Most Popular Facilities

Free Wi-Fi
Free parking
Accessible
No Pool
Air-conditioned
Pet-friendly
Kid-friendly
No Restaurant
Kitchen in all rooms
No Airport shuttle
No Fitness center
Golf course
Smoke-free

Welcome to The Milestone Inn

The Milestone Inn, nestled at 146 S Pomperaug Ave in Woodbury, Connecticut, offers a blend of quiet comfort and thoughtful simplicity. With a solid rating of 4.3, this inn stands out for its peaceful atmosphere and attentive hospitality. Guests often praise the inn’s immaculate cleanliness and the absence of disruptive noises, creating an ideal retreat for restful nights.

Each room is well-appointed with practical amenities including a fully equipped kitchen, efficient coffee pot, and reliable free Wi-Fi — perfect for travelers seeking convenience without unnecessary fuss. The exceptionally comfortable beds and high-quality linens invite guests to unwind completely, making it a haven for those valuing deep rest and quietude.

The Milestone Inn’s setting on three wooded acres enhances the tranquil experience, providing pleasant outdoor strolls near the edge of the woods. Visitors can easily access local attractions such as the Glebe House Museum and Quassy Amusement Park, ideal for those combining relaxation with exploration. The inn’s pet-friendly and kid-friendly policies further expand its appeal to families and animal lovers alike.

Customer reviews highlight the owners’ warm, accommodating approach, underscoring a genuine dedication to guest satisfaction. While check-in is streamlined with phone and keypad access, the absence of a traditional front desk does not diminish the personalized care delivered. This balance of modern convenience with classic hospitality creates a uniquely inviting environment.

For travelers prioritizing a serene stay steeped in simplicity and courtesy, The Milestone Inn is an understated gem. It may not boast luxury trappings or an on-site restaurant, but it thrives by focusing on what matters most: clean, quiet, and comfortable accommodations paired with thoughtful service. The inn’s commitment to providing a peaceful refuge – where one could almost meditate—resonates deeply, offering more than just a place to rest, but a genuine sense of renewal.

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Great for visitors

Thing to do
Quassy Amusement & Waterpark
4.5 stars 4490 Reviews
Park featuring kiddie rides, a junior roller coaster, a few thrillers & waterslides.
Mattatuck Museum
4.6 stars 92 Reviews
Connecticut's cultural heritage is explored at this small American art & history museum with a cafe.
Wooden Warrior
4.3 stars 10 Reviews
Airports
Bradley International Airport
Driving: 01 hour 02 minute | Transit: Loading
Westchester County Airport
Driving: 58 minute | Transit: Loading
Long Island MacArthur Airport
Driving: 02 hour 10 minute | Transit: Loading

Last Reviews

A Jewell
26 December 2025

I can't get over how clean it was! It is quiet... you hear no doors slamming all night, no flushing toilets or shower noise, no kids loudly carrying on running up and down halls or stairs. It is simple and peaceful. Coffee pot and fridge worked great and there were plenty of towels. I work at an upscale Inn in NYS and it is habit to go into a room looking at everything. The sheets were tight and clean, no hairs anywhere, bed was comfy, and no dust on anything. We travel alot and this will be our new place to stay. Late check in was easy and the woman who helped us by phone was very friendly.Thank you!

Marf
10 November 2025

My wife and I stayed here this past week and found the Milestone Inn to be totally charming. The room was neat, clean and enjoyable. The beds and bedding were very comfortable, too. The owners are really customer-focused and were very accommodating. They couldn't have been nicer. My wife and I are Woodbury residents and needed a place to stay for one night. We're happy we stayed at the Milestone. We will stay there again, as needed, and plan to have relatives stay there. Really happy we stayed at The Milestone.

Rebecca Gaconnet
16 October 2025

We chose this inn last spring because it was conveniently located for the family event we had come for. Four of us shared a room and were comfortable for our single overnight. The accommodations were clean, well-provisioned, and quiet. The atmosphere was really very pleasant for an outside stroll at the edge of the woods in the evening. It's not a resort; it's not a luxury hotel. It's a good place to stay for a night or two. We plan to return this spring.

Donovan Williams
26 September 2025

This motor hotel is a decent value and surprisingly quiet and well kept for a drive-up and park joint. The room was nice, not especially elegant but not trashed, exactly what you'd want for a budget place to rest your bones. The down- side for our stay was that check in is entirely via phone and electronic keypad. No staff on desk duty. If everything goes smoothly, that works fine. But if there's an issue like we had with a mis-labelled reservation, youre on your own. In fairness, the hotel was efficient about how they responded once the problem was fixed and it wasn't their fault, it was a glitch in the third-party dot-com reservation, but we had to do all the back-and-forth calling. Zero help from the motel itself and a mostly indifferent attitude over the phone. If you want no frills rest, this place is definitely better than Motel 6, but don't look for pampering.

N C
12 September 2025

The owners are very nice and accommodating. The room decor is extremely well done and very clean. The beds are ridiculously comfortable like the pillows. It's a motel where one could meditate. I highly recommend this motel for anyone seeking a peaceful night. Kudos to you Milestone!

Info (Essential details)

  • Check-In15:00
  • Check Out
    Check-Out11:00
  • Phone
    Phone Number+1 203-405-6261
  • Address146 S Pomperaug Ave, Woodbury, CT 06798, United States