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The Milestone Inn

Property class: 2.5

Photo gallery for The Milestone Inn

A hotel room with a large bed, two bedside tables with lamps, and a striped wall.
A hotel bathroom with a large mirror, a vanity with drawers, a sink, and a towel rack.
A covered porch with white columns and black hanging lanterns.
A Keurig coffee maker with a cup of coffee and several coffee pods on a tray.
A neatly made bed with white linens, a white bedside table with a lamp, and a telephone.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Air-conditioning
The current price is AU$172
includes taxes & fees
7 Sept - 8 Sept

Explore the area

View map
146 S Pomperaug Ave, Woodbury, CT, 06798
  • Place, Hollow Park
    ‪17 min walk‬
  • Place, Lake Quassapaug
    ‪2 min drive‬
  • Place, Glebe House Museum and The Gertrude Jekyll Garden
    ‪3 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)
    ‪56 min drive‬

Room options

View all photos for Standard Room, 1 King Bed

A hotel room with a large bed, two bedside tables with lamps, and a striped wall.

Standard Room, 1 King Bed

9.4 out of 10
Exceptional
(6 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Standard Room, 2 Double Beds

A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

Standard Room, 2 Double Beds

9.8 out of 10
Exceptional
(11 reviews)
  • 28 sq m
  • 1 bedroom
  • Sleeps 2
  • 2 Double Beds
  • Free Wi-Fi

About the area

Woodbury

At The Milestone Inn you'll be within a 20-minute stroll of Hollow Park and Pilgrim Mall Shopping Center. Highlights at this hotel include free in-room WiFi. .This smoke-free hotel offers free WiFi in public areas and express check-out. There's also the convenience of free self parking. .With a stay at this Woodbury hotel, you'll be 1.9 km (1.2 mi) from Glebe House Museum and The Gertrude Jekyll Garden and 2.6 km (1.6 mi) from Lake Quassapaug.

What's nearby

  • Hollow Park - 17 min walk - 1.5 km
  • Pilgrim Mall Shopping Center - 2 min drive - 2.5 km
  • Lake Quassapaug - 2 min drive - 3.2 km
  • Glebe House Museum and The Gertrude Jekyll Garden - 3 min drive - 3.6 km
  • Yale University - 44 min drive - 49.3 km

Getting around

  • Oxford, CT (OXC-Waterbury - Oxford) - 16 min drive

Restaurants

  • ‪Dunkin' - ‬11 min drive
  • ‪Panera Bread - ‬6 min drive
  • ‪Maggie McFly's - ‬13 min drive
  • ‪Starbucks - ‬8 min drive
  • ‪Volo Restaurant - ‬16 min drive

About this property

The Milestone Inn

The Milestone Inn offers its guests express check-out. Public spaces have free WiFi. Free self parking is available.

This Woodbury hotel is smoke free.

  • 1 floor
  • 10 guestrooms or units
  • Express check-out
  • No smoking on site
The Milestone Inn offers 10 air-conditioned accommodations with coffee/tea makers and designer toiletries. Fridges and microwaves are provided. Bathrooms include a combined bath/shower unit and hairdryers.

This Woodbury hotel provides complimentary wireless Internet access. Cable televisions are provided.

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  • Breakfast included
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
3.5 out of 5, Good, 1,010 reviews
The price is AU$149
includes taxes & fees
7 Sept - 8 Sept
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Property amenities

Internet

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

Parking and transport

  • Free self parking on site
  • Limited on-site self parking
  • 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
  • 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 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
Information provided by the property may be translated using automated translation tools

Renovations and closures

This property is closed from 18 August 2026 to 4 September 2026 (dates subject to change).

Access methods

Lockbox, private entrance

Pets

  • No pets allowed

Children and extra beds

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

Payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express and Discover. For guests' safety, the property includes a fire extinguisher and a first aid kit in all accommodation.

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

What is the cancellation policy at The Milestone Inn?

The Milestone Inn offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at The Milestone Inn?

As of 25 Aug 2026, prices found for a 1-night stay for 2 adults at The Milestone Inn on 7 Sept 2026 start from AU$172, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available at The Milestone Inn?

Yep, The Milestone Inn has a free self car park.

Is there a free airport shuttle available at The Milestone Inn?

No, The Milestone Inn does not offer an airport shuttle service.

What time are check-in & check-out at The Milestone Inn?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at The Milestone Inn?

No, pets are not allowed.

The Milestone Inn Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 115 out of 192 reviews
Rating 8 - Good. 49 out of 192 reviews
Rating 6 - Okay. 15 out of 192 reviews
Rating 4 - Poor. 8 out of 192 reviews
Rating 2 - Terrible. 5 out of 192 reviews

9.2/10

Cleanliness

8.4/10

Staff & service

8.0/10

Amenities

8.8/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Anita

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

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Jaime

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

Beautiful

The inn was extremely clean. Very nice place to stay. We will be back for a longer stay.
Stayed 1 night in Oct 2022
Verified review

10/10 Excellent

Mark

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

8/10 Good

Harold

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

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 1 night in Nov 2022
Verified review

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
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Amy

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

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
Verified review

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
Verified review

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
Verified review

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
Verified review

10/10 Excellent

Eugene

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

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!
Stayed 1 night in Jul 2022
Verified review

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
Verified review

8/10 Good

carolynn

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

10/10 Excellent

Elin

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

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
Verified review

10/10 Excellent

Michael

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

10/10 Excellent

Dosinda

Liked: Cleanliness, staff & service, property conditions & facilities
Very efficient and friendly. They responded very positively to a special request I made. Thank you!
Stayed 1 night in Sep 2022