A calm river with boats, wooden docks, and buildings along the shore.

Find Pet-friendly Hotels in Chester, CT

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Pet-friendly Hotels

Tonight
Sep 18 - Sep 19
Tomorrow
Sep 19 - Sep 20
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Chester pet-friendly hotels

Property grounds
Desk, iron/ironing board, WiFi (free), bed sheets
Property grounds
Exterior

1. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
NT$2,595
NT$2,984 total
includes taxes & fees
Sep 22 - Sep 23
Pier Blue Inn Old Saybrook - Essex
Cabin, 1 Queen Bed | Private kitchen | Mini-fridge, stovetop, cookware/dishes/utensils, paper towels
Desk, laptop workspace, bed sheets
Exterior
Desk, laptop workspace, bed sheets

2. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
East Haddam
United States
Morainny
NT$4,103
NT$6,181 total
includes taxes & fees
Sep 22 - Sep 23
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Desk, laptop workspace, iron/ironing board, rollaway beds (surcharge)
Pool
Exterior
Exterior

3. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
United States
Laurie
NT$2,281
NT$2,624 total
includes taxes & fees
Oct 4 - Oct 5
Econo Lodge Inn & Suites Old Saybrook Westbrook
Free self parking
Balcony
Front of property
Lobby sitting area

4. Motel 6 Old Saybrook, CT

Motel 6 Old Saybrook, CT
Old Saybrook
United States
Carmen
NT$2,385
NT$2,826 total
includes taxes & fees
Sep 20 - Sep 21
Motel 6 Old Saybrook, CT
Free daily continental breakfast
Reception
Desk, iron/ironing board, WiFi (free), alarm clocks
Front of property

5. Spark by Hilton Guilford

Spark by Hilton Guilford
Guilford
United States
Stacy
NT$3,635
NT$4,180 total
includes taxes & fees
Oct 6 - Oct 7
Spark by Hilton Guilford
Fireplace
Exterior
Property entrance
Point of interest

6. Westbrook Inn B&B

Westbrook Inn B&B
Westbrook Center
United States
Diane
NT$9,427
NT$10,464 total
includes taxes & fees
Sep 23 - Sep 24
Westbrook Inn B&B
Deluxe Room, 2 Double Beds, Kitchenette (Smoke Free) | Desk, iron/ironing board, cribs (free), WiFi (free)
Exterior
Outdoor pool
Lobby

7. Red Roof Inn PLUS+ & Suites Guilford

Red Roof Inn PLUS+ & Suites Guilford
Guilford
United States
victoria
NT$3,148
NT$3,621 total
includes taxes & fees
Sep 23 - Sep 24
Red Roof Inn PLUS+ & Suites Guilford
Breakfast, lunch and dinner served
Indoor pool, sun loungers
Front of property - evening/night
Lobby

8. Inn at Middletown

Inn at Middletown
Washington Street Historic District
United States
John
NT$4,425
NT$5,727 total
includes taxes & fees
Oct 19 - Oct 20
Inn at Middletown
Double Room, 2 Double Beds | 1 bedroom, pillowtop beds, desk, blackout drapes
Studio Suite, 1 Queen Bed, Non Smoking | 1 bedroom, pillowtop beds, desk, blackout drapes
Lobby
Free daily continental breakfast

9. Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
Branford
United States
Delmy
NT$3,149
NT$3,621 total
includes taxes & fees
Sep 21 - Sep 22
Baymont by Wyndham Branford/New Haven
View all properties

Top Chester Hotel Reviews

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

10/10 Excellent
"Rooms were clean, beds were comfortable, property is close to Moheghan. Employees were all very friendly and helpful. I would definitely stay here again."
Debra 1-night trip
Posted 12 hours ago
Hyatt Place Uncasville - Casino Area
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Staff was helpful and professional. Room was clean, basic, nice. The TV was a little sketchy-some stations were static. The bathroom shower was great: good flow, hot and soothing. Overall, very good for the price."
John 1-night trip
Posted 20 hours ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

What's the best time of year to travel to Chester with my pet?
When you're traveling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Chester is 54 inches.
What is there to see and do with your pet in Chester?
Known for its waterfront, Chester has lots to offer visitors including its parks and theaters. See the local sights and visit Connecticut River and Chester Creek Marina. While you're there, make sure you don't miss Norma Terris Theater and Connecticut Valley Railroad State Park Trail.

Explore a world of travel with Expedia