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The Milestone Inn

2.5 star property
Hotel in Woodbury with free parking

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Photo gallery for The Milestone Inn

Relax in a spacious room with a large bed, two bedside tables, and a striped pattern on the walls.
Two single beds with white duvets and pillows, a nightstand with a lamp and telephone, and a window with curtains.
Relax in a serene space with a comfortable bed, bedside table, and convenient storage.
Enjoy freshly brewed coffee with the in-room coffee maker.
Relax under the covered outdoor area, surrounded by lush greenery and a serene natural landscape.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Air conditioning
  • Parking included
  • Free WiFi

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
Private bathroom
Shower/tub combination
Hair dryer
  • 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
Private bathroom
Shower/tub combination
Hair dryer
Designer toiletries
  • 8.46 Ping (28 square meters)
  • Sleeps 4
  • 2 Double Beds
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About the neighborhood

Map
146 S Pomperaug Ave, Woodbury, CT, 06798

What's nearby

  • Pilgrim Mall Shopping Center - 2 min drive - 2.5 km
  • Glebe House Museum and The Gertrude Jekyll Garden - 3 min drive - 3.6 km
  • Quassy Amusement Park - 7 min drive - 7.5 km
  • Southbury Dog Park - 8 min drive - 6.7 km
  • Candlewood Lake - 32 min drive - 42.0 km

Getting around

  • Oxford, CT (OXC-Waterbury - Oxford) - 12 min drive

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Panera Bread - ‬5 min drive
  • ‪Oriental Gourmet - ‬6 min drive
  • ‪Woodbury Diner - ‬4 min drive
  • ‪Julio's Wood Fired Pizza & Grill - ‬6 min drive

About this property

The Milestone Inn

Property highlights
The Milestone Inn provides everything you need. Stay connected with free in-room WiFi.
You'll also find perks like:
  • Free self parking
  • Express check-out and smoke-free premises
Room features
All guestrooms at The Milestone Inn have thoughtful touches such as laptop-friendly workspaces and air conditioning, as well as amenities like free WiFi.
More conveniences in all rooms include:
  • Designer toiletries, shower/tub combinations, and hair dryers
  • 40-inch TVs with cable channels
  • Refrigerators, microwaves, and coffee/tea makers

Languages

English

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking available

Family friendly

  • In-room microwave
  • In-room refrigerator

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Low-height counter and sink
  • Low-height door lock
  • No elevator
  • Stair-free path to entrance
  • Well-lit path to entrance
  • Wheelchair accessibility
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible registration desk
  • Wheelchair-width doorways

More

  • 1 floor
  • Smoking not allowed

Room amenities

Bathroom

  • Designer toiletries
  • Hair dryer
  • Shower/bathtub combination

Entertainment

  • 40-inch TV with cable channels

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Air conditioning
  • Desk
  • Heating
  • Iron/ironing board
  • Laptop workspace

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM
Early check-in subject to availability
Early check-in is available for a fee
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM
Contactless check-out available
A late check-out fee will be charged
Express check-out available

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

Access methods

Lockbox, private entrance

Pets

Pets not allowed

Children and extra beds

Children are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • Early check-in is available for a fee (subject to availability)
  • A late check-out fee will be charged

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards
Safety features at this property include a fire extinguisher and a first aid kit

We should mention

This property does not have elevators

Property is 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 pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Milestone Inn?

Self parking is free at this property.

What time is check-in at The Milestone Inn?

Check-in start time: 4:00 PM; Check-in end time: 8:00 PM. A fee applies for early check-in (subject to availability). After-hours check-in is not available.

What time is check-out at The Milestone Inn?

Check-out is at 11:00 AM. Late check-out is available for a fee.

Where is The Milestone Inn located?

Situated in Woodbury, this hotel is within 1 mi (2 km) of Hollow Park, Pilgrim Mall Shopping Center, and Glebe House Museum and The Gertrude Jekyll Garden. Lake Quassapaug and Southbury Dog Park are also within 3 mi (5 km).

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The Milestone Inn Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 113 out of 190 reviews
Rating 8 - Good. 49 out of 190 reviews
Rating 6 - Okay. 15 out of 190 reviews
Rating 4 - Poor. 8 out of 190 reviews
Rating 2 - Terrible. 5 out of 190 reviews

9.2/10

Cleanliness

8.4/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

8.4/10

Eco-friendliness

Reviews

10/10

Quiet and clean place to stay for one night.
Stayed 1 night in Nov 2023

10/10

Very nice…I’ve been two times and I’ll go back again!
Stayed 2 nights in Dec 2022

10/10

Cute motel with friendly owners. Had housekeeping every day which seems to be a rarity these days. Perfect spot for us when visiting family.
Stayed 5 nights in Dec 2023

10/10

Everything was great!
Stayed 1 night in Mar 2023

10/10

Great place to stay. It is clean and cozy. Walking distance to several very good restaurants. Very responsive owners. Would definitely recommend.
Stayed 2 nights in Sep 2023

8/10

Auto check in was novel Clean room and good bed!!!
Stayed 1 night in Aug 2022

10/10

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.
Stayed 1 night in Oct 2022

10/10

The Inn is a cute, clean spot. The bathroom was tiny but the bed was extremely comfortable. We needed an economical spot to rest for the night. This was perfect.
Stayed 1 night in Apr 2023

8/10

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.
Stayed 1 night in Jun 2023

10/10

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.
Stayed 1 night in Oct 2024

10/10

Could not have been more pleased. Clean, quaint and in the heart of town.. Comfortable beds, high end linens and creamer with the coffee not the powdered stuff. Will be my new go to spot when visiting Woodbury.
Stayed 2 nights in May 2023

8/10

Lovely
Stayed 1 night in Jul 2023

10/10

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!
Stayed 1 night in Jul 2022

10/10

Quiet. Very clean. Within walking distance to great dining, shops, breakfasts, delis, ice cream. Delightful staff.
Stayed 1 night in Sep 2022

8/10

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.
Stayed 1 night in Dec 2023

10/10

Very efficient touchless system
Stayed 1 night in Sep 2023

10/10

It was so quaint and charming! The room was very clean and generously sized, as was the bed. The fridge and microwave were nice added conveniences. Parking was extremely convenient. Check in was over the phone, which was incredibly easy and quick. I loved everything about the Milestone Inn and look forward to staying there again!
Stayed 2 nights in Jul 2022

10/10

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.
Stayed 1 night in Feb 2023

10/10

Very efficient and friendly. They responded very positively to a special request I made. Thank you!
Stayed 1 night in Sep 2022

10/10

Room was clean and quaint. The wallpaper was peeling in the bathroom but we were just staying the night on our trip and the price was right. A refrigerator and a microwave were in the room.
Stayed 1 night in Oct 2022

10/10

The room was very clean, one thing I would say is the Water pressure was crazy! Kept on wetting the floor of the bathroom. So we just put a towel down when taking showers. But definitely booking here again!!
Stayed 3 nights in Apr 2023

8/10

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
Stayed 2 nights in Aug 2023

10/10

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!!
Stayed 3 nights in Sep 2023

6/10

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.
Stayed 2 nights in Aug 2023

10/10

Dropbox check in, with no front desk, is a new one on me. Not cheap at $148, but clean and in good shape. Zero amenities but no complaints beyond that.
Stayed 1 night in Oct 2022