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The Milestone Inn

2.5 star property
Hotel in Woodbury with free parking

Choose dates to view prices

Photo gallery for The Milestone Inn

Standard Room, 1 King Bed | Desk, laptop workspace, iron/ironing board, free WiFi
Interior entrance
Standard Room, 2 Double Beds | Desk, laptop workspace, iron/ironing board, free WiFi
Desk, laptop workspace, iron/ironing board, free WiFi
Desk, laptop workspace, iron/ironing board, free WiFi
The Milestone Inn offers a genuine retreat where comfort meets practicality. Guests can stay connected with in-room WiFi while enjoying the time-saving convenience of express check-out. The property combines essential amenities with a restful atmosphere.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free WiFi
  • Air conditioning

Room options

Check availability for these dates

Tonight
Oct 2 - Oct 3
Check availability for tonight Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
Check availability for tomorrow Oct 3 - Oct 4
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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
Fridge
TV
Separate bedroom
Private bathroom
Designer toiletries
Shower/bath combination
  • 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
Fridge
TV
Private bathroom
Designer toiletries
Shower/bath combination
Hairdryer
  • 28 sq m
  • Sleeps 4
  • 2 Double Beds
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About the area

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
  • Candlewood Lake - 32 min drive - 42.0 km
  • Yale University - 47 min drive - 46.5 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Panera Bread - ‬6 min drive
  • ‪Dunkin' - ‬5 min drive
  • ‪Oriental Gourmet - ‬6 min drive
  • ‪The Bevy Co. - ‬6 min drive

About this property

The Milestone Inn

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

Similar properties

Lobby

Wyndham Southbury

  • Pool
  • Pet-friendly
  • Parking included
  • Free WiFi
8.2 out of 10, Very good, 1,001 reviews
The price is 2.447.350 ₫
2.814.453 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Wyndham Southbury

Property amenities

Internet

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

Parking and transport

  • 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 lift
  • 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
  • Smoke-free property

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 and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out
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

Renovations and closures

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

Access methods

Lockbox, private entrance

Pets

Pets not allowed

Children and extra beds

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

Payment types at the property

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 any lifts

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?

Checkout 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 mile (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 miles (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 Excellent

Anita

Liked: Cleanliness, staff & service, property conditions & facilities
We would definitely stay here again!
Stayed 1 night in May 2023

10/10 Excellent

Penny

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice, clean hotel. Great location, nice staff.
Stayed 2 nights in Jun 2023

10/10 Excellent

Jack

Liked: Cleanliness, staff & service, property conditions & facilities
Quiet and clean place to stay for one night.
Stayed 1 night in Nov 2023

10/10 Excellent

matt

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great value clean quiet

Really nice little motel that is reasonably priced in an time when every chain hotel is 200-300 bucks
Stayed 1 night in Jan 2024

10/10 Excellent

Cynthia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice…I’ve been two times and I’ll go back again!
Stayed 2 nights in Dec 2022

10/10 Excellent

Andrew

Liked: Cleanliness, staff & service, property conditions & facilities
Clean and quiet. Great place to stay when in the area for a great price.
Stayed 1 night in Feb 2023

10/10 Excellent

Alan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Clean, comfortable, spacious and quiet. I would stay here again…
Stayed 1 night in Apr 2023

10/10 Excellent

Mark

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great!
Stayed 1 night in Mar 2023

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 5 nights in Dec 2023

10/10 Excellent

Jody

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We absolutely loved our stay. Very clean, adorable room with all the amenities needed and staff was extremely pleasant . Will be staying again if ever up that way . Thank you
Stayed 2 nights in Nov 2022

10/10 Excellent

Greg

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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

10/10 Excellent

Charlotte

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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 Good

Joan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Small unassuming property with just about everything we needed at a decent price. Wish they had a little grab-and-go breakfast and that the vent and light were on separate switches in the bathroom. We'd stay there again.
Stayed 1 night in May 2023

8/10 Good

carolynn

Liked: Staff & service
Lovely
Stayed 1 night in Jul 2023

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A hidden gem

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 Good

Melinda

Liked: Cleanliness, staff & service, property conditions & facilities
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

8/10 Good

Harold

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

10/10 Excellent

Henrik

Liked: Cleanliness, staff & service
All good!
Stayed 5 nights in Aug 2023

10/10 Excellent

Craig

Liked: Cleanliness, staff & service, property conditions & facilities
Quiet. Very clean. Within walking distance to great dining, shops, breakfasts, delis, ice cream. Delightful staff.
Stayed 1 night in Sep 2022

8/10 Good

Sean

Liked: Cleanliness, staff & service, property conditions & facilities
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 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very efficient touchless system
Stayed 1 night in Sep 2023

10/10 Excellent

DENIS

Liked: Cleanliness, property conditions & facilities
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 Excellent

Joshua

Liked: Cleanliness, staff & service, amenities
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

8/10 Good

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Weekend trip!

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