A weathered stone structure with steps and a small opening, surrounded by fallen leaves and moss.

Best Resorts in Middlebury

Check prices for these dates

Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13
In one month
Sep 25 - Sep 27
In two months
Oct 23 - Oct 25
No exact matches found, but these alternatives could be just right

Recommended hotels in Middlebury

Lobby

1. Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,279 reviews)
"Great room, plenty of parking, good happy hour menu, and conveniently located off highway."
United States
Andrea
$93 nightly
The price is $107
Sep 20 - Sep 21
Total with taxes and fees
Wyndham Southbury
Exterior

2. Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.2 out of 10, Very Good, (1,001 reviews)
"Clean rooms Great Breakfast Friendly staff!"
United States
Christina
$118 nightly
The price is $136
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn Waterbury
Lobby lounge

3. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,280 reviews)
"The staff was very nice."
Canada
Neliniewattie
$89 nightly
The price is $102
Aug 30 - Aug 31
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown
Reception

4. Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
8.0 out of 10, Very Good, (833 reviews)
"Really enjoyed the staff very nice."
United States
Curtis
$94 nightly
The price is $108
Sep 6 - Sep 7
Total with taxes and fees
Comfort Inn Naugatuck-Shelton, CT
Reception

5. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1,009 reviews)
"Great stay."
United States
Zuleika
$134 nightly
The price is $154
Sep 21 - Sep 22
Total with taxes and fees
Heritage Hotel, Golf & Conference Center
Free buffet breakfast

6. Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,000 reviews)
"perfect place to stay all clean"
United States
Wilfred
$93 nightly
The price is $107
Sep 2 - Sep 3
Total with taxes and fees
Quality Inn Waterbury East
Standard Room, 1 King Bed | Desk, laptop workspace, iron/ironing board, WiFi (free)

7. The Milestone Inn

The Milestone Inn
2.5 star property
Woodbury
8.8 out of 10, Excellent, (192 reviews)
"We would definitely stay here again!"
United States
Anita
$106 nightly
The price is $122
Sep 7 - Sep 8
Total with taxes and fees
The Milestone Inn
Lobby

8. Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.6 out of 10, Good, (1,013 reviews)
"The majority of place around Bristol are very expensive. So having this days inn being as clean as it is for a decent price is definitely worth it. I would recommend this days inn"
United States
LAWRENCE
$89 nightly
The price is $102
Aug 27 - Aug 28
Total with taxes and fees
Days Inn by Wyndham Southington
Exterior

9. Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (869 reviews)
"Comfortable bed, clean room. Could use a lick of paint and patching on the walls. Good for the price."
United States
Carol
$99 nightly
The price is $114
Aug 31 - Sep 1
Total with taxes and fees
Cheshire Welcome Inn
Exterior

10. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very Good, (1,000 reviews)
"Property is very clean. Staff was very friendly and professional. Location has an easy on and off from the highway."
United States
Carlos
$118 nightly
The price is $136
Sep 6 - Sep 7
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG
Free buffet breakfast

11. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,434 reviews)
"It was a great stay Enjoyed it"
United States
Rodwell
$95 nightly
The price is $109
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express Southington by IHG
Lobby

12. Motel 6 Southington, CT - Hartford

Motel 6 Southington, CT - Hartford
2.0 star property
Southington
6.4 out of 10, (1,015 reviews)
"Decent place. I'd stay again. :)"
United States
Sheri
$69 nightly
The price is $79
Sep 10 - Sep 11
Total with taxes and fees
Motel 6 Southington, CT - Hartford
In-room safe, desk, blackout drapes, iron/ironing board

13. Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
2.0 star property
Bethel
8.2 out of 10, Very Good, (1,009 reviews)
"The room was clean and comfortable. Quiet, helpful staff, and the hotel is convenient to the highway."
United States
Jamie
$107 nightly
The price is $123
Aug 30 - Aug 31
Total with taxes and fees
Microtel Inn & Suites by Wyndham Bethel/Danbury
Exterior

14. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
$113 nightly
The price is $127
Sep 22 - Sep 23
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
Terrace/patio

15. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (263 reviews)
"Clean, quiet, comfortable bed. nice amenities"
United States
Renee
$132 nightly
The price is $151
Sep 6 - Sep 7
Total with taxes and fees
Home2 Suites by Hilton Bristol
Lobby

16. Best Western Danbury/Bethel

Best Western Danbury/Bethel
2.5 star property
Bethel
7.8 out of 10, Good, (1,012 reviews)
"Room was very clean, good breakfast, great staff! Very reasonable rate!"
United States
MARYELLEN
$101 nightly
The price is $116
Aug 31 - Sep 1
Total with taxes and fees
Best Western Danbury/Bethel
Exterior

17. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1,010 reviews)
"Hotel was great, clean and friendly staff."
United States
Stephenie
$139 nightly
The price is $159
Sep 6 - Sep 7
Total with taxes and fees
Homewood Suites by Hilton Southington, CT
Double Room, Smoking | Iron/ironing board (on request), WiFi (free), bed sheets

18. PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (208 reviews)
"Everything was nice! I'd stay here again!"
United States
SEMORA
$85 nightly
The price is $98
Sep 18 - Sep 19
Total with taxes and fees
PLYMOUTH MOTOR LODGE
Deluxe Room, 2 Queen Beds | Iron/ironing board, WiFi (free), alarm clocks, bed sheets

19. Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (897 reviews)
"Clean rooms. Comfortable and a fair rate"
United States
michael
$111 nightly
The price is $128
Sep 20 - Sep 21
Total with taxes and fees
Rocky River Inn
Indoor pool

20. Danbury Inn & Suites

Danbury Inn & Suites
2.5 star property
Danbury
6.0 out of 10, (3 reviews)
"Great"
United States
Philip
$135 nightly
The price is $155
Aug 27 - Aug 28
Total with taxes and fees
Danbury Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middlebury Hotel Reviews

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"9jj"
Pinchas 1-night trip
Posted 3 hours ago
Hyatt Place Milford / New Haven

Find out more about Middlebury

Middlebury Resorts information

Number of reviews
9,888
Accommodation
1 Resorts
Lowest Price
$79
Highest Price
$159

Frequently asked questions

What can I expect from a resort vacation in Middlebury?
You deserve to get away, and a resort is the perfect place to treat yourself to the services and amenities you need for a relaxing trip to Middlebury. One of the comfortable resort hotels in the surrounding area might be just what you're searching for, whether you're hoping for a luxurious suite, shopping possibilities, or activities for the kids.
What's a top resort for my stay in Middlebury?
Our highest-rated resort near Middlebury: Cozy 1-bedroom apartment Farmington Connecticut - 17.8 mi (28.7 km) from Middlebury.
What can I do in Middlebury?
Quassy Amusement Park and Lake Quassapaug are a few of the interesting sights to visit. In the area, other attractions include Palace Theatre and Beacon Falls Town Recreation Field.
What's the weather like in Middlebury?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.
What's the best way to get to and around Middlebury?
Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 3.5 mi (5.6 km) from the city center. Otherwise, look for flights into Danbury, CT (DXR-Danbury Municipal), which is 21.4 mi (34.5 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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