe House Museum and The Gertrude Jekyll Garden - 3 min drive - 3.6 km
  • Yale University - 38 min drive - 46.5 km

Getting around

  • Oxford, CT (OXC-Waterbury - Oxford) - 12 min drive
  • Danbury, CT (DXR-Danbury Municipal) - 26 min drive
  • Bridgeport, CT (BDR-Igor I. Sikorsky Memorial) - 45 min drive
  • New Haven, CT (HVN-Tweed - New Haven Regional) - 64 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Panera Bread - ‬6 min drive
  • ‪Dunkin' - ‬5 min drive
  • ‪Minami Sushi - ‬6 min drive
  • ‪Oriental Gourmet - ‬6 min drive

About this property

The Milestone Inn

Enjoy your visit to Woodbury with a stay at The Milestone Inn. You'll have free perks like WiFi and self parking.

At a glance

DONE

Hotel size

    • 10 rooms
    • Arranged over 1 level
DONE

Arriving/Leaving

    • Check-in start time: 4:00 PM; Check-in end time: 8:00 PM
    • Contactless check-in available
    • Express check-out available
    • Early check-in subject to availability
    • Minimum check-in age: 25
    • Check-out time is 11:00 AM
    • Contactless check-out available
DONE

Special check-in instructions

    • There is no front desk at this property
    • Guests must contact the property in advance for check-in instructions and lockbox information; access will be through a private entrance
    • This property doesn't offer after-hours check-in
    • To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation
DONE

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 25
DONE

Children

    • No cribs (infant beds)
DONE

Pets

    • Pets not allowed
WIFI

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms
LOCAL_PARKING

Parking

    • Free onsite self parking
    • Wheelchair-accessible parking on site
DONE

Other information

    • Smoke-free property

Property amenities

Accessibility

  • Wheelchair accessible
  • Wheelchair-accessible parking
  • Wheelchair-accessible registration desk
  • Closed captioned TV
  • Lowered locks/deadbolt
  • Low-height counter/sink
  • Wheelchair-width doorways
  • Well-lit path to entrance
  • Stair-free path to entrance

Room amenities

Be entertained

  • 40-inch TV
  • Cable TV channels

Home comfort

  • Air conditioning and heating
  • Coffee/tea maker
  • Iron/ironing board

Sleep well

  • Alarm clock

Freshen up

  • Shower/tub combination
  • Designer toiletries
  • Hair dryer

Stay connected

  • Desk
  • Free WiFi

Food and drink

  • Refrigerator
  • Microwave

Fees & policies

Optional extras

  • Early check-in can be arranged for an extra charge (subject to availability)
  • Late check-out can be arranged for an extra charge

Renovations and closures

This property is closed from July 21 2025 to July 17 2027 (dates subject to change).

Policies

This property does not have elevators.
Guests can rest easy knowing there's a fire extinguisher and a first aid kit on site.
This property accepts credit cards.
Credit cards accepted: Visa, Mastercard, American Express, Discover

Also known as

Milestone Inn Woodbury
The Milestone Inn Hotel
The Milestone Inn Woodbury
The Milestone Inn Woodbury
The Milestone Inn Hotel Woodbury
The Milestone Inn
The Milestone Inn Hotel
The Milestone Inn Woodbury
The Milestone Inn Hotel Woodbury

Frequently asked questions

Is The Milestone Inn currently open?

This property is closed from July 21 2025 to July 17 2027 (dates subject to change).

Does The Milestone Inn offer free cancellation for a full refund?

Yes, The Milestone Inn does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Are pets allowed at The Milestone Inn?

Sorry, pets aren't allowed.

Is parking offered on site at The Milestone Inn?

Yes, there's free self parking.

What are the check-in and check-out times at The Milestone Inn?

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM. There's a charge for early check-in (subject to availability). Check-out time is 11:00 AM. Late check-out is available for a charge. Express check-out and contactless check-in and check-out are available.

What's the area around The Milestone Inn like?

The Milestone Inn is a short 8-minute walk from Hollow Park and 18 minutes' walk from Pilgrim Mall Shopping Center.

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The Milestone Inn Reviews

Reviews

8.8

Excellent

9.2/10

Cleanliness

8.4/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

8.4/10

Eco-friendliness

Popular mentions

Room
Bed
Bathroom
Restaurant
Amenities
Refrigerator
Microwave
Store
Service staff
Towns

Reviews

10/10 Exceptional

Quiet and clean place to stay for one night.
Jack, 1-night trip

10/10 Exceptional

Everything was great!
Mark, 1-night trip

10/10 Exceptional

Great place to stay. It is clean and cozy. Walking distance to several very good restaurants. Very responsive owners. Would definitely recommend.
Greg, 2-night trip

10/10 Exceptional

Cute little 10 room renovated motel. Perfect end for a day at the Litchfield county vineyards and can walk to many restaurants for dinner and breakfast.
Amy, 1-night trip

10/10 Exceptional

Highly Recommend

Was only there for one night, but it was a nice comfortable hotel. Room was very clean. Hotel is located in a nice area. Only contact with staff was on the phone or by text, but it was very professional. Highly recommend for a basic hotel!
Eugene, 1-night trip

10/10 Exceptional

Very efficient touchless system
Michael, 1-night trip

10/10 Exceptional

There's a small lockbox beside the door that you'll need to type your code to access the keys. Once we figured that out, it was a very pleasant stay.
Joshua, 1-night trip

8/10 Very good

Everything was just fine. A bit expensive for what you get, but that's the market. Very basic simple clean and quiet and comfortable room. I slept well.
Sean, 1-night trip

10/10 Exceptional

Very efficient and friendly. They responded very positively to a special request I made. Thank you!
Dosinda, 1-night trip

10/10 Exceptional

I really enjoyed my stay at The Milestone Inn. It was just what I was going for! Staff were awesome and prompt and professional with their communications. I was pleasantly surprised that housekeeping took care of me each and every day. For some reason i did not expect housekeeping but it was so nice to come home to a nicely made bed with everything replenished. This experience, was a good one. Highly recommend!!
Sherrie, 3-night trip

6/10 Good

Good Location, Room 7 however needs to be updated. Wallpaper is peeling all over the room and what looks like mold on the ceiling in the bathroom.. everything needs to be cleaned really well. The shower curtain had mold on the bottom of the curtain and the tub didnt drain. When you showered by the end of it your in a full bath.

4/10 Fair

Very dissapointed this time. Room was dirty! Two dirty towels, food on floor, terrible smell of mold, and AC didn’t work properly - not adjustable
carolynn, 2-night trip

6/10 Good

Charming place

Our stay was decent and seems like it's run by some nice people. It's located in a nice town with really good restaurants and was quiet. However, my only reason for writing this review is so you are aware of what you're getting. If you like antiquated, then this your place. We were in room 4 and it's dim lit, had a swivel armchair at the desk (keep this in mind if you are on business), and the bed was way too soft. And they really need to invest in heavier shower curtains because they billow horribly. In their defense, they did reach out to me and offered an office chair and a box of tissues, which we didn't have in the room. Despite all that, I grew up nearby and would consider staying here again.
Michael, 2-night trip

10/10 Exceptional

The Milestone Inn is a comfortable, clean and well appointed motel room. The motel uses a contactless checkin with no staff on site which was a new experience for us. There was a local phone problem which rendered contacting the inn difficult prior to the stay. Rinal from the motel contacted us the day prior to the stay and walked us through the check in process and took care of any final questions including providing us with and alternate contact number.
DENIS, 1-night trip

4/10 Fair

It was a quiet clean property good price however no hot water they claimed the boiler just broke before pir arrival & there were spiders & bugs in our room. I was offered half off my stay & still haven't received anything not even a receipt that i asked to be sent to me. Staff that I meant was very nice & did apologize
Jenita, 1-night trip

10/10 Exceptional

Great value clean quiet

Really nice little motel that is reasonably priced in an time when every chain hotel is 200-300 bucks
matt, 1-night trip

10/10 Exceptional

Cute spot

Cute motel with friendly owners. Had housekeeping every day which seems to be a rarity these days. Perfect spot for us when visiting family.
Debra, 5-night trip

8/10 Very good

Milestone Inn as a "turn-key" motel was certainly adequate for our brief stay (2 nights). It was clean and accessible to visiting family in Washington, CT. Only one glitch was the room had not been cleaned on Sunday - we called and our only request was not for the beds to be made or towels replenished, but for more coffee for this morning! We called the (203) # and a nice gal arrived promptly with coffee in hand yay! A couple of thoughts for the owners: the lighting, especially over the sink, is dim and not conducive to two 60-something year old women getting gussied up with some make-up. Also maybe some seating (like Adirondack chairs) outside might be nice to allow us to sit out and enjoy our coffee or wine. My son runs The Mayflower Inn in Washington, CT, and I am by no means comparing the two properties but just making a gentle suggestion. Also, a little basket of gift certificates to or samples from some of the local purveyors (coffee shops, restaurants, a nearby bakery, Salon Bella, etc.) might be another way that guests can leave with a favorable impression. Other than that, we were satisfied with the room and experience. Thank you. P.S. An invoice for our stay via email would be appreciated.
Kathleen, 2-night trip

8/10 Very good

Love staying at milestone inn. I stay in 3 rooms. Room 4 and 5 beautiful clean ann cozy. Was disappointed with room 6. Wall paper peeling off the walls and long cowwebs were hanging off the ceiling. But besides that it was all good
2-night trip

10/10 Exceptional

All good!
Henrik, 5-night trip

6/10 Good

This is a good option if you are looking for a relatively inexpensive property but the amenities are sparse. The room was relatively clean, however there was an overwhelming musty scent. There wasn't anyone onsite so if there was an issue you had to make contact via phone. It is in a good location for shopping and eating.
Donna, 2-night trip

8/10 Very good

Lovely
carolynn, 1-night trip

10/10 Exceptional

Nice, clean hotel. Great location, nice staff.
Penny, 2-night trip

6/10 Good

It worked for us

The online and phone communication was incredible; responses took 5 or less minutes. Very accommodating and friendly. The room had a musty smell, so we ran the bathroom fan most of the time. The beds were comfortable, the pillows not as much, at least for me. We were gone all of the time except for sleeping, so it worked for us. Nice breakfast restaurant right across the street, amazing French bakery just up the road.
Sheryl, 3-night trip

8/10 Very good

It was a bit awkward that the bathroom sink was located outside of the bathroom, but it was tastefully done. The room was attractive and the bed was cozy. Great value.
Melinda, 1-night trip